287 results on '"Jean-Marie Galano"'
Search Results
52. First Total Synthesis of Phytoprostanes with Prostaglandin‐Like Configuration, Evidence for Their Formation in Edible Vegetable Oils and Orienting Study of Their Biological Activity
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Emanuela Jahn, Thierry Durand, Radek Pohl, Miroslav Hájek, Camille Oger, Karel Čížek, Jean-Marie Galano, Jakub Smrček, Josef Cvačka, Ullrich Jahn, and Ondřej Hodek
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Autoxidation ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,Diastereomer ,Enantioselective synthesis ,Prostaglandin ,Total synthesis ,Biological activity ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Catalysis ,0104 chemical sciences ,chemistry.chemical_compound ,Vegetable oil ,Tandem Mass Spectrometry ,Vegetables ,Prostaglandins ,Plant Oils ,Organic chemistry ,Epimer ,Oxidation-Reduction - Abstract
Phytoprostanes (PhytoP) are natural products, which form in plants under oxidative stress conditions from α-linolenic acid. However, their epimers with relative prostaglandin configuration termed phytoglandins (PhytoG) have never been detected in Nature, likely because of the lack of synthetic reference material. Here, the first asymmetric total synthesis of such compounds, namely of PhytoGF1α (9-epi-16-F1t -PhytoP) and its diastereomer ent-16-epi-PhytoGF1α (ent-9,16-diepi-16-F1t -PhytoP), has been accomplished. The synthetic strategy is based on radical anion oxidative cyclization, copper(I)-mediated alkyl-alkyl coupling and enantioselective reduction reactions. A UHPLC-MS/MS study using the synthesized compounds as standards indicates PhytoG formation at significant levels during autoxidation of α-linolenic acid in edible vegetable oils. Initial testing of synthetic PhytoGs together with F1 -PhytoP and 15-F2t -IsoP derivatives for potential interactions with the PGF2α (FP) receptor did not reveal significant activity. The notion that PUFA-derived oxidatively formed cyclic metabolites with prostaglandin configuration do not form to a significant extent in biological or food matrices has to be corrected. Strong evidence is provided that oxidatively formed PhytoG metabolites may be ingested with plant-derived food, which necessitates further investigation of their biological profile.
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- 2021
53. Placental F4-Neuroprostanes and F2-Isoprostanes are altered in gestational diabetes mellitus and maternal obesity
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Carolina S. Ferreira, Gabriela D.A. Pinto, Desirée L. Reis, Claire Vigor, Vanessa A. Goes, Deborah de A.B. Guimarães, Daniela B. Mucci, Livia Belcastro, Marcelle A. Saraiva, Camille Oger, Jean-Marie Galano, Fátima L.C. Sardinha, Alexandre G. Torres, Thierry Durand, Graham J. Burton, and Tatiana El-Bacha
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Clinical Biochemistry ,Cell Biology - Published
- 2023
54. Enrichment of alpha-linolenic acid in rodent diet reduced oxidative stress and inflammation during myocardial infarction
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Jean-Marie Galano, Thierry Durand, Camille Oger, Jetty Chung-Yung Lee, Kin Sum Leung, The University of Hong Kong (HKU), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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0301 basic medicine ,medicine.medical_specialty ,Antioxidant ,medicine.medical_treatment ,Myocardial Infarction ,Rodentia ,Isoprostanes ,medicine.disease_cause ,Biochemistry ,Rats, Sprague-Dawley ,03 medical and health sciences ,chemistry.chemical_compound ,0302 clinical medicine ,[SDV.MHEP.CSC]Life Sciences [q-bio]/Human health and pathology/Cardiology and cardiovascular system ,Lipid oxidation ,Physiology (medical) ,Internal medicine ,Fatty Acids, Omega-3 ,medicine ,Animals ,Inflammation ,2. Zero hunger ,chemistry.chemical_classification ,alpha-Linolenic acid ,alpha-Linolenic Acid ,α-Linolenic acid ,Eicosapentaenoic acid ,Diet ,Rats ,3. Good health ,Oxidative Stress ,030104 developmental biology ,Endocrinology ,chemistry ,Docosahexaenoic acid ,Phytoprostanes ,Polyunsaturated fatty acids ,Arachidonic acid ,[SDV.AEN]Life Sciences [q-bio]/Food and Nutrition ,030217 neurology & neurosurgery ,Oxidative stress ,Polyunsaturated fatty acid - Abstract
International audience; Myocardial infarction (MI) is an irreversible event caused by cardiac ischemia and may be fatal. Studies reported that increased intake of n-3 polyunsaturated fatty acids (PUFA) namely, eicosapentaenoic acid and docosahexaenoic acid reduce the risk of cardiovascular disease and lower the incidence of MI. Nonetheless, the cardioprotective effect of plant n-3-PUFA such as α-linolenic acid (ALA) in the diet is not conclusive. In this study, Sprague Dawley rats were supplemented with isocaloric diets enriched with ALA rich flaxseed (FS) and flaxseed oil (FSO), and normal chow (Control) for 4 weeks. MI was induced by isoproterenol (ISO) injection. Results showed that all ALA-enriched diets displayed cardioprotection against MI. The heart to body weight ratio, plasma LDH activity and plasma cTnI were reduced compared to ISO and was prominent in FS diet. ALA and EPA were up-regulated in both tissues and plasma by ALA-diets compared to Control and remained higher than ISO groups. Notably, LOX-mediated HETEs decreased whereas LOX-mediated HDHAs were elevated in both tissues and plasma of ALA-enriched diets compared to ISO. In addition, non-enzymatic oxidized products from arachidonic acid including 15-F2t-IsoP were reduced in both tissues and plasma of MI rats supplemented with ALA-enriched diets while those from n-3 PUFAs including F4-NeuroPs, PhytoPs and PhytoFs were elevated compared to control. ALA-enriched diets particularly flaxseed reduced gene expressions of inflammatory cytokines namely IL-1β, IL-6 and TNFα and prevented the down regulation of antioxidant catalase in the heart tissues. In conclusion ALA-enriched diets potentially exerted cardioprotection through the regulation of anti-inflammatory and anti-oxidative mediators from n-3 PUFA autooxidation.
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- 2021
55. Walnut-Enriched Diet Elevated α-Linolenic Acid, Phytoprostanes, and Phytofurans in Rat Liver and Heart Tissues and Modulated Anti-inflammatory Lipid Mediators in the Liver
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Camille Oger, Jean-Marie Galano, Jetty Chung-Yung Lee, Thierry Durand, Kin Sum Leung, Yu Fung Yau, The University of Hong Kong (HKU), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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0106 biological sciences ,medicine.medical_specialty ,medicine.drug_class ,walnut ,α-linolenic acid ,Anti-Inflammatory Agents ,Juglans ,01 natural sciences ,Anti-inflammatory ,In vivo ,phytofurans ,Internal medicine ,medicine ,Animals ,Nuts ,2. Zero hunger ,Autoxidation ,Chemistry ,010401 analytical chemistry ,alpha-Linolenic Acid ,General Chemistry ,Lipid signaling ,phytoprostanes ,[SDV.MHEP.EM]Life Sciences [q-bio]/Human health and pathology/Endocrinology and metabolism ,Eicosapentaenoic acid ,Diet ,Rats ,0104 chemical sciences ,Endocrinology ,Liver ,Heart tissues ,Neuroprostanes ,General Agricultural and Biological Sciences ,[SDV.AEN]Life Sciences [q-bio]/Food and Nutrition ,neuroprostanes ,010606 plant biology & botany - Abstract
International audience; α-Linolenic acid (ALA) and its non-enzymatic oxidized products, namely, phytoprostanes and phytofurans, are found in some nuts. The uptake and deposition of these compounds are not well-defined. Walnut has high ALA and a considerable amount of phytoprostanes and phytofurans compared to other common nuts. When fed to rodents, ALA and eicosapentaenoic acid levels increased in the liver and heart tissues compared to the control diet. Furthermore, phytoprostanes and phytofurans were elevated 3fold in both tissues after a walnut diet, indicating that they are not only contributed from the diet but also generated through in vivo autoxidation of ALA found in the walnuts. It was further noted that a walnut diet reduced 5-F 2t-isoprostanes and 12hydroxyeicosatetraenoic acid and induced 4-F 4t-neuroprostane and significant amounts of anti-inflammatory hydroxydocosahexaenoic acid in the liver only. Altogether, high ALA in a walnut diet elevated phytoprostanes and phytofurans in the liver and heart tissues and showed the regulation of anti-inflammatory lipid mediators in the liver only.
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- 2020
56. Characterization and modulation of brain lipids content of rainbow trout fed with 100% plant based diet rich in omega-3 long chain polyunsaturated fatty acids DHA and EPA
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Thierry Durand, Camille Oger, Claire Vigor, Guillaume Reversat, Joseph Vercauteren, Franck Sandres, Anthony Lanuque, Jean-Marie Galano, Bingqing Zhou, Anne Surget, Geneviève Corraze, Frédéric Terrier, Jérôme Roy, Laurence Larroquet, Nutrition, Métabolisme, Aquaculture (NuMéA), Université de Pau et des Pays de l'Adour (UPPA)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), and INRAE PHASE Department
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0301 basic medicine ,Docosahexaenoic Acids ,[SDV]Life Sciences [q-bio] ,Biochemistry ,03 medical and health sciences ,chemistry.chemical_compound ,Dietary Fats, Unsaturated ,Animals ,Plant Oils ,Food science ,enzymatic and non-enzymatic oxidation ,omega-3 long chain polyunsaturated fatty acid ,metabolites ,brain lipid content ,Brain Chemistry ,chemistry.chemical_classification ,030102 biochemistry & molecular biology ,biology ,Chemistry ,[SDV.BA]Life Sciences [q-bio]/Animal biology ,Fatty Acids ,Brain ,food and beverages ,Fatty acid ,General Medicine ,Lipid Metabolism ,biology.organism_classification ,Animal Feed ,Eicosapentaenoic acid ,Trout ,Rainbow trout ,030104 developmental biology ,Enzyme ,Eicosapentaenoic Acid ,Docosahexaenoic acid ,Oncorhynchus mykiss ,Female ,lipids (amino acids, peptides, and proteins) ,Arachidonic acid ,[SDV.AEN]Life Sciences [q-bio]/Food and Nutrition ,Polyunsaturated fatty acid - Abstract
International audience; Brain functions are known to be mainly modulated by adequate dietary intake. Inadequate intake as can be an excess or significant deficiency affect cognitive processes, behavior, neuroendocrine functions and synaptic plasticity with protective or harmful effects on neuronal physiology. Lipids, in particular, u-6 and u-3 long chain polyunsaturated fatty acids (LC-PUFAs) play structural roles and govern the different functions of the brain. Hence, the goal of this study was to characterize the whole brain fatty acid composition (precursors, enzymatic and non-enzymatic oxidation metabolites) of fish model of rainbow trout fed with three experimental plant-based diet containing distinct levels of eicosapentaenoic acid (EPA, 20:5 u-3) and docosahexaenoic acid (DHA, 22:6 u-3) (0% for low, 15.7% for medium and 33.4% for high, total fatty acid content) during nine weeks. Trout fed with the diet devoid of DHA and EPA showedreduced brain content of total u-3 LC-PUFAs, with diminution of EPA and DHA. Selected enzymatic (cyclooxygenases and lipoxygenases) oxidation metabolites of arachidonic acid (AA, 20:4 u-6) decrease in medium and high u-3 LC-PUFAs diets. On the contrary, total selected enzymatic oxidation metabolites of DHA and EPA increased in high u-3 LC-PUFAs diet. Total selected non-enzymatic oxidation metabolites of DHA (not detected for EPA) increased in medium and high u-3 LC-PUFAs diets. In conclusion, this work revealed for the first time in fish model the presence of some selected enzymatic and non-enzymatic oxidation metabolites in brain and the modulation of brain lipid content by dietary DHA and EPA levels
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- 2020
57. Synthesis of Fatty Acid Bioconjugates and Related Derivatives
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Céline Crauste, Jean‐Marie Galano, Alexandre Guy, Jordan Lehoux, Thierry Durand, and Laurence Balas
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Organic Chemistry ,Physical and Theoretical Chemistry - Published
- 2022
58. Straightforward Syntheses of Phytoprostanes and Dihomo‐phytoprostanes‐Non‐enzymatic Metabolites of γ‐Linolenic, Dihomo‐γ‐linolenic and Stearidonic Acids
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Pauline Fischer, Valérie Bultel‐Poncé, Alexandre Guy, Ilyana Gonzales, Pierre‐Alexis Conde, Jean‐Marie Galano, Thierry Durand, and Camille Oger
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Organic Chemistry ,Physical and Theoretical Chemistry - Published
- 2022
59. Development of a chiral SFC-MS/MS and reversed-phase LC-MS/MS platform for the quantitative metabolic profiling of octadecanoid oxylipins
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Alessandro Quaranta, Benedikt Zöhrer, Johanna Revol-Cavalier, Kurt Benkestock, Laurence Balas, Camille Oger, Gregory S. Keyes, Åsa M. Wheelock, Thierry Durand, Jean-Marie Galano, Christopher E. Ramsden, Mats Hamberg, and Craig E. Wheelock
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Octadecanoids are broadly defined as oxylipins (i.e., lipid mediators) derived from 18-carbon fatty acids. In contrast to the well-studied eicosanoids, there is a lack of analytical methods for octadecanoids, hampering further investigations in the field. We developed an integrated workflow combining chiral separation by supercritical fluid chromatography (SFC) and reversed-phase liquid chromatography (LC) coupled to tandem-MS detection for quantification of a broad panel of octadecanoids. The platform included 70 custom-synthesized analytical and internal standards to extend the coverage of the octadecanoid synthetic pathways. A total of 103 octadecanoids could be separated by chiral SFC and complex enantioseparations could be performed in 0.995) and LLOQ ranged from 0.03-6.00 ng/mL for SFC and 0.01-1.25 ng/mL for LC. The average accuracy in solvent and surrogate matrix ranged from 89-109% in SFC and from 106-220% in LC, whereas coefficients of variation (CV) were
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- 2022
60. Neuroprotective effects of DHA-derived peroxidation product 4(RS)-4-F4t-neuroprostane on microglia
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Xue Geng, Jean-Marie Galano, Camille Oger, Grace Y. Sun, Thierry Durand, and James C. Lee
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Lipopolysaccharides ,Neuroprotective Agents ,Docosahexaenoic Acids ,Physiology (medical) ,Neuroprostanes ,Microglia ,Biochemistry ,Phospholipids ,Article - Abstract
The abundance of docosahexaenoic acid (DHA) in brain membrane phospholipids has stimulated studies to explore its role in neurological functions. Upon released from phospholipids, DHA undergoes enzymatic reactions resulting in synthesis of bioactive docosanoids and prostanoids. However, these phospholipids are also prone to non-enzymatic reactions leading to more complex pattern of metabolites. A non-enzymatic oxidized product of DHA, 4(Rs)-4-F(4t)-Neuroprostane (44FNP), has been identified in cardiac and brain tissues. In this study, we examined effects of the 44FNP on oxidative and inflammatory responses in microglial cells treated with lipopolysaccharide (LPS). The 44FNP attenuated LPS-induced production of reactive oxygen species (ROS) in both primary and immortalized microglia (BV2). It also attenuated LPS-induced inflammation through suppressing NFκB-p65 and levels of iNOS and TNFα. In addition, 44FNP also suppressed LPS-induced mitochondrial dysfunction and upregulated the Nrf2/HO-1 antioxidative pathway. In sum, these findings with microglial cells demonstrated neuroprotective effects of this 44FNP and shed light into the potential of nutraceutical therapy for neurodegenerative diseases.
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- 2022
61. Neutral Loss Mass Spectral Data Enhances Molecular Similarity Analysis in METLIN
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Aries Aisporna, H. Paul Benton, Andy Chen, Rico J. E. Derks, Jean Marie Galano, Martin Giera, and Gary Siuzdak
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Structural Biology ,Spectroscopy ,Article - Abstract
Neutral loss (NL) spectral data presents a mirror of MS(2) data, and is a valuable yet largely untapped resource for molecular discovery and similarity analysis. Tandem mass spectrometry (MS(2)) data is effective for the identification of known molecules and the putative identification of novel, previously uncharacterized molecules (unknowns). Yet, MS(2) data alone is limited in characterizing structurally related molecules. To facilitate unknown identification and complement the METLIN-MS(2) fragment ion database for characterizing structurally related molecules, we have created a MS(2) to NL converter as a part of the METLIN platform. The converter has been used to transform METLIN’s MS(2) data into a neutral loss database (METLIN-NL) on over 860,000 individual molecular standards. The platform includes both the MS(2) to NL converter and a graphical user interface enabling comparative analyses between MS(2) and NL data. Examples of NL spectral data are shown with oxylipin analogues and two structurally related statin molecules to demonstrate NL spectra and their ability to help characterize structural similarity. Mirroring MS(2) data to generate NL spectral data offers a unique dimension for chemical and metabolite structure characterization.
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- 2022
62. Isoprostanoids, Isofuranoids and Isoketals – From Synthesis to Lipidomics
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Claire Vigor, Laurence Balas, Alexandre Guy, Valérie Bultel‐Poncé, Guillaume Reversat, Jean‐Marie Galano, Thierry Durand, and Camille Oger
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Organic Chemistry ,Physical and Theoretical Chemistry - Published
- 2022
63. Total Synthesis of a Docosahexaenoic Acid Prostanoid Using an Intramolecular Organocatalytic Michael Reaction of a Formyl-Enal Derivative
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Johanna Revol-Cavalier, Alexandre Guy, Jean-Marie Galano, Camille Oger, Valérie Bultel-Poncé, Thierry Durand, Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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010405 organic chemistry ,Stereochemistry ,Organic Chemistry ,Prostaglandin ,Prostanoid ,Total synthesis ,010402 general chemistry ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,Chain (algebraic topology) ,Docosahexaenoic acid ,Intramolecular force ,Michael reaction ,[CHIM]Chemical Sciences ,lipids (amino acids, peptides, and proteins) ,Physical and Theoretical Chemistry ,ComputingMilieux_MISCELLANEOUS ,Derivative (chemistry) - Abstract
The total synthesis of a docosahexaenoic-acid-derived prostaglandin, 4,11-diepi-4-F4t-neuroprostane, featuring a complex lateral chain was achieved for the first time. A novel prostaglandin cyclope...
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- 2020
64. Evaluation of Phoenix dactylifera Edible Parts and Byproducts as Sources of Phytoprostanes and Phytofurans
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Sonia Medina, Ibrahim M. Abu-Reidah, Raúl Domínguez-Perles, Jean-Marie Galano, Angel Gil-Izquierdo, Thierry Durand, Valérie Bultel-Poncé, Centro de Edafologia y Biologia aplicada del Segura (CEBAS - CSIC), Consejo Superior de Investigaciones Científicas [Madrid] (CSIC), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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2. Zero hunger ,0106 biological sciences ,Range (biology) ,[SDV]Life Sciences [q-bio] ,Dietary intake ,010401 analytical chemistry ,General Chemistry ,phytoprostanes ,15. Life on land ,Biology ,01 natural sciences ,0104 chemical sciences ,phytofurans ,targeted metabolomics ,Phoenix dactylifera ,byproducts ,Food science ,General Agricultural and Biological Sciences ,UHPLC−ESI-QqQ-MS/MS ,date palm ,010606 plant biology & botany ,Targeted metabolomics - Abstract
International audience; Even though traditionally date-fruit has been featured by a marginal use, mainly restricted to its dietary intake, in recent years, it has raised the range of applications for this agro-food production. These new uses have entailed an enlarged production of date fruits and, simultaneously, of date palm byproducts. Encouraged by the traditional medicinal uses of dates, according to their phytochemical composition, the present work was focused on the evaluation of a new family of secondary metabolites, the plant oxylipins phytoprostanes (PhytoPs) and phytofurans (PhytoFs), in six separate matrixes of the date palm edible parts and byproducts, applying an UHPLC–ESI-QqQ-MS/MS-based methodology. The evaluation for the first time of date palm edible parts and byproducts as a dietary source of PhytoPs and PhytoFs provides evidence on the value of six different parts (pulp, skin, pits, leaves, clusters, and pollen) regarding their content in these plant oxylipins evidenced by the presence of the PhytoPs, 9-F1t-PhytoP (201.3–7223.1 ng/100 g dw) and 9-epi-9-F1t-PhytoP (209.7–7297.4 ng/100 g dw), and the PhytoFs ent-16(RS)-9-epi-ST-Δ14-10-PhytoF (4.6–191.0 ng/100g dw), and ent-16(RS)-13-epi-ST-Δ14-9-PhytoF as the most abundant compounds. Regarding the diverse matrixes assessed, pollen, clusters, and leaves for PhytoPs and skins and pollen for PhytoFs were identified as the most interesting sources of these compounds. In this concern, the information obtained upon the detailed characterization performed in the present work will allow unravelling the biological interest of PhytoPs and PhytoFs and the extent to which these compounds could exert valuable biological activities upon in vitro (mechanistic) and in vivo studies, allocating the effort-focus on the chemical species of PhytoPs and PhytoFs responsible for such traits.
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- 2020
65. Effects of Deficit Irrigation, Rootstock, and Roasting on the Contents of Fatty Acids, Phytoprostanes, and Phytofurans in Pistachio Kernels
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I. Griñán, Sonia Medina, Raúl Domínguez-Perles, Angel Gil-Izquierdo, Ángel A. Carbonell-Barrachina, Arturo Torrecillas, Federico Ferreres, Marina Cano-Lamadrid, Thierry Durand, Ana Centeno, Alexandre Guy, David Pérez-López, Jean-Marie Galano, Jacinta Collado-González, Universidad Miguel Hernández [Elche] (UMH), Universidad Politécnica de Madrid (UPM), Centro de Edafologia y Biologia aplicada del Segura (CEBAS - CSIC), Consejo Superior de Investigaciones Científicas [Madrid] (CSIC), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), and Universidad Católica San Antonio de Murcia (UCAM)
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[SDV.SA]Life Sciences [q-bio]/Agricultural sciences ,0106 biological sciences ,Agricultural Irrigation ,Linoleic acid ,GC−MS ,Deficit irrigation ,MESH: Plant Extracts ,MESH: Plant Roots ,Biology ,Plant Roots ,01 natural sciences ,water stress ,chemistry.chemical_compound ,phytofurans ,MESH: Water ,Cooking ,Cultivar ,Furans ,MESH: Pistacia ,Roasting ,Pistacia vera ,2. Zero hunger ,UHPLC−MS/MS ,Pistacia ,Plant Extracts ,business.industry ,MESH: Furans ,Fatty Acids ,010401 analytical chemistry ,Water ,MESH: Cooking ,General Chemistry ,phytoprostanes ,biology.organism_classification ,MESH: Fatty Acids ,0104 chemical sciences ,Horticulture ,Oleic acid ,MESH: Seeds ,chemistry ,Agriculture ,Seeds ,General Agricultural and Biological Sciences ,business ,Rootstock ,MESH: Agricultural Irrigation ,010606 plant biology & botany - Abstract
International audience; Pistachio (Pistacia vera L.) is a drought-tolerant species grown under the semiarid conditions of the Mediterranean basin. For this reason, it is essential to make an exhaustive quantification of yield and quality benefits of the kernels because the regulated deficit irrigation will allow significant water savings with a minimum impact on yield while improving kernel quality. The goal of this scientific work was to study the influence of the rootstock, water deficit during pit hardening, and kernel roasting on pistachio (P. vera, cv. Kerman) fruit yield, fruit size, and kernel content of fatty acids phytoprostanes (PhytoPs) and phytofurans (PhytoFs) for the first time. Water stress during pit hardening did not affect the pistachio yield. The kernel cultivar showed a lower oleic acid and a higher linoleic acid contents than other cultivars. Kernels from plants grafted on the studied rootstocks showed very interesting characteristics. P. integerrima led to the highest percentage of monounsaturated fatty acids. Regarding the plant oxylipins, P. terebinthus led to the highest contents of PhytoPs and PhytoFs (1260 ng/100 g and 16.2 ng/100 g, respectively). In addition, nuts from trees cultivated under intermediate water deficit during pit hardening showed increased contents of the 9-series F1-phytoprostanes and ent-16(RS)-9-epi-ST-Δ14-10-phytofuran. However, roasting of pistachios led to PhytoP degradation. Therefore, plant cultivar, deficit irrigation, rootstock, and roasting must be considered to enhance biosynthesis of these secondary metabolites. New tools using agricultural strategies to produce hydroSOS pistachios have been opened thanks to the biological properties of these prostaglandin-like compounds linking agriculture, nutrition, and food science technology for further research initiatives.
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- 2020
66. Phytoprostanes and Phytofurans—Oxidative Stress and Bioactive Compounds—in Almonds are Affected by Deficit Irrigation in Almond Trees
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Sonia Medina, Jean-Marie Galano, Thierry Durand, Raúl Domínguez-Perles, Angel Gil-Izquierdo, Mireia Corell, Leontina Lipan, Jacinta Collado-González, Ángel A. Carbonell-Barrachina, Valérie Bultel-Poncé, Universidad Miguel Hernández [Elche] (UMH), Centro de Edafologia y Biologia aplicada del Segura (CEBAS - CSIC), Consejo Superior de Investigaciones Científicas [Madrid] (CSIC), University of Sevilla, Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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0106 biological sciences ,Agricultural Irrigation ,[SDV]Life Sciences [q-bio] ,α-linolenic acid ,Deficit irrigation ,Biology ,Health benefits ,medicine.disease_cause ,01 natural sciences ,Regulated deficit irrigation ,medicine ,Plant defense against herbivory ,Food science ,Furans ,2. Zero hunger ,chemistry.chemical_classification ,HydroSOStainable products ,010401 analytical chemistry ,Water ,food and beverages ,General Chemistry ,Prunus dulcis ,0104 chemical sciences ,Oxidative Stress ,Sustained deficit irrigation ,Stress biomarkers ,chemistry ,Seeds ,Fatty Acids, Unsaturated ,General Agricultural and Biological Sciences ,Biomarkers ,Oxidative stress ,010606 plant biology & botany ,Polyunsaturated fatty acid - Abstract
International audience; Almonds have gained consumers’ attention due to their health benefits (they are rich in bioactive compounds) and sensory properties. Nevertheless, information about phytoprostanes (PhytoPs) and phytofurans (PhytoFs) (new plant markers of oxidative stress and compounds with biological properties for human health) in almonds under deficit irrigation is scarce or does not exist. These compounds are plant oxylipins synthesized by the oxidation of α-linolenic acid (ALA). Besides, they are biomarkers of plant oxidative degradation and biologically active molecules involved in several plant defense mechanisms. hydroSOStainable or hydroSOS mean plant foods made from from plants under controlled water stress. Almonds are a good source of polyunsaturated fatty (PUFAs) acids, including a high content of ALA. This paper aimed to describe the influence of diverse irrigation treatments on in vitro anti-oxidant activity (AAc) and total phenolic content (TPC), as well as on the level of ALA, PhytoP, and PhytoF in “Vairo” almonds. The AAc and TPC were not affected by the irrigation strategy, while the in vivo oxidative stress makers, PhytoPs and PhytoFs, exhibited significant differences in response to water shortage. The total PhytoP and PhytoF contents ranged from 4551 to 8151 ng/100 g dry weight (dw) and from 33 to 56 ng/100 g dw, respectively. The PhytoP and PhytoF profiles identified in almonds showed significant differences among treatments. Individual PhytoPs and PhytoFs were present above the limit of detection only in almonds obtained from trees maintained under deficit irrigation (DI) conditions (regulated deficit irrigation, RDI, and sustained deficit irrigation, SDI) but not in control almonds obtained from fully irrigated trees. Therefore, these results confirm PhytoPs and PhytoFs as valuable biomarkers to detect whether an almond-based product is hydroSOStainable. As a final conclusion, it can be stated that almond quality and functionality can be improved and water irrigation consumption can be reduced if controlled DI strategies are applied in almond orchards.
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- 2020
67. Nonenzymatic oxygenated metabolite of docosahexaenoic acid, 4(RS)‐4‐F4t‐neuroprostane, acts as a bioactive lipid molecule in neuronal cells
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Jean-Marie Galano, Laurence Balas, Ho Hang Leung, Thierry Durand, YY Lee, Jetty Chung-Yung Lee, Camille Oger, The University of Hong Kong (HKU), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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Antioxidant ,[SDV]Life Sciences [q-bio] ,medicine.medical_treatment ,Metabolite ,Biophysics ,Biochemistry ,Neuroprotection ,neuroblastoma ,03 medical and health sciences ,chemistry.chemical_compound ,Structural Biology ,In vivo ,isoprostanes ,Genetics ,medicine ,Molecular Biology ,Heme ,030304 developmental biology ,chemistry.chemical_classification ,omega-3 lipids ,0303 health sciences ,4-HHE ,030302 biochemistry & molecular biology ,Fatty acid ,Cell Biology ,DHA ,Enzyme ,chemistry ,Docosahexaenoic acid ,[SDV.NEU]Life Sciences [q-bio]/Neurons and Cognition [q-bio.NC] ,neuroprostanes - Abstract
International audience; Docosahexaenoic acid (DHA), an abundant fatty acid in the brain, is susceptible to auto-oxidation in situ and releases metabolites such as F4 -neuroprostane (4-F4t -NeuroP). The presence of 4-F4t -NeuroP in the brain is not well explored. In this study, 4-F4t -NeuroP was introduced into neuroblastoma cells (SH-SY5Y) and, by in vivo infusion, into rodents. Targeted lipidomic analysis of liver and brain tissues shows significant elevation of anti-inflammatory hydroxylated DHA metabolites and an isomer of neuroprotectin D1, suggesting potential beneficial bioactivities of 4-F4t -NeuroP. Additionally, 4-F4t -NeuroP treatment in SH-SY5Y cells and primary neuronal culture consistently upregulates the transcriptional level of the antioxidant enzyme heme oxygenase-1, but the effect is reduced when 4-F4t -NeuroP is further oxidized. Our data suggest that 4-F4t -NeuroP could be neuroprotective in the native state but may have disadvantageous bioactivity when oxidized extensively.
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- 2020
68. Reduced production of isoprostanes by peri-pancreatic adipose tissue from Zucker fa/fa rats as a new mechanism for β-cell compensation in insulin resistance and obesity
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Jonas Laget, Claire Vigor, Agathe Nouvel, Amandine Rocher, Jérémy Leroy, Laura Jeanson, Guillaume Reversat, Camille Oger, Jean-Marie Galano, Thierry Durand, Sylvie Péraldi-Roux, Jacqueline Azay-Milhau, and Anne-Dominique Lajoix
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Adipose Tissue ,Diabetes Mellitus, Type 2 ,Physiology (medical) ,Animals ,Insulin ,Obesity ,Insulin Resistance ,Isoprostanes ,Rats, Wistar ,Biochemistry ,Rats ,Rats, Zucker - Abstract
During early stages of type 2 diabetes, named prediabetes, pancreatic β-cells compensate for insulin resistance through increased insulin secretion in order to maintain normoglycemia. Obesity leads to the development of ectopic fat deposits, among which peri-pancreatic white adipose tissue (pWAT) can communicate with β-cells through soluble mediators. Thus we investigated whether pWAT produced oxygenated lipids, namely isoprostanes and neuroprostanes and whether they can influence β-cell function in obesity. In the Zucker fa/fa rat model, pWAT and epididymal white adipose tissue (eWAT) displayed different inflammatory profiles. In obese rats, pWAT, but not eWAT, released less amounts of 5-F
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- 2022
69. Alpha-linolenic acid, phytoprostanes and phytofurans in plant, algae and food
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Kin Sum Leung, Camille Oger, Alexandre Guy, Valérie Bultel-Poncé, Claire Vigor, Thierry Durand, Angel Gil-Izquierdo, Sonia Medina, Jean-Marie Galano, and Jetty Chung-Yung Lee
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- 2022
70. Identification of bacterial lipopeptides as key players in IBS
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Camille Petitfils, Sarah Maurel, Gaelle Payros, Amandine Hueber, Bahija Agaiz, Géraldine Gazzo, Rémi Marrocco, Frédéric Auvray, Geoffrey Langevin, Jean-Paul Motta, Pauline Floch, Marie Tremblay-Franco, Jean-Marie Galano, Alexandre Guy, Thierry Durand, Simon Lachambre, Anaëlle Durbec, Hind Hussein, Lisse Decraecker, Justine Bertrand-Michel, Abdelhadi Saoudi, Eric Oswald, Pierrick Poisbeau, Gilles Dietrich, Chloe Melchior, Guy Boeckxstaens, Matteo Serino, Pauline Le Faouder, Nicolas Cenac, SEGUIN, Nathalie, APPEL À PROJETS GÉNÉRIQUE 2018 - Les lipopeptides produits par le microbiote : de l'hypersensibilité à la thérapie dans le syndrome de l'intestin irritable - - LiBacPain2018 - ANR-18-CE14-0039 - AAPG2018 - VALID, Signalisation des lipides du microbiote sur l'hôte - - MILI2020 - ANR-20-CE14-0011 - AAPG2020 - VALID, Ecole Universitaire de Recherche Interdisciplinaire sur la Douleur - - EURIDOL2017 - ANR-17-EURE-0022 - EURE - VALID, Développement d'une infrastructure française distribuée pour la métabolomique dédiée à l'innovation - - METABOHUB2011 - ANR-11-INBS-0010 - INBS - VALID, Equipements plateforme animalerie infectieuse de haute-sécurité de Midi Pyrénées - - ANINFIMIP2011 - ANR-11-EQPX-0003 - EQPX - VALID, Institut de Recherche en Santé Digestive (IRSD ), Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Ecole Nationale Vétérinaire de Toulouse (ENVT), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE), MetaToul Lipidomics, MetaboHUB-MetaToul, Génopole Toulouse Midi-Pyrénées [Auzeville] (GENOTOUL), Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE)-Génopole Toulouse Midi-Pyrénées [Auzeville] (GENOTOUL), Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE)-Institut des Maladies Métaboliques et Casdiovasculaires (UPS/Inserm U1297 - I2MC), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut National de la Santé et de la Recherche Médicale (INSERM), Institut des Maladies Métaboliques et Casdiovasculaires (UPS/Inserm U1297 - I2MC), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM), Institut des Neurosciences Cellulaires et Intégratives (INCI), Université de Strasbourg (UNISTRA)-Centre National de la Recherche Scientifique (CNRS), Institut Toulousain des Maladies Infectieuses et Inflammatoires (Infinity), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université de Montpellier (UM)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM), Université de Montpellier (UM), Centre Hospitalier Universitaire de Toulouse (CHU Toulouse), ToxAlim (ToxAlim), Université Fédérale Toulouse Midi-Pyrénées-Ecole d'Ingénieurs de Purpan (INPT - EI Purpan), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE), Metatoul AXIOM (E20 ), Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE)-ToxAlim (ToxAlim), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE)-Ecole d'Ingénieurs de Purpan (INPT - EI Purpan), Catholic University of Leuven - Katholieke Universiteit Leuven (KU Leuven), University of Gothenburg (GU), Nutrition, Inflammation et axe Microbiote-Intestin-Cerveau (ADEN), Université de Rouen Normandie (UNIROUEN), Normandie Université (NU)-Normandie Université (NU)-Institute for Research and Innovation in Biomedicine (IRIB), Normandie Université (NU)-Normandie Université (NU)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS)-Université de Rouen Normandie (UNIROUEN), Normandie Université (NU)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS)-Institut National de la Santé et de la Recherche Médicale (INSERM), Institute for Research and Innovation in Biomedicine (IRIB), Normandie Université (NU)-Normandie Université (NU)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS), Service d'Hépato-Gastroentérologie [CHU Rouen], Hôpital Charles Nicolle [Rouen], CHU Rouen, Normandie Université (NU)-Normandie Université (NU)-CHU Rouen, Normandie Université (NU)-Normandie Université (NU)-Université de Rouen Normandie (UNIROUEN), Normandie Université (NU), Centre d'Investigation Clinique [CHU Rouen] (CIC Rouen), Normandie Université (NU)-Institut National de la Santé et de la Recherche Médicale (INSERM), UNIROUEN - UFR Santé (UNIROUEN UFR Santé), Normandie Université (NU)-Normandie Université (NU), Federation pour la Recherche sur le Cerveau (FRC) FRC20200411001, Centre National de la Recherche Scientifique. PP and GG received support from CNRS and University of Strasbourg. GG, CP and SM received a scholarship from Ministere de l'Enseignement Superieur, de la YRecherche et de l'Innovation., ANR-18-CE14-0039,LiBacPain,Les lipopeptides produits par le microbiote : de l'hypersensibilité à la thérapie dans le syndrome de l'intestin irritable(2018), ANR-20-CE14-0011,MILI,Signalisation des lipides du microbiote sur l'hôte(2020), ANR-17-EURE-0022,EURIDOL,Ecole Universitaire de Recherche Interdisciplinaire sur la Douleur(2017), ANR-11-INBS-0010,METABOHUB,Développement d'une infrastructure française distribuée pour la métabolomique dédiée à l'innovation(2011), and ANR-11-EQPX-0003,ANINFIMIP,Equipements plateforme animalerie infectieuse de haute-sécurité de Midi Pyrénées(2011)
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VISCERAL HYPERSENSITIVITY ,[SDV.BIO]Life Sciences [q-bio]/Biotechnology ,IRRITABLE-BOWEL-SYNDROME ,IRRITABLE BOWEL SYNDROME ,[SDV.BC]Life Sciences [q-bio]/Cellular Biology ,ENTERIC BACTERIAL MICROFLORA ,PRENATAL STRESS ,INTESTINAL MICROBIOTA ,LACTIC ACID BACTERIA ,[SDV.BBM.GTP]Life Sciences [q-bio]/Biochemistry, Molecular Biology/Genomics [q-bio.GN] ,[SDV.BC] Life Sciences [q-bio]/Cellular Biology ,CLOSTRIDIUM-CLOSTRIDIOFORME ,RISK ,Science & Technology ,Gastroenterology & Hepatology ,Gastroenterology ,[SDV.MHEP.HEG]Life Sciences [q-bio]/Human health and pathology/Hépatology and Gastroenterology ,[SDV.MP.BAC]Life Sciences [q-bio]/Microbiology and Parasitology/Bacteriology ,[SDV.MHEP.HEG] Life Sciences [q-bio]/Human health and pathology/Hépatology and Gastroenterology ,[SDV.BIO] Life Sciences [q-bio]/Biotechnology ,[SDV.AEN] Life Sciences [q-bio]/Food and Nutrition ,SEVERITY ,[SDV.BBM.GTP] Life Sciences [q-bio]/Biochemistry, Molecular Biology/Genomics [q-bio.GN] ,[SDV.MP.BAC] Life Sciences [q-bio]/Microbiology and Parasitology/Bacteriology ,Life Sciences & Biomedicine ,[SDV.AEN]Life Sciences [q-bio]/Food and Nutrition ,LIPIDS - Abstract
ObjectivesClinical studies revealed that early-life adverse events contribute to the development of IBS in adulthood. The aim of our study was to investigate the relationship between prenatal stress (PS), gut microbiota and visceral hypersensitivity with a focus on bacterial lipopeptides containing γ-aminobutyric acid (GABA).DesignWe developed a model of PS in mice and evaluated, in adult offspring, visceral hypersensitivity to colorectal distension (CRD), colon inflammation, barrier function and gut microbiota taxonomy. We quantified the production of lipopeptides containing GABA by mass spectrometry in a specific strain of bacteria decreased in PS, in PS mouse colons, and in faeces of patients with IBS and healthy volunteers (HVs). Finally, we assessed their effect on PS-induced visceral hypersensitivity.ResultsPrenatally stressed mice of both sexes presented visceral hypersensitivity, no overt colon inflammation or barrier dysfunction but a gut microbiota dysbiosis. The dysbiosis was distinguished by a decreased abundance ofLigilactobacillus murinus, in both sexes, inversely correlated with visceral hypersensitivity to CRD in mice. An isolate from this bacterial species produced several lipopeptides containing GABA including C14AsnGABA. Interestingly, intracolonic treatment with C14AsnGABA decreased the visceral sensitivity of PS mice to CRD. The concentration of C16LeuGABA, a lipopeptide which inhibited sensory neurons activation, was decreased in faeces of patients with IBS compared with HVs.ConclusionPS impacts the gut microbiota composition and metabolic function in adulthood. The reduced capacity of the gut microbiota to produce GABA lipopeptides could be one of the mechanisms linking PS and visceral hypersensitivity in adulthood.
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- 2022
71. MS-based targeted profiling of oxylipins in COVID-19: A new insight into inflammation regulation
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Denise Biagini, Maria Franzini, Paolo Oliveri, Tommaso Lomonaco, Silvia Ghimenti, Andrea Bonini, Federico Vivaldi, Lisa Macera, Laurence Balas, Thierry Durand, Camille Oger, Jean-Marie Galano, Fabrizio Maggi, Alessandro Celi, Aldo Paolicchi, and Fabio Di Francesco
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Inflammation ,Severity predictors ,SARS-CoV-2 ,COVID-19 ,Lipid mediator class switching ,Inflammation regulation ,Oxylipins ,UHPLC-MS/MS ,Humans ,Retrospective Studies ,Biochemistry ,Article ,Physiology (medical) - Abstract
The key role of inflammation in COVID-19 induced many authors to study the cytokine storm, whereas the role of other inflammatory mediators such as oxylipins is still poorly understood. IMPRECOVID was a monocentric retrospective observational pilot study with COVID-19 related pneumonia patients (n = 52) admitted to Pisa University Hospital between March and April 2020. Our MS-based analytical platform permitted the simultaneous determination of sixty plasma oxylipins in a single run at ppt levels for a comprehensive characterisation of the inflammatory cascade in COVID-19 patients. The datasets containing oxylipin and cytokine plasma levels were analysed by principal component analysis (PCA), computation of Fisher's canonical variable, and a multivariate receiver operating characteristic (ROC) curve. Differently from cytokines, the panel of oxylipins clearly differentiated samples collected in COVID-19 wards (n = 43) and Intensive Care Units (ICUs) (n = 27), as shown by the PCA and the multivariate ROC curve with a resulting AUC equal to 0.92. ICU patients showed lower (down to two orders of magnitude) plasma concentrations of anti-inflammatory and pro-resolving lipid mediators, suggesting an impaired inflammation response as part of a prolonged and unsolvable pro-inflammatory status. In conclusion, our targeted oxylipidomics platform helped shedding new light in this field. Targeting the lipid mediator class switching is extremely important for a timely picture of a patient's ability to respond to the viral attack. A prediction model exploiting selected lipid mediators as biomarkers seems to have good chances to classify patients at risk of severe COVID-19.
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- 2022
72. Phytoprostanes from Date Palm Fruit and Byproducts: Five Different Varieties Grown in Two Different Locations As Potential sources
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Thierry Durand, Samy Selim, Claire Vigor, Jean-Marie Galano, Sami Sedraoui, Amandine Rocher, Omar S Ahmed, Joseph Vercauteren, Bingqing Zhou, Camille Oger, Alexandre Guy, Guillaume Reversat, and Valérie Bultel-Poncé
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Horticulture ,Plant Extracts ,Tandem Mass Spectrometry ,Phytochemicals ,Phoenix dactylifera ,Phoeniceae ,Humans ,General Chemistry ,Biology ,Health benefits ,General Agricultural and Biological Sciences ,Palm ,Palm fruit - Abstract
Date palm fruit has been considered for centuries as an ancient nutritional constituent in the human diet. Recently, global trade in dates increased at an average that, simultaneously, will be accompanied by an increase in date palm byproducts. Supported by date phytochemicals and their health benefits, the aim of this work is to evaluate for the first time the presence of special metabolites of plant called phytoprostanes (PhytoPs) in five different varieties of the Phoenix dactylifera L. pulps and pits using a microLC-ESI-QTrap-MS/MS methodology. Results obtained showed the interest of using these matrices as potential sources of several PhytoPs (ent-16-B1-PhytoP; ent-9-L1-PhytoP; and epimers of ent-16-F1t-PhytoP and of 9-F1t-PhytoP). The variation in concentration between different varieties and different DPF parts was also evaluated. Results obtained will help to unravel the biological activities associated with DPF consumption that could be related to these bioactive metabolites.
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- 2021
73. Do levels of lipid peroxidation biomarkers reflect the degree of brain injury in newborns?
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Thierry Durand, Máximo Vento, Camille Oger, Ángel Sánchez-Illana, Julia Kuligowski, Roberto Llorens-Salvador, José David Piñeiro-Ramos, Guillermo Quintás, Claire Vigor, Jean-Marie Galano, Mari Merce Cascant-Vilaplana, Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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Neurological disability ,Physiology ,lipid peroxidation biomarkers ,[SDV]Life Sciences [q-bio] ,Clinical Biochemistry ,Encephalopathy ,hypoxic-ischemic encephalopathy, lipid peroxidation biomarkers, neonatal encephalopathy, newborn, oxidative stress, perinatal asphyxia ,macromolecular substances ,medicine.disease_cause ,Biochemistry ,Hypoxic Ischemic Encephalopathy ,Lipid peroxidation ,Pathogenesis ,03 medical and health sciences ,chemistry.chemical_compound ,neonatal encephalopathy (NE) ,0302 clinical medicine ,newborn ,medicine ,oxidative stress ,Molecular Biology ,perinatal asphyxia ,030304 developmental biology ,General Environmental Science ,0303 health sciences ,Neonatal encephalopathy ,business.industry ,Cell Biology ,Hypoxic-ischemic encephalopathy (HIE) ,medicine.disease ,3. Good health ,Perinatal asphyxia ,chemistry ,General Earth and Planetary Sciences ,business ,030217 neurology & neurosurgery ,Oxidative stress - Abstract
International audience; The pathogenesis and progression of Hypoxic-Ischemic Encephalopathy (HIE), a major cause of severe neurological disability and mortality in the perinatal period, is shaped by the interplay of multiple processes including inflammation, oxidative stress, and excitotoxicity. We conducted a longitudinal study determining biomarkers of oxidative stress and inflammation in non-invasive urine samples of newborns with moderate/severe HIE (N=51) employing Liquid Chromatography - Mass Spectrometry. We noted that levels of several biomarkers of oxidative stress increased over time demonstrating the ongoing propagation of oxidative injury. Prostaglandins, in contrast, showed a decreasing trend in their concentration profiles over time, which probably reflects their mediation on pathogenic mechanisms, including the inflammatory response. Statistically significant differences in the levels oxidative stress of neonates with distinct brain lesion patterns, as detected with Magnetic Resonance Imaging (MRI), were observed, revealing an increase of lipid peroxidation biomarkers in newborns with cerebral lesions (MRI score 1) as compared to scores 0 and 2. Moreover, a gender-dependent study showed no statistically significant differences in biomarker concentrations between male and female infants. Our observation leads to the hypothesis that the monitoring of non-invasive lipid peroxidation biomarkers could aid diagnosis and predicting of long-term outcomes as complementary tool to standard explorations.
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- 2021
74. Plasma oxylipin levels may predict Covid-19 patient outcomes. An observational and retrospective study
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Paolo Oliveri, Denise Biagini, Fabrizio Maggi, Federico Vivaldi, Aldo Paolicchi, Fabio Di Francesco, Camille Oger, Thierry Durand, Jean-Marie Galano, Alessandro Celi, Laurence Balas, Silvia Ghimenti, Lisa Macera, Maria Franzini, Tommaso Lomonaco, and Andrea Bonini
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Multivariate statistics ,medicine.medical_specialty ,Receiver operating characteristic ,business.industry ,Area under the curve ,Retrospective cohort study ,medicine.disease ,Pneumonia ,Internal medicine ,medicine ,Observational study ,Stage (cooking) ,Cytokine storm ,business - Abstract
SummaryBackgroundThe key role of inflammation in the progression of COVID-19 was evident right from the beginning of the pandemic. Consequently, many authors studied the onset and evolution of the cytokine storm. In contrast, other inflammatory mediators such as oxylipins have received almost no attention.MethodsWe conducted a monocentric observational and retrospective study (IMPRE-COVID-19) with patients (aged ≥ 18 years) admitted to Pisa University Hospital with COVID-19 related pneumonia. SARS-CoV-2 infection was confirmed by polymerase chain reaction in a nasopharyngeal swab, while pneumonia was demonstrated by CT scan. Oxylipin plasma levels were analysed in a convenient sample of 52 patients randomly selected from those that had a complete set of cytokine values evaluated for clinical purposes. In 12 cases, plasma samples collected on different days were available at the BMS Multispecialistic Biobank of Pisa University Hospital and were analysed to understand the evolution of the oxylipin levels during hospitalization. The two datasets that included oxylipin and cytokine values were analysed by principal component analysis (PCA), computation of Fisher’s canonical variable, and a multivariate receiver operating characteristic (ROC) curve.FindingsBetween March and April 2020, 52 patients were enrolled of which 28 were hospitalised in COVID-19 wards, 20 in ICUs, and 4 who were initially hospitalised in the wards and who were then transferred to the ICUs due to deteriorating health conditions. Plasma samples collected on different days were available from 7 patients in the wards, 1 from an ICU, and 4 from patients who were hospitalised in both. The mean age of participants was 61 years (SD 16), 11 were females (21%), and 41 were males (79%), without significant differences between groups in terms of age and gender. PCA of oxylipin data led to a clear differentiation of samples collected in COVID-19 wards and ICUs. This differentiation had not been obtained with cytokine data. In addition, borderline samples were from patients hospitalised in COVID-19 wards that were about to be transferred to the ICUs, thus suggesting that differentiation is not a consequence of a different treatment, but somehow related to a diverse evolution of the pathology. Computation of Fisher’s canonical variable identified the original input variables that were the most effective in discriminating between the two classes. The combination of the two datasets did not improve the discrimination, thus suggesting that oxylipins are more informative than cytokines for this purpose. A multivariate class model built using the four lowest-order principal components as the input variables, and COVID-19 ward samples as the target class, produced a ROC curve with a resulting area under the curve (AUC) equal to 0·92 – which is much higher than most AUC outcomes obtained for individual oxylipins.InterpretationAfter analysing the metabolic pathways of the most informative oxylipins, we speculate that more severe COVID-19 is associated with a selective deficiency of pro-resolving oxylipins leading to ineffective resolutive mechanisms of inflammation, likely worsened by endothelial damage. We believe that our oxylipin data suggest the possibility to predict the evolution of COVID-19 in individual patients at an early stage.FundingInstitutional funds from the University of Pisa supported the study.
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- 2021
75. Oxidized phospholipids on alkyl-amide scaffold demonstrate anti-endotoxin and endothelial barrier-protective properties
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Alma Hodzic, Thierry Durand, Pratap Karki, Jean-Marie Galano, Bernd Gesslbauer, Juliane G. Bogner-Strauss, Yunbo Ke, Olga Oskolkova, Anna A. Birukova, Valery N. Bochkov, Konstantin G. Birukov, Camille Oger, Dina Hofer, Karl-Franzens-Universität [Graz, Autriche], University of Maryland School of Medicine, University of Maryland System, Graz University of Technology [Graz] (TU Graz), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), and University of Graz
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Phospholipid ,Lipopolysaccharide ,030204 cardiovascular system & hematology ,Biochemistry ,Oxidized phospholipids ,Synthesis ,Lung endothelial barrier ,03 medical and health sciences ,chemistry.chemical_compound ,Mice ,0302 clinical medicine ,Phospholipase A1 ,Physiology (medical) ,Amide ,Animals ,[SDV.BBM]Life Sciences [q-bio]/Biochemistry, Molecular Biology ,Alkyl ,Phospholipids ,030304 developmental biology ,chemistry.chemical_classification ,0303 health sciences ,Fatty acid ,Lipid signaling ,Oxylipin ,Amides ,In vitro ,Endotoxins ,chemistry ,Biophysics ,Phosphatidylcholines ,lipids (amino acids, peptides, and proteins) ,Oxidation-Reduction - Abstract
International audience; Oxidized phospholipids (OxPLs) containing enzymatically or non-enzymatically oxidized fatty acids (oxylipins) are increasingly recognized as lipid mediators involved in pathogenesis of diseases. Further understanding of structure-activity relationship and molecular mechanisms activated by OxPLs is hampered by the complexity of synthesis of individual molecular species. Although dozens of individual free oxylipins are commercially available, their attachment to the phospholipid scaffold requires relatively harsh conditions during activation of carboxy-group, which may lead to decomposition of unstable oxylipins. Furthermore, additional protection-deprotection steps are required for oxylipins containing hydroxy-groups. In this work we describe synthesis of OxPLs containing oxylipins bound at the sn-2-position via an amide-bond that is characteristic of sphingophospholipids. Activation of oxylipins and attachment to the phospholipid scaffold are performed under mild conditions and characterized by high yield. Hydroxy-groups of oxylipins do not interfere with reactions and therefore no protection/deprotection steps are needed. In order to prevent oxylipin migration, a fatty acid residue at the sn-1 was bound through an alkyl bond, which is a common bond present in a large proportion of naturally occurring phospholipids. An additional advantage of combining alkyl and amide bonds in a single phospholipid molecule is that both types of bonds are phospholipase A1/A2-resistant, which may be expected to improve biological stability of OxPLs and thus simplify analysis of their effects. As proof of principle, several alkyl-amide oxidized phosphatidylcholines (OxPCs) containing either linear or prostane ring oxylipins have been synthesized. Importantly, we show here that alkyl-amide-OxPCs demonstrated biological activities similar to those of di-acyl-OxPCs. Alkyl-amide-OxPCs inhibited pro-inflammatory action of LPS and increased endothelial cellular barrier in vitro and in mouse models. The effects of alkyl-amide and di-acyl-OxPCs developed in a similar range of concentrations. We hypothesize that alkyl-amide-OxPLs may become a useful tool for deeper analysis of the structure-activity relationship of OxPLs.
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- 2021
76. Phytoprostanes and phytofurans modulate COX-2-linked inflammation markers in LPS-stimulated THP-1 monocytes by lipidomics workflow
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Raúl Domínguez-Perles, Valérie Bultel-Poncé, Jean-Marie Galano, Federico Fanti, Juana Inés Gallego-Gómez, Angel Gil-Izquierdo, Agustín Javier Simonelli-Muñoz, Sonia Medina, María Campillo, Francisco A. Tomás-Barberán, Thierry Durand, Universidad Católica San Antonio de Murcia (UCAM), Centro de Edafologia y Biologia aplicada del Segura (CEBAS - CSIC), Consejo Superior de Investigaciones Científicas [Madrid] (CSIC), Universita degli studi di Teramo - University of Teramo [Italie] (UNITE), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Taif University, Partenaires INRAE, Fundación Séneca, Ministerio de Ciencia, Innovación y Universidades (España), Agencia Estatal de Investigación (España), Consejo Superior de Investigaciones Científicas (España), CSIC - Centro de Edafología y Biología Aplicada del Segura (CEBAS), Centre National de la Recherche Scientifique (France), and Université de Montpellier
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0301 basic medicine ,Lipopolysaccharides ,MESH: Inflammation ,Lipopolysaccharide ,[SDV]Life Sciences [q-bio] ,Inflammation ,Pharmacology ,MESH: Monocytes ,Biochemistry ,Monocytes ,Workflow ,MESH: Workflow ,03 medical and health sciences ,chemistry.chemical_compound ,0302 clinical medicine ,Tandem Mass Spectrometry ,Physiology (medical) ,Lipidomics ,medicine ,Humans ,THP1 cell line ,Viability assay ,Phytofurans ,Cytotoxicity ,Furans ,2. Zero hunger ,Phytoprostanes ,Prostaglandins ,UHPLC-QqQ-ESI-MS/MS ,Cyclooxygenase 2 ,MESH: Humans ,Chemistry ,MESH: Furans ,MESH: Tandem Mass Spectrometry ,Pathophysiology ,030104 developmental biology ,lipids (amino acids, peptides, and proteins) ,medicine.symptom ,MESH: Cyclooxygenase 2 ,MESH: Lipopolysaccharides ,030217 neurology & neurosurgery ,MESH: Lipidomics - Abstract
Inflammation is a fundamental pathophysiological process which occurs in the course of several diseases. The present work describes the capacity of phytoprostanes (PhytoPs) and phytofurans (PhytoFs) (plant oxylipins), present in plant-based foods, to modulate inflammatory processes mediated by prostaglandins (PGs, human oxylipins) in lipopolysaccharide (LPS)-stimulated THP-1 monocytic cells, through a panel of 21 PGs and PG's metabolites, analyzed by UHPLC-QqQ-ESI-MS/MS. Also, the assessment of the cytotoxicity of PhytoPs and PhytoFs on THP-1 cells evidenced percentages of cell viability higher than 90% when treated with up to 100 μM. Accordingly, 50 μM of the individual PhytoPs and PhytoFs 9-F-PhytoP, 9-epi-9-F-PhytoP, ent-16-F-PhytoP, ent-16-epi-16-F-PhytoP, ent-9-D-PhytoP, 16-B-PhytoP, 9-L-PhytoP, ent-16(RS)-9-epi-ST-Δ-10-PhytoF, ent-9(RS)-12-epi-ST-Δ-13-PhytoF, and ent-16(RS)-13-epi-ST-Δ-9-PhytoF were evaluated on their capacity to modulate the expression of inflammatory markers. The results obtained demonstrated the presence of 7 metabolites (15-keto-PGF, PGF, 11β-PGF, PGE, PGD, PGDM, and PGF) in THP-1 monocytic cells, which expression was significantly modulated when exposed to LPS. The evaluation of the capacity of the individual PhytoPs and PhytoFs to revert the modification of the quantitative profile of PGs induced by LPS revealed the anti-inflammatory ability of 9-F-PhytoP, ent-9-D-PhytoP, 16-B-PhytoP, 9-L-PhytoP, and ent-9(RS)-12-epi-ST-Δ-13-PhytoF, as evidenced by their capacity to prevent the up-regulation of 15-keto-PGF, PGF, PGE, PGF, PGDM, and PGD induced by LPS. These results indicated that specific plant oxylipins can protect against inflammatory events, encouraging further investigations using plant-based foods rich in these oxylipins or enriched extracts, to identify specific bioactivities of the diverse individual molecules, which can be useful for nutrition and health in the frame of well-defined pathophysiological processes., This work was partially funded by the “Fundación Séneca de la Región de Murcia” Grupo de Excelencia 19900/GERM/15, and the Spanish project AGL2017-83386-R from the Spanish Ministry of Science, Innovation, and Universities. This work is included in the framework of the collaboration between the Spanish Research Council (CEBAS-CSIC) and CNRS-University of Montpellier, as “Projets Internationaux de Cooperation Scientifique” (PICS-2015-261141)
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- 2021
77. Comparative study of different cocoa (Theobroma cacao L.) clones in terms of their phytoprostanes and phytofurans contents
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Ángel A. Carbonell-Barrachina, Daniel E. León-Perez, Jean-Marie Galano, Thierry Durand, Federico Ferreres, Alexandre Guy, Marina Cano-Lamadrid, Sonia Medina, Camille Oger, Angel Gil-Izquierdo, José Restrepo-Osorno, Claudio Jiménez-Cartagena, Julián Londoño-Londoño, CEBAS-CSIC, Instituto de Ciencia y Tecnología Alimentaria (INTAL), Corporacion Universitaria Lasallista, University of Elche (Spain), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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Theobroma ,Health benefits ,Cocoa beans ,01 natural sciences ,Analytical Chemistry ,0404 agricultural biotechnology ,Tandem Mass Spectrometry ,[CHIM]Chemical Sciences ,Phytofurans ,Food science ,Furans ,Chromatography, High Pressure Liquid ,2. Zero hunger ,chemistry.chemical_classification ,Cacao ,Mass spectrometry ,biology ,010401 analytical chemistry ,04 agricultural and veterinary sciences ,General Medicine ,biology.organism_classification ,040401 food science ,0104 chemical sciences ,Oxidative Stress ,chemistry ,Phytoprostanes ,PUFAs ,Fatty Acids, Unsaturated ,Fermentation ,Food Science ,Polyunsaturated fatty acid - Abstract
International audience; Cocoa has been widely discussed as a bioactive food rich in sensory stimulation and health benefits. However, no information has been provided concerning phytoprostanes (PhytoPs) and phytofurans (PhytoFs) in cocoa. These compounds are of interest because they play a role in the regulation of immune function. The present study included 31 cocoa clones. The PhytoPs and PhytoFs were quantified by UHPLC-QqQ-MS/MS. The total PhytoPs and PhytoFs contents ranged from 221.46 to 1589.83 ng g −1 and from 1.18 to 13.13 ng g −1 , respectively. The profiles of the PhytoPs and PhytoFs identified in the cocoa beans showed significant differences among the clones analysed. The results indicate that dry fermented cocoa beans are rich in PhytoPs and PhytoFs, which may represent an additional benefit of the consumption of foods derived from cocoa.
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- 2019
78. Validated analytical method to determine new salivary lipid peroxidation compounds as potential neurodegenerative biomarkers
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Carmen Peña-Bautista, Máximo Vento, Jean-Marie Galano, Miguel Baquero, Ana García-Blanco, Marina López-Nogueroles, Claire Vigor, Camille Oger, Paula Carrascosa-Marco, Thierry Durand, Consuelo Cháfer-Pericás, Health Research Institute La Fe, Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), and University and Polytechnic Hospital La Fe
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Male ,Saliva ,Analyte ,Liquid Phase Microextraction ,Lipid peroxidation ,Clinical Biochemistry ,Pharmaceutical Science ,Isoprostanes ,Tandem mass spectrometry ,medicine.disease_cause ,01 natural sciences ,Analytical Chemistry ,chemistry.chemical_compound ,Limit of Detection ,Tandem Mass Spectrometry ,Drug Discovery ,medicine ,Humans ,[CHIM]Chemical Sciences ,Elderly people ,Chromatography, High Pressure Liquid ,Spectroscopy ,Aged ,Detection limit ,saliva ,Chromatography ,Mass spectrometry ,010405 organic chemistry ,010401 analytical chemistry ,Reproducibility of Results ,Neurodegenerative Diseases ,Middle Aged ,Lipids ,3. Good health ,0104 chemical sciences ,Oxidative Stress ,Ultrasonic Waves ,chemistry ,Potential biomarkers ,Liquid-liquid microextraction ,Female ,Biomarkers ,Oxidative stress - Abstract
International audience; Lipid peroxidation is closely related to neurodegenerative diseases since brain shows high lipid composition and oxygen consumption. The determination of lipid peroxidation compounds in non-invasive biological samples would help to monitor the patients' oxidative stress status. A new analytical method based on ultrasound-assisted liquid-liquid semi-microextraction (UA-LLsME) followed by Ultra Performance Liquid Chromatography coupled to tandem Mass Spectrometry was developed to determine 18 lipid peroxidation biomarkers in saliva samples. The variables affecting the UA-LLsME efficiency were systematically studied. Under the optimum conditions, the methodology was validated and showed high-throughput, high sensitivity (limits of detection 0.02-2 nmol L −1), and satisfactory precision (coef-ficients of variation 2-11% (intra-day) and 5-12% (inter-day)). The reliability of the described method was assessed analysing spiked saliva samples, and the recoveries were between 80% and 120% for most of the analytes. Then, the method suitability was demonstrated by analysing saliva samples (n = 30) from elderly people with neurodegenerative diseases. To conclude, the new developed analytical method is a useful tool to determine salivary lipid peroxidation compounds as potential biomarkers in further clinical studies in which oxidative stress plays an important role.
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- 2019
79. 2,3-dinor metabolites of oxylipins are major excreted biomarkers of oxidative stress and inflammation in obesity
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Diego Alejandro Rivera, Oscar Javier Lara-Guzmán, Angel Gil-Izquierdo, Sonia Medina, Camille Ogerc, Thierry Durand, Jean-Marie Galano, Juan Sebastián Escobar, Katalina Muñoz-Durango, and Jelver Alexander Sierra
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Physiology (medical) ,Biochemistry - Published
- 2021
80. Isoprostanoids quantitative profiling of marine red and brown macroalgae
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Joseph Vercauteren, Philippe Potin, Catherine Leblanc, Thierry Tonon, Amandine Rocher, Camille Oger, Claire Vigor, Thierry Durand, Guillaume Reversat, Jean-Marie Galano, Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM), Laboratoire de Biologie Intégrative des Modèles Marins (LBI2M), Centre National de la Recherche Scientifique (CNRS)-Université Pierre et Marie Curie - Paris 6 (UPMC)-Station biologique de Roscoff [Roscoff] (SBR), Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), Station biologique de Roscoff [Roscoff] (SBR), Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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0106 biological sciences ,0301 basic medicine ,Isoprostanes ,01 natural sciences ,Analytical Chemistry ,03 medical and health sciences ,Algae ,Aquaculture ,Tandem Mass Spectrometry ,Aquatic plant ,Botany ,Animals ,Humans ,[SDV.BBM.BC]Life Sciences [q-bio]/Biochemistry, Molecular Biology/Biochemistry [q-bio.BM] ,ComputingMilieux_MISCELLANEOUS ,Abiotic component ,biology ,business.industry ,Aquatic ecosystem ,Chromatography liquid ,General Medicine ,Seaweed ,biology.organism_classification ,Oxidative Stress ,Seaweed farming ,030104 developmental biology ,13. Climate action ,Aquatic environment ,business ,Chromatography, Liquid ,010606 plant biology & botany ,Food Science - Abstract
With the increasing demand for direct human and animal consumption seaweed farming is rapidly expanding worldwide. Macroalgae have colonized aquatic environments in which they are submitted to frequent changes in biotic and abiotic factors that can trigger oxidative stress (OS). Considering that isoprostanoid derivatives may constitute the most relevant OS biomarkers, we were interested to establish their profile in two red and four brown macroalgae. Seven phytoprostanes, three phytofuranes, and four isoprostanes were quantified through a new micro-LC-MS/MS method. The isoprostanoid contents vary greatly among all the samples, the ent-16(RS)-9-epi-ST-Δ14-10-PhytoF and the sum of 5-F2t-IsoP and 5-epi-5F2t-IsoP being the major compounds for most of the macroalgae studied. We further quantified these isoprostanoids in macroalgae submitted to heavy metal (copper) exposure. In most of the cases, their concentrations increased after 24 h of copper stress corroborating the original hypothesis. One exception is the decrease of ent-9-L1-PhytoP content in L. digitata.
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- 2018
81. Potential of Physalis peruviana calyces as a low-cost valuable resource of phytoprostanes and phenolic compounds
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Angel Gil-Izquierdo, Jean-Marie Galano, Claudio Jiménez-Cartagena, Julián Londoño-Londoño, Jacinta Collado-González, Sonia Medina, Federico Ferreres, Alexandre Guy, and Thierry Durand
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0303 health sciences ,Nutrition and Dietetics ,Goldenberry ,biology ,030309 nutrition & dietetics ,Chemistry ,04 agricultural and veterinary sciences ,biology.organism_classification ,040401 food science ,Calyx ,Triple quadrupole mass spectrometer ,03 medical and health sciences ,0404 agricultural biotechnology ,Physalis ,Food science ,Medicinal plants ,Agronomy and Crop Science ,Chemical composition ,Food Science ,Biotechnology - Abstract
Background In Colombia, agro-industrial residues represent an enormous economic and environmental problem, which could be reduced if different techniques for the addition of value to such residues were implemented by this industrial sector. One of the fruits with the highest export rates is Physalis peruviana (goldenberry); however, this fruit is generally marketed without its calyx, generating a large amount of residues. To develop a strategy to add value to these residues, it is essential to know their chemical composition. Results In the present work, phytoprostanes (PhytoPs) - new active oxylipins - have been detected for the first time in Physalis peruviana calyces by ultra-high performance liquid chromatography triple quadrupole tandem mass spectrometry (UHPLC-QqQ-MS/MS), F1t -phytoprostanes and D1t -phytoprostanes being the predominant and minor classes, respectively. In addition, we were able to characterize the phenolic compounds profile of this matrix using LC-IT-DAD-MS/MS, describing six phenolic derivatives for the first time therein. Conclusions This study increases our knowledge of the chemical composition of the calyces of this fruit and thereby supports the recycling of this class of residue. Consequently, goldenberry calyces could be used as phytotherapeutic, nutraceutic, or cosmetic ingredients for the development of diverse natural products. © 2018 Society of Chemical Industry.
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- 2018
82. α-Linolenic acid and product octadecanoids in Styrian pumpkin seeds and oils: How processing impacts lipidomes of fatty acid, triacylglycerol and oxylipin molecular structures
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Claire Vigor, Bingqing Zhou, Camille Oger, Heimo Wolinski, Thomas Züllig, Husam B. R. Alabed, Jürgen Hartler, Martin Trötzmüller, Friedrich Spener, Lucas Hilsberg, Jean-Marie Galano, Gerald N. Rechberger, Thomas O. Eichmann, Roberto Maria Pellegrino, Thierry Durand, Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Medical University Graz, Karl-Franzens-Universität [Graz, Autriche], Università degli Studi di Perugia (UNIPG), and University of Graz
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Taste ,[SDV]Life Sciences [q-bio] ,01 natural sciences ,Analytical Chemistry ,Cucurbita pepo subsp. pepo var. styriaca ,Styrian pumpkin seed oil ,03 medical and health sciences ,food ,Cucurbita ,Lipidomics ,Plant Oils ,Cultivar ,Food science ,Triacyl-glycerols ,Oxylipins ,Pumpkin Seed Oil ,Triglycerides ,030304 developmental biology ,α-linolenic acid ,2. Zero hunger ,chemistry.chemical_classification ,0303 health sciences ,Pumpkin seed ,Molecular Structure ,010401 analytical chemistry ,Fatty Acids ,Fatty acid ,alpha-Linolenic Acid ,General Medicine ,α-Linolenic acid ,Oxylipin ,food.food ,0104 chemical sciences ,chemistry ,Seeds ,Food Science - Abstract
International audience; Styrian pumpkin seed oil is a conditioned green-colored oil renowned for nutty smell and taste. Due to α-linolenic acid (ALA) contents below 1% of total fatty acids and the prospect of nutritional health claims based on its potential oxidation products, we investigated the fate of ALA and product oxylipins in the course of downstream processing of seeds and in oils. Lipidomic analyses with Lipid Data Analyzer 2.8.1 revealed: Processing did not change (1) main fatty acid composition in the oils, (2) amounts of triacylglycerol species, (3) structures of triacylglycerol molecular species containing ALA. (4) Minor precursor ALA in fresh Styrian and normal pumpkins produced 6 product phytoprostanes in either cultivar, quantitatively more in the latter. (5) In oil samples 7 phytoprostanes and 2 phytofurans were detected. The latter two are specific for their presence in pumpkin seed oils, of note, quantitatively more in conditioned oils than in cold-pressed native oils.
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- 2021
83. Peripancreatic Adipose Tissue Remodeling and Inflammation during High Fat Intake of Palm Oils or Lard in Rats
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Charles Coudray, Karen Muyor, Claire Vigor, Youzan Ferdinand Djohan, Laura Jeanson, Anne-Dominique Lajoix, Jonas Laget, Nathalie Gayrard, Camille Oger, Thierry Durand, Christine Feillet-Coudray, Eric Badia, Jean-Paul Cristol, Bernard Jover, Jean-Marie Galano, Biocommunication en Cardio-Métabolique (BC2M), Université de Montpellier (UM), RD-Néphrologie (R&D), Physiologie & médecine expérimentale du Cœur et des Muscles [U 1046] (PhyMedExp), Université de Montpellier (UM)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS), Centre Hospitalier Régional Universitaire [Montpellier] (CHRU Montpellier), Dynamique Musculaire et Métabolisme (DMEM), Université de Montpellier (UM)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), REPERE program from the Conseil Regional Occitanie (France) 18022518, MORNET, Dominique, and Institut National de la Santé et de la Recherche Médicale (INSERM)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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0301 basic medicine ,Blood Glucose ,Male ,medicine.medical_specialty ,Antioxidant ,medicine.medical_treatment ,Adipose tissue ,030209 endocrinology & metabolism ,Inflammation ,lcsh:TX341-641 ,medicine.disease_cause ,Diet, High-Fat ,Article ,03 medical and health sciences ,0302 clinical medicine ,Lipid oxidation ,lipid oxidation ,Internal medicine ,medicine ,Glucose homeostasis ,Animals ,Rats, Wistar ,high fat intake ,2. Zero hunger ,[SDV.MHEP.EM] Life Sciences [q-bio]/Human health and pathology/Endocrinology and metabolism ,palm oil ,Nutrition and Dietetics ,Chemistry ,Macrophages ,Body Weight ,food and beverages ,[SDV.MHEP.EM]Life Sciences [q-bio]/Human health and pathology/Endocrinology and metabolism ,medicine.disease ,Obesity ,Dietary Fats ,Lipids ,Rats ,adipose tissue ,[SDV.AEN] Life Sciences [q-bio]/Food and Nutrition ,030104 developmental biology ,Endocrinology ,Glucose ,inflammation ,medicine.symptom ,Adipocyte hypertrophy ,[SDV.AEN]Life Sciences [q-bio]/Food and Nutrition ,lcsh:Nutrition. Foods and food supply ,Oxidative stress ,Food Science - Abstract
Excessive fat consumption leads to the development of ectopic adipose tissues, affecting the organs they surround. Peripancreatic adipose tissue is implicated in glucose homeostasis regulation and can be impaired in obesity. High palm oil consumption’s effects on health are still debated. We hypothesised that crude and refined palm oil high-fat feeding may have contrasting effects on peripancreatic adipocyte hypertrophy, inflammation and lipid oxidation compound production in obese rats. In Wistar rats, morphological changes, inflammation and isoprostanoid production following oxidative stress were assessed in peripancreatic adipose tissue after 12 weeks of diets enriched in crude or refined palm oil or lard (56% energy from fat in each case) versus a standard chow diet (11% energy from fat). Epididymal white and periaortic brown adipose tissues were also included in the study. A refined palm oil diet disturbed glucose homeostasis and promoted lipid deposition in periaortic locations, as well as adipocyte hypertrophy, macrophage infiltration and isoprostanoid (5-F2c-isoprostane and 7(RS)-ST-Δ8-11-dihomo-isofuran) production in peripancreatic adipose tissue. Crude palm oil induced a lower impact on adipose deposits than its refined form and lard. Our results show that the antioxidant composition of crude palm oil may have a protective effect on ectopic adipose tissues under the condition of excessive fat intake.
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- 2021
84. Analysis of Lipid Peroxidation by UPLC-MS/MS and Retinoprotective Effects of the Natural Polyphenol Pterostilbene
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Jean-Marie Galano, Isabel Torres-Cuevas, Iván Millán, Angel Ortega, Camille Oger, Thierry Durand, Máximo Vento, Miguel Asensi, Universitat de València (UV), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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0301 basic medicine ,pterostilbene ,Antioxidant ,Pterostilbene ,Physiology ,medicine.medical_treatment ,Clinical Biochemistry ,Pharmacology ,medicine.disease_cause ,Biochemistry ,Article ,Lipid peroxidation ,03 medical and health sciences ,chemistry.chemical_compound ,0302 clinical medicine ,Diabetes mellitus ,medicine ,oxidative stress ,[SDV.MHEP.OS]Life Sciences [q-bio]/Human health and pathology/Sensory Organs ,Molecular Biology ,polyphenols ,chemistry.chemical_classification ,lcsh:RM1-950 ,lipid peroxidation ,Cell Biology ,Diabetic retinopathy ,[SDV.MHEP.EM]Life Sciences [q-bio]/Human health and pathology/Endocrinology and metabolism ,medicine.disease ,3. Good health ,diabetic retinopathy ,030104 developmental biology ,lcsh:Therapeutics. Pharmacology ,chemistry ,Docosahexaenoic acid ,030221 ophthalmology & optometry ,[SDV.SP.PHARMA]Life Sciences [q-bio]/Pharmaceutical sciences/Pharmacology ,biomarker ,Oxidative stress ,Polyunsaturated fatty acid - Abstract
The loss of redox homeostasis induced by hyperglycemia is an early sign and key factor in the development of diabetic retinopathy. Due to the high level of long-chain polyunsaturated fatty acids, diabetic retina is highly susceptible to lipid peroxidation, source of pathophysiological alterations in diabetic retinopathy. Previous studies have shown that pterostilbene, a natural antioxidant polyphenol, is an effective therapy against diabetic retinopathy development, although its protective effects on lipid peroxidation are not well known. Plasma, urine and retinas from diabetic rabbits, control and diabetic rabbits treated daily with pterostilbene were analyzed. Lipid peroxidation was evaluated through the determination of derivatives from arachidonic, adrenic and docosahexaenoic acids by ultra-performance liquid chromatography coupled with tandem mass spectrometry. Diabetes increased lipid peroxidation in retina, plasma and urine samples and pterostilbene treatment restored control values, showing its ability to prevent early and main alterations in the development of diabetic retinopathy. Through our study, we are able to propose the use of a derivative of adrenic acid, 17(RS)-10-epi-SC-Δ15-11-dihomo-IsoF, for the first time, as a suitable biomarker of diabetic retinopathy in plasmas or urine.
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- 2021
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85. Measurement of Enzymatic and Nonenzymatic Polyunsaturated Fatty Acid Oxidation Products in Plasma and Urine of Macular Degeneration Using LC‐QTOF‐MS / MS
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Jean-Marie Galano, Thierry Durand, Jetty Chung-Yung Lee, Ho Hang Leung, Kin Sum Leung, The University of Hong Kong (HKU), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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MESH: Oxidation-Reduction ,HETE ,[SDV]Life Sciences [q-bio] ,Urine ,030204 cardiovascular system & hematology ,Isoprostanes ,Biochemistry ,Macular Degeneration ,0302 clinical medicine ,Limit of Detection ,Tandem Mass Spectrometry ,MESH: Neuroprostanes ,MESH: Isoprostanes ,chemistry.chemical_classification ,0303 health sciences ,Chemistry ,Neurodegeneration ,MESH: Blood Chemical Analysis ,Repeatability ,MESH: Urinalysis ,MESH: Fatty Acids, Unsaturated ,Fatty Acids, Unsaturated ,lipids (amino acids, peptides, and proteins) ,QTOF ,Oxidation-Reduction ,Polyunsaturated fatty acid ,Spectrometry, Mass, Electrospray Ionization ,Lipid mediators ,MESH: Limit of Detection ,Urinalysis ,MESH: Spectrometry, Mass, Electrospray Ionization ,03 medical and health sciences ,medicine ,Humans ,Neuroprostanes ,MESH: Macular Degeneration ,030304 developmental biology ,Chromatography ,MESH: Humans ,Age-related macular degeneration ,Organic Chemistry ,MESH: Tandem Mass Spectrometry ,Cell Biology ,Lipid signaling ,medicine.disease ,Enzyme ,MESH: Chromatography, Liquid ,Blood Chemical Analysis ,Chromatography, Liquid - Abstract
International audience; Oxidized polyunsaturated fatty acids (PUFA) are associated to pathogenesis of diseases including cardiovascular and neurodegeneration. The novel products are not only biomarkers but also lipid mediators in gene regulation and signaling pathways. Herein, simultaneous quantitation of 28 products derived from nonenzymatic and enzymatic oxidation of PUFA i.e. 5-, 15-F2t -isoprostanes, 7-, 17-F2t -dihomo-isoprostanes, 7-, 17-F2t -dihomo-isofurans, 5-, 8-, 18-F3t -isoprostanes, 4-, 10-, 13-, 14-, 20-F4t -neuroprostanes, 5-, 8-, 9-, 11-,12-, 15-, 20-HETE, 4-, 7-, 11-, 14-, 17-HDHA, RvE1, and NPD1 using LC-(ESI)-QTOF-MS/MS was developed. These products were measurable in a single sample and the analytical time was relative short (~15 min). Furthermore, we showed that the use of internal standards is a requisite to normalize matrix effects and preparation loss for the quantitation. Validation assays indicated the method to be robust for plasma and mid-stream urine sample analysis in particular from those of age-related macular degeneration subjects, where the accuracy of quantitation displayed good repeatability.
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- 2020
86. Discovery and quantification of lipoamino acids in bacteria
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Camille Petitfils, Jean-Marie Galano, Thierry Durand, Amandine Hueber, Pauline Le Faouder, Jean-François Martin, Jean-Claude Tabet, Justine Bertrand-Michel, Alexandre Guy, Geoffrey Langevin, Nicolas Cenac, MetaboHUB-MetaToul, Génopole Toulouse Midi-Pyrénées [Auzeville] (GENOTOUL), Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Ecole Nationale Vétérinaire de Toulouse (ENVT), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE), Institut des Maladies Métaboliques et Cardiovasculaires (I2MC), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM), Institut de Recherche en Santé Digestive (IRSD ), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université de Montpellier (UM)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM), Université de Montpellier (UM), ToxAlim (ToxAlim), Université Fédérale Toulouse Midi-Pyrénées-Ecole d'Ingénieurs de Purpan (INPT - EI Purpan), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE), Institut Parisien de Chimie Moléculaire (IPCM), Chimie Moléculaire de Paris Centre (FR 2769), École normale supérieure - Paris (ENS-PSL), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-Ecole Nationale Supérieure de Chimie de Paris - Chimie ParisTech-PSL (ENSCP), Université Paris sciences et lettres (PSL)-Ecole Superieure de Physique et de Chimie Industrielles de la Ville de Paris (ESPCI Paris), Université Paris sciences et lettres (PSL)-Institut de Chimie du CNRS (INC)-Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS)-École normale supérieure - Paris (ENS-PSL), Université Paris sciences et lettres (PSL)-Institut de Chimie du CNRS (INC)-Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), This work was supported by the French National Institutes of Health (Inserm) and Region Occitanie. NC is a recipient of the grant from ANR (ANR-18-CE14-0039-01) and NC & JBM are recipient of the grant from ANR (ANR-20-CE14-0011-01)., ANR-18-CE14-0039,LiBacPain,Les lipopeptides produits par le microbiote : de l'hypersensibilité à la thérapie dans le syndrome de l'intestin irritable(2018), ANR-20-CE14-0011,MILI,Signalisation des lipides du microbiote sur l'hôte(2020), KARLI, Mélanie, APPEL À PROJETS GÉNÉRIQUE 2018 - Les lipopeptides produits par le microbiote : de l'hypersensibilité à la thérapie dans le syndrome de l'intestin irritable - - LiBacPain2018 - ANR-18-CE14-0039 - AAPG2018 - VALID, Signalisation des lipides du microbiote sur l'hôte - - MILI2020 - ANR-20-CE14-0011 - AAPG2020 - VALID, MetaToul-MetaboHUB, Institut National des Sciences Appliquées - Toulouse (INSA Toulouse), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE)-Institut National des Sciences Appliquées - Toulouse (INSA Toulouse), Institut National de la Santé et de la Recherche Médicale (INSERM)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées, Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie du CNRS (INC)-École normale supérieure - Paris (ENS Paris), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-Centre National de la Recherche Scientifique (CNRS)-Ecole Nationale Supérieure de Chimie de Paris - Chimie ParisTech-PSL (ENSCP), Université Paris sciences et lettres (PSL)-Université Pierre et Marie Curie - Paris 6 (UPMC)-Institut de Chimie du CNRS (INC)-École normale supérieure - Paris (ENS Paris), Université Paris sciences et lettres (PSL)-Université Pierre et Marie Curie - Paris 6 (UPMC)-Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie du CNRS (INC)-École normale supérieure - Paris (ENS-PSL), and Université Paris sciences et lettres (PSL)-Université Pierre et Marie Curie - Paris 6 (UPMC)-Institut de Chimie du CNRS (INC)-École normale supérieure - Paris (ENS-PSL)
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Lipoaminoacids ,Gram-positive bacteria ,010501 environmental sciences ,medicine.disease_cause ,01 natural sciences ,Biochemistry ,Analytical Chemistry ,03 medical and health sciences ,[SDV.BBM.GTP]Life Sciences [q-bio]/Biochemistry, Molecular Biology/Genomics [q-bio.GN] ,Escherichia coli ,medicine ,Humans ,Environmental Chemistry ,Trypsin ,Sample preparation ,Amino Acid Sequence ,Asparagine ,Spectroscopy ,030304 developmental biology ,0105 earth and related environmental sciences ,chemistry.chemical_classification ,Detection limit ,0303 health sciences ,Chromatography ,Mass spectrometry ,biology ,Microbiota ,Lipidomic ,Suspect screening ,biology.organism_classification ,[SDV.MP.BAC]Life Sciences [q-bio]/Microbiology and Parasitology/Bacteriology ,Peptide Fragments ,Amino acid ,Triple quadrupole mass spectrometer ,chemistry ,[SDV.BBM.GTP] Life Sciences [q-bio]/Biochemistry, Molecular Biology/Genomics [q-bio.GN] ,[SDV.MP.BAC] Life Sciences [q-bio]/Microbiology and Parasitology/Bacteriology ,Bacteria - Abstract
International audience; Improving knowledge about metabolites produced by the microbiota is a key point to understand its role in human health and disease. Among them, lipoamino acid (LpAA) containing asparagine and their derivatives are bacterial metabolites which could have an impact on the host. In this study, our aim was to extend the characterization of this family. We developed a semi-targeted workflow to identify and quantify new candidates. First, the sample preparation and analytical conditions using liquid chromatography (LC) coupled to high resolution mass spectrometry (HRMS) were optimized. Using a theoretical homemade database, HRMS raw data were manually queried. This strategy allowed us to find 25 new LpAA conjugated to Asn, Gln, Asp, Glu, His, Leu, Ileu, Pro, Lys, Phe, Trp and Val amino acids. These metabolites were then fully characterized by MS2, and compared to the pure synthesized standards to validate annotation. Finally, a quantitative method was developed by LC coupled to a triple quadrupole instrument, and linearity and limit of quantification were determined. 14 new LpAA were quantified in gram positive bacteria, Lactobacilus animalis, and 12 LpAA in Escherichia coli strain Nissle 1917.
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- 2022
87. Neuroprostanes, produced by free-radical mediated peroxidation of DHA, inhibit the inflammatory response of human macrophages: OP2-2
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Gladine, Cécile, Laurie, Joumard-Cubizolles, Giulia, Chinetti, Dominique, Bayle, Corinne, Copin, Nathalie, Hennuyer, Bart, Staels, Giuseppe, Zanoni, Alessio, Porta, Jean-Marie, Galano, Camille, Oger, and Thierry, Durand
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- 2014
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88. Chemical Compositional Changes in Over-Oxidized Fish Oils
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Camille Oger, Guillaume Reversat, Adam Ismail, Thierry Durand, Austin Phung, Gerard Bannenberg, Giulio G. Muccioli, Martin Roumain, Selina C. Wang, Claire Vigor, Jean-Marie Galano, University of California [Davis] (UC Davis), University of California, Global Organization for EPA and DHA Omega-3s [Salt Lake City], Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Université Catholique de Louvain = Catholic University of Louvain (UCL), and UCL - SSS/LDRI - Louvain Drug Research Institute
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Acid value ,eicosapentaenoic acid ,Health (social science) ,Antioxidant ,030309 nutrition & dietetics ,medicine.medical_treatment ,Plant Science ,Oxidative phosphorylation ,lcsh:Chemical technology ,Health Professions (miscellaneous) ,Microbiology ,fatty acids ,Article ,oxidation condition ,03 medical and health sciences ,Ingredient ,Food Sciences ,isoprostanoids ,[SDV.IDA]Life Sciences [q-bio]/Food engineering ,medicine ,lcsh:TP1-1185 ,Peroxide value ,Food science ,030304 developmental biology ,chemistry.chemical_classification ,0303 health sciences ,Chemistry ,food analysis ,Fatty acid ,docosahexaenoic acid ,Eicosapentaenoic acid ,fish oils ,3. Good health ,volatiles ,Docosahexaenoic acid ,dietary supplement ,%22">Fish ,oxysterols ,omega-3 ,[CHIM.OTHE]Chemical Sciences/Other ,Food Science - Abstract
International audience; A recent study has reported that the administration during gestation of a highly rancid hoki liver oil, obtained by oxidation through sustained exposure to oxygen gas and incident light for 30 days, causes newborn mortality in rats. This effect was attributed to lipid hydroperoxides formed in the omega-3 long-chain polyunsaturated fatty acid-rich oil, while other chemical changes in the damaged oil were overlooked. In the present study, the oxidation condition employed to damage the hoki liver oil was replicated, and the extreme rancidity was confirmed. A detailed analysis of temporal chemical changes resulting from the sustained oxidative challenge involved measures of eicosapentaenoic acid/docosahexaenoic acid (EPA/DHA) omega-3 oil oxidative quality (peroxide value, para-anisidine value, total oxidation number, acid value, oligomers, antioxidant content, and induction time) as well as changes in fatty acid content, volatiles, isoprostanoids, and oxysterols. The chemical description was extended to refined anchovy oil, which is a more representative ingredient oil used in omega-3 finished products. The present study also analyzed the effects of a different oxidation method involving thermal exposure in the dark in contact with air, which is an oxidation condition that is more relevant to retail products. The two oils had different susceptibility to the oxidation conditions, resulting in distinct chemical oxidation signatures that were determined primarily by antioxidant protection as well as specific methodological aspects of the applied oxidative conditions. Unique isoprostanoids and oxysterols were formed in the over-oxidized fish oils, which are discussed in light of their potential biological activities.
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- 2020
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89. Moving forward with isoprostanes, neuroprostanes and phytoprostanes: where are we now?
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Omar S Ahmed, Jetty Chung-Yung Lee, Jean-Marie Galano, Tereza Pavlickova, Camille Oger, Johanna Revol-Cavalier, Claire Vigor, Thierry Durand, Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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01 natural sciences ,Biochemistry ,Oxidative damage ,Lipid peroxidation ,03 medical and health sciences ,chemistry.chemical_compound ,Fatty Acids, Omega-6 ,Humans ,Neuroprostanes ,[CHIM]Chemical Sciences ,Molecular Biology ,Eukaryotic cell ,ComputingMilieux_MISCELLANEOUS ,030304 developmental biology ,chemistry.chemical_classification ,0303 health sciences ,Mechanism (biology) ,010401 analytical chemistry ,alpha-Linolenic Acid ,Plants ,Isoprostanes ,0104 chemical sciences ,Oxidative Stress ,chemistry ,Reactive Oxygen Species ,Oxidation-Reduction ,Biomarkers ,Polyunsaturated fatty acid ,Signal Transduction - Abstract
Polyunsaturated fatty acids (PUFAs) are essential components in eukaryotic cell membrane. They take part in the regulation of cell signalling pathways and act as precursors in inflammatory metabolism. Beside these, PUFAs auto-oxidize through free radical initiated mechanism and release key products that have various physiological functions. These products surfaced in the early nineties and were classified as prostaglandin isomers or isoprostanes, neuroprostanes and phytoprostanes. Although these molecules are considered robust biomarkers of oxidative damage in diseases, they also contain biological activities in humans. Conceptual progress in the last 3 years has added more understanding about the importance of these molecules in different fields. In this chapter, a brief overview of the past 30 years and the recent scope of these molecules, including their biological activities, biosynthetic pathways and analytical approaches are discussed.
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- 2020
90. Lactobacillus rhamnosus GG and Oat Beta‐Glucan Regulated Fatty Acid Profiles along the Gut‐Liver‐Brain Axis of Mice Fed with High Fat Diet and Demonstrated Antioxidant and Anti‐Inflammatory Potentials
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Jean-Marie Galano, Hani El-Nezami, Zuzanna Maria Kundi, Jetty Chung-Yung Lee, Thierry Durand, Yu Fung Yau, The University of Hong Kong (HKU), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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0301 basic medicine ,Lipopolysaccharides ,Male ,Lactobacillus rhamnosus GG ,Isoprostane ,Antioxidant ,beta-Glucans ,Avena ,medicine.medical_treatment ,[SDV]Life Sciences [q-bio] ,MESH: Dietary Supplements ,isoprostane ,MESH: Eating ,Antioxidants ,Cecum ,chemistry.chemical_compound ,Eating ,Non-alcoholic Fatty Liver Disease ,oat beta-glucan ,MESH: Avena ,MESH: Animals ,Food science ,2. Zero hunger ,chemistry.chemical_classification ,biology ,MESH: beta-Glucans ,Lacticaseibacillus rhamnosus ,Anti-Inflammatory Agents, Non-Steroidal ,Brain ,food and beverages ,MESH: Anti-Inflammatory Agents, Non-Steroidal ,medicine.anatomical_structure ,Liver ,fatty acid metabolism ,lipids (amino acids, peptides, and proteins) ,MESH: Caco-2 Cells ,Biotechnology ,Polyunsaturated fatty acid ,animal structures ,Diet, High-Fat ,hydroxyeicosatetraenoic acid ,03 medical and health sciences ,MESH: Brain ,Lactobacillus rhamnosus ,MESH: Mice, Inbred C57BL ,medicine ,otorhinolaryngologic diseases ,Animals ,Humans ,MESH: Fatty Acids, Volatile ,030109 nutrition & dietetics ,MESH: Humans ,Fatty acid metabolism ,MESH: Non-alcoholic Fatty Liver Disease ,Prebiotic ,Probiotics ,fungi ,MESH: Antioxidants ,Fatty acid ,biology.organism_classification ,Fatty Acids, Volatile ,MESH: Lactobacillus rhamnosus ,Endotoxemia ,MESH: Male ,Mice, Inbred C57BL ,MESH: Diet, High-Fat ,030104 developmental biology ,chemistry ,MESH: Endotoxemia ,Dietary Supplements ,Caco-2 Cells ,MESH: Lipopolysaccharides ,MESH: Probiotics ,Food Science ,MESH: Liver - Abstract
International audience; Scope: This study takes a novel approach to investigate the anti-inflammatory and antioxidant effects of prebiotic oat beta-glucan (OAT) and the probiotic Lactobacillus rhamnosus GG (LGG) against high-fat diets (HFD) by examining the fatty acid profiles in the gut-liver-brain axis.Method and results: HFD-fed C57BL/6N mice are supplemented with OAT and/or LGG for 17 weeks. Thereafter, mass spectrometry-based targeted lipidomics is employed to quantify short-chain fatty acids (SCFA), polyunsaturated fatty acids (PUFA), and oxidized PUFA products in the tissues. Acetate levels are suppressed by HFD in all tissues but reversed in the brain and liver by supplementation with LGG, OAT, or LGG + OAT, and in cecum content by LGG. The n-6/n-3 polyunsaturated fatty acid (PUFA) ratio is elevated by HFD in all tissues but is lowered by LGG and OAT in the cecum and the brain, and by LGG + OAT in the brain, suggesting the anti-inflammatory property of LGG and OAT. LGG and OAT synergistically, but not individually attenuate the increase in non-enzymatic oxidized products, indicating their synbiotic antioxidant property.Conclusion: The regulation of the fatty acid profiles by LGG and OAT, although incomplete, but demonstrates their anti-inflammatory and antioxidant potentials in the gut-liver-brain axis against HFD.
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- 2020
91. Oxidative stress and antioxidant response in rainbow trout fry exposed to acute hypoxia is affected by selenium nutrition of parents and during first exogenous feeding
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Philip Antony Jesu Prabhu, Sadasivam Kaushik, Jean-Marie Galano, Vincent Veron, Camille Oger, Pauline Wischhusen, Mickael Briens, Thierry Durand, Claire Vigor, Jérôme Roy, Laurence Larroquet, Stéphanie Fontagné-Dicharry, Benoit Fauconneau, Amandine Rocher, Nutrition, Métabolisme, Aquaculture (NuMéA), Université de Pau et des Pays de l'Adour (UPPA)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Institute of Marine Research [Bergen] (IMR), University of Bergen (UiB), Adisseo France SAS, FRA, and This present study was supported by I-site E2S: Energy andEnvironment Solutions from the University of Pau and Pays de l'Adour,UPPA contract 2017-17 (P·W., PhD fellowship) and Institute of MarineResearch (IMR) (P.A.J.P., ParSel Project no. 15329).
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0301 basic medicine ,Antioxidant ,medicine.medical_treatment ,Broodstock ,Biology ,medicine.disease_cause ,Biochemistry ,Antioxidants ,Lipid peroxidation ,03 medical and health sciences ,chemistry.chemical_compound ,Selenium ,0302 clinical medicine ,Animal science ,Physiology (medical) ,medicine ,Animals ,Humans ,14. Life underwater ,[SDV.BBM.BC]Life Sciences [q-bio]/Biochemistry, Molecular Biology/Biochemistry [q-bio.BM] ,Hypoxia ,ComputingMilieux_MISCELLANEOUS ,2. Zero hunger ,chemistry.chemical_classification ,[SDV.BA.MVSA]Life Sciences [q-bio]/Animal biology/Veterinary medicine and animal Health ,Metabolism ,Glutathione ,Diet ,Oxidative Stress ,030104 developmental biology ,chemistry ,Oncorhynchus mykiss ,Dietary Supplements ,Rainbow trout ,[SDE.BE]Environmental Sciences/Biodiversity and Ecology ,[SDV.AEN]Life Sciences [q-bio]/Food and Nutrition ,030217 neurology & neurosurgery ,Oxidative stress ,Polyunsaturated fatty acid - Abstract
Selenium (Se) deficiency is a problem widely encountered in humans and terrestrial livestock production with increasing attention also in aquaculture. Se supports the antioxidant system, which becomes especially important during stressful conditions. In the present study, the effect of Se-supplementation in broodstock and fry diets on the performance and antioxidant metabolism of rainbow trout fry under acute hypoxia was investigated. Rainbow trout broodstock were fed plant-ingredient based diets either without any Se-supplementation (Se level: 0.3 mg/kg) or supplemented with Se supplied as sodium selenite or as hydroxy-selenomethionine (Se level: 0.6 mg/kg respectively) for 6 months prior to spawning. The progenies were subdivided into three triplicate feeding groups and fed diets with similar Se levels compared to the parental diets, resulting in a 3x3 factorial design. After 11 weeks of feeding, the fry were either sampled or subjected to a hypoxic stress challenge. One hundred fish were transferred to tanks containing water with a low oxygen level (1.7 ± 0.2 ppm) and monitored closely for 30 min. When a fish started to faint it was recorded and transferred back to normoxic water. Direct fry feeding of the hydroxy-selenomethionine supplemented diet improved the resistance towards the hypoxic stress. On the contrary, fry originating from parents fed Se-supplemented diets showed a lower stress resistance compared to fry originating from parents fed the control diet. Fry subjected to hypoxia showed elevated oxidative stress with reduced glutathione (GSH) levels and increased isoprostanes (IsoP) and phytoprostanes (PhytoP) levels produced by lipid peroxidation of polyunsaturated fatty acids (PUFA), arachidonic and α-linolenic acids respectively. Increased mRNA expression of transcription factors (nrf2, nfκb, keap1X2) and decreased mRNA expression of antioxidant enzymes (trxr, sod, gstπ) indicated a transcriptional regulation of the antioxidant response. In stressed fry, the mRNA expression of several antioxidant genes including gr, msr and gstπ was found to be higher when fed the control diet compared to the sodium selenite treatment, with a contrary effect for parental and direct Se nutrition on gpx. The long-term parental effect becomes of greater importance in stressed fry, where more than half of the genes were significantly higher expressed in the control compared to the selenite supplemented group.
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- 2020
92. Evaluation of
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Sonia, Medina, Ángel, Gil-Izquierdo, Ibrahim M, Abu-Reidah, Thierry, Durand, Valérie, Bultel-Poncé, Jean-Marie, Galano, and Raúl, Domínguez-Perles
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Waste Products ,Plant Extracts ,Tandem Mass Spectrometry ,Fruit ,Fatty Acids, Unsaturated ,Phoeniceae ,Secondary Metabolism ,Furans ,Chromatography, High Pressure Liquid - Abstract
Even though traditionally date-fruit has been featured by a marginal use, mainly restricted to its dietary intake, in recent years, it has raised the range of applications for this agro-food production. These new uses have entailed an enlarged production of date fruits and, simultaneously, of date palm byproducts. Encouraged by the traditional medicinal uses of dates, according to their phytochemical composition, the present work was focused on the evaluation of a new family of secondary metabolites, the plant oxylipins phytoprostanes (PhytoPs) and phytofurans (PhytoFs), in six separate matrixes of the date palm edible parts and byproducts, applying an UHPLC-ESI-QqQ-MS/MS-based methodology. The evaluation for the first time of date palm edible parts and byproducts as a dietary source of PhytoPs and PhytoFs provides evidence on the value of six different parts (pulp, skin, pits, leaves, clusters, and pollen) regarding their content in these plant oxylipins evidenced by the presence of the PhytoPs, 9-F
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- 2020
93. Isoprostanoid profiling of marine microalgae
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Camille Oger, Jean-Marie Galano, Amandine Rocher, Guillaume Reversat, Amandyne Linares-Maurizi, Catherine Leblanc, Thierry Tonon, Bingqing Zhou, Valérie Bultel-Poncé, Thierry Durand, Alexandre Guy, Philippe Potin, Claire Vigor, Joseph Vercauteren, Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM), Laboratoire de Biologie Intégrative des Modèles Marins (LBI2M), Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS)-Station biologique de Roscoff (SBR), Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS), University of York [York, UK], and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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0301 basic medicine ,lcsh:QR1-502 ,Mass spectrometry ,01 natural sciences ,Biochemistry ,Article ,lcsh:Microbiology ,03 medical and health sciences ,chemistry.chemical_compound ,Biosynthesis ,Algae ,Tandem Mass Spectrometry ,isoprostanoids ,oxidative stress ,Oily fish ,14. Life underwater ,Phaeodactylum tricornutum ,Food science ,[SDV.BBM.BC]Life Sciences [q-bio]/Biochemistry, Molecular Biology/Biochemistry [q-bio.BM] ,Hydrogen peroxide ,Molecular Biology ,chemistry.chemical_classification ,biology ,010405 organic chemistry ,microalgae ,biology.organism_classification ,0104 chemical sciences ,[SDV.MP]Life Sciences [q-bio]/Microbiology and Parasitology ,030104 developmental biology ,chemistry ,13. Climate action ,Tisochrysis lutea ,Lipidomics ,Fatty Acids, Unsaturated ,Prostaglandins ,PUFAs ,micro-LC-MS/MS ,Chromatography, Liquid ,Polyunsaturated fatty acid - Abstract
Algae result from a complex evolutionary history that shapes their metabolic network. For example, these organisms can synthesize different polyunsaturated fatty acids, such as those found in land plants and oily fish. Due to the presence of numerous double-bonds, such molecules can be oxidized nonenzymatically, and this results in the biosynthesis of high-value bioactive metabolites named isoprostanoids. So far, there have been only a few studies reporting isoprostanoid productions in algae. To fill this gap, the current investigation aimed at profiling isoprostanoids by liquid chromatography -mass spectrometry/mass spectrometry (LC-MS/MS) in four marine microalgae. A good correlation was observed between the most abundant polyunsaturated fatty acids (PUFAs) produced by the investigated microalgal species and their isoprostanoid profiles. No significant variations in the content of oxidized derivatives were observed for Rhodomonas salina and Chaetoceros gracilis under copper stress, whereas increases in the production of C18-, C20- and C22-derived isoprostanoids were monitored in Tisochrysis lutea and Phaeodactylum tricornutum. In the presence of hydrogen peroxide, no significant changes were observed for C. gracilis and for T. lutea, while variations were monitored for the other two algae. This study paves the way to further studying the physiological roles of isoprostanoids in marine microalgae and exploring these organisms as bioresources for isoprostanoid production.
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- 2020
94. Combination of Lutein and Zeaxanthin, and DHA Regulated Polyunsaturated Fatty Acid Oxidation in H2O2-Stressed Retinal Cells
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Céline Crauste, Jetty Chung-Yung Lee, Jean-Marie Galano, Thierry Durand, Ho Hang Leung, The University of Hong Kong, School of Biological Sciences, Hong Kong Special Administrative Region., Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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0301 basic medicine ,Lutein ,medicine.disease_cause ,Biochemistry ,03 medical and health sciences ,Cellular and Molecular Neuroscience ,chemistry.chemical_compound ,0302 clinical medicine ,medicine ,Carotenoid ,ComputingMilieux_MISCELLANEOUS ,chemistry.chemical_classification ,biology ,[CHIM.ORGA]Chemical Sciences/Organic chemistry ,food and beverages ,General Medicine ,Glutathione ,eye diseases ,3. Good health ,Zeaxanthin ,030104 developmental biology ,chemistry ,Catalase ,Docosahexaenoic acid ,biology.protein ,lipids (amino acids, peptides, and proteins) ,sense organs ,030217 neurology & neurosurgery ,Oxidative stress ,Polyunsaturated fatty acid - Abstract
Photochemical and oxidative damages in retinal pigment epithelial (RPE) cells are key events in the pathogenesis of age-related macular degeneration. Polyunsaturated fatty acids (PUFA) and carotenoids are rich in retinal cells, and under oxidative stress leads to oxidation and release lipid mediators. We evaluated the impact of carotenoids (lutein, zeaxanthin) and docosahexaenoic acid (DHA) supplementation on RPE cells under oxidative stress. ARPE-19 cells were exposed to H2O2 after pre-treatment with lutein, zeaxanthin, DHA, lutein + zeaxanthin or lutein + zeaxanthin with DHA. The data showed H2O2 reduced cell viability and DHA content, while promoted catalase activity and certain oxidized PUFA products. Treatment with DHA enhanced omega-3 PUFA enzymatic oxidation namely, anti-inflammatory mediators such as hydroxy-DHA, resolvins and neuroprotection compared to control; the effects were not influenced by the carotenoids. Omega-6 PUFA oxidation, namely pro-inflammatory HETE (5-, 9-, 12 and 20-HETE), and isoprostanes (5- and 15-F2t-IsoP and 4-F3t-IsoP) were reduced by lutein + zeaxanthin while the addition of DHA did not further reduce these effects. We observed transcriptional regulation of 5-lipoxygenase by DHA and GPx1 and NEFEL2 by the carotenoids that potentially resulted in decreased HETEs and glutathione respectively. 4-HNE was not affected by the treatments but 4-HHE was reduced by lutein + zeaxanthin with and without DHA. To conclude, carotenoids and DHA appeared to regulate inflammatory lipid mediators while the carotenoids also showed benefits in reducing non-enzymatic oxidation of omega-6 PUFA.
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- 2020
95. Long chain omega-3 fatty acids and their oxidized metabolites are associated with reduced prostate tumor growth
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Vincent Fradet, Thierry Durand, Karine Robitaille, Alain Bergeron, Jean-François Bilodeau, Pierre Julien, Jessica Larose, Nikunj Gevariya, Jean-Marie Galano, Jérôme Roy, Yves Fradet, Camille Oger, Centre de recherche du CHU de Québec-Université Laval (CRCHUQ), CHU de Québec–Université Laval, Université Laval [Québec] (ULaval)-Université Laval [Québec] (ULaval), Centre Hospitalier de l'Université de Montréal (CHUM), Université de Montréal (UdeM), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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0301 basic medicine ,Male ,medicine.medical_specialty ,[SDV]Life Sciences [q-bio] ,Clinical Biochemistry ,Anti-Inflammatory Agents ,Prostaglandin ,030209 endocrinology & metabolism ,Inflammation ,medicine.disease_cause ,Dinoprostone ,03 medical and health sciences ,chemistry.chemical_compound ,Mice ,0302 clinical medicine ,Prostate ,Internal medicine ,Cell Line, Tumor ,Fatty Acids, Omega-3 ,medicine ,Animals ,ComputingMilieux_MISCELLANEOUS ,Cell Proliferation ,chemistry.chemical_classification ,030109 nutrition & dietetics ,Chemistry ,Prostatic Neoplasms ,Cell Biology ,Eicosapentaenoic acid ,3. Good health ,medicine.anatomical_structure ,Endocrinology ,Docosahexaenoic acid ,lipids (amino acids, peptides, and proteins) ,Arachidonic acid ,medicine.symptom ,Oxidation-Reduction ,Oxidative stress ,Polyunsaturated fatty acid - Abstract
Introduction Cancer has been associated with increased oxidative stress and deregulation of bioactive oxylipins derived from long-chain polyunsaturated fatty acids (LC-PUFA) like arachidonic acid (AA). There is a debate whether ω-3 LC-PUFA could promote or prevent prostate tumor growth through immune modulation and reduction of oxidative stress. Our aim was to study the association between enzymatically or non-enzymatically produced oxidized-LC-PUFA metabolites and tumor growth in an immune-competent eugonadal and castrated C57BL/6 male mice injected with TRAMP-C2 prostate tumor cells, fed with ω-3 or ω-6 LC-PUFA-rich diets. Materials and methods Tumor fatty acids were profiled by gas chromatography and 26 metabolites derived from either AA, eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) were assessed by liquid chromatography-mass spectrometry. Results The enriched ω-3 diet did not reduce oxidative stress overall in tumors but favored the formation of ω-3 rather than ω-6 derived isoprostanoids. We discovered that EPA and its oxidized-derivatives like F3-isoprostanes and prostaglandin (PG)F3α, were inversely correlated with tumor volume (spearman correlations and T-test, p Discussion Decreasing tumor growth under ω-3 diet could be attributed in part to increased levels of EPA and its oxidized-derivatives, a reduced level of pro-angiogenic PGE2 and increased levels of F4-neuroprostanes and resolvins content in tumors, suspected of having anti-proliferative and anti-inflammatory effects.
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- 2020
96. The
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Djawed, Bennouna, Franck, Tourniaire, Thierry, Durand, Jean-Marie, Galano, Frédéric, Fine, Karl, Fraser, Sheherazade, Benatia, Clément, Rosique, Charlotte, Pau, Charlène, Couturier, Célia, Pontet, Claire, Vigor, Jean-François, Landrier, and Jean-Charles, Martin
- Abstract
Beside oil, oilseed rape (
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- 2020
97. Saliva as a non-invasive tool for monitoring oxidative stress in swimmers athletes performing a VO
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Denise, Biagini, Tommaso, Lomonaco, Silvia, Ghimenti, Jonathan, Fusi, Eugenio, Cerri, Francesca, De Angelis, Francesca Giuseppa, Bellagambi, Camille, Oger, Jean Marie, Galano, Emilia, Bramanti, Ferdinando, Franzoni, Roger, Fuoco, and Fabio, Di Francesco
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Adult ,Male ,Glyoxal ,Isoprostanes ,Oxidative Stress ,Young Adult ,Athletes ,Exercise Test ,Prostaglandins ,Humans ,Female ,Saliva ,Biomarkers ,Swimming - Abstract
Biomarkers of oxidative stress are generally measured in blood and its derivatives. However, the invasiveness of blood collection makes the monitoring of such chemicals during exercise not feasible. Saliva analysis is an interesting approach in sport medicine because the collection procedure is easy-to-use and does not require specially-trained personnel. These features guarantee the collection of multiple samples from the same subject in a short span of time, thus allowing the monitoring of the subject before, during and after physical tests, training or competitions. The aim of this work was to evaluate the possibility of following the changes in the concentration of some oxidative stress markers in saliva samples taken over time by athletes under exercise. To this purpose, ketones (i.e. acetone, 2-butanone and 2-pentanone), aldehydes (i.e. propanal, butanal, and hexanal), α,β-unsaturated aldehydes (i.e. acrolein and methacrolein) and di-carbonyls (i.e. glyoxal and methylglyoxal) were derivatized with 2,4-dinitrophenylhydrazine, and determined by ultra-high performance liquid chromatography coupled to diode array detector. Prostaglandin E
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- 2020
98. Oxylipin regulation by phenolic compounds from coffee beverage: Positive outcomes from a randomized controlled trial in healthy adults and macrophage derived foam cells
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Rafael Álvarez, Camille Oger, Oscar J. Lara-Guzmán, Jean-Marie Galano, Angel Gil-Izquierdo, Katalina Muñoz-Durango, Thierry Durand, Sonia Medina, Natalia Zuluaga, Vidarium - Nutrition, Health and Wellness Research Center, Centro de Edafologia y Biologia aplicada del Segura (CEBAS - CSIC), Consejo Superior de Investigaciones Científicas [Madrid] (CSIC), Universidad de Antioquia = University of Antioquia [Medellín, Colombia], Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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Adult ,0301 basic medicine ,Macrophage foam cells ,Antioxidant ,medicine.medical_treatment ,Inflammation ,Urine ,medicine.disease_cause ,Coffee ,Biochemistry ,03 medical and health sciences ,0302 clinical medicine ,In vivo ,Physiology (medical) ,medicine ,Humans ,Food science ,Oxylipins ,Foam cell ,chemistry.chemical_classification ,oxLDL ,Chemistry ,Coffee beverage ,Macrophages ,Oxylipin ,[SDV.MHEP.EM]Life Sciences [q-bio]/Human health and pathology/Endocrinology and metabolism ,Atherosclerosis ,3. Good health ,030104 developmental biology ,lipids (amino acids, peptides, and proteins) ,Chlorogenic acids ,Chlorogenic Acid ,medicine.symptom ,[SDV.AEN]Life Sciences [q-bio]/Food and Nutrition ,030217 neurology & neurosurgery ,Oxidative stress ,Foam Cells ,Polyunsaturated fatty acid - Abstract
International audience; Oxylipins are considered biomarkers related to cardiovascular diseases (CVDs). They are generated in vivo via the oxygenation of polyunsaturated fatty acids as a result of oxidative stress and inflammation. Oxylipins are involved in vascular functions and are produced during foam cell formation in atherogenesis. Additionally, the consumption coffee is associated with the regulation on a particular oxylipin group, the F2t-isoprostanes (F2t-IsoPs). This function has been attributed to the chlorogenic acids (CGAs) from the coffee beverage. Considering the anti-inflammatory and antioxidant properties of CGAs, we evaluated the effects of two types of coffee that provided 787 mg CGAs/day (Coffee A) and 407 mg CGAs/day (Coffee B) by reducing 35 selected oxylipins in healthy subjects. Furthermore, we assessed the effect of CGAs on the cellular proatherogenic response in foam cells by using an oxidized LDL (oxLDL)-macrophage interaction model. After eight weeks of coffee consumption, the contents of 12 urine oxylipins were reduced. However, the effect of Coffee A showed a stronger decrease in IsoPs, dihomo-IsoPs, prostaglandins (PGs) and PG metabolites, probably due to its higher content of CGAs. Neither of the two coffees reduced the levels of oxLDL. Moreover, the in vitro oxylipin induction by oxLDL on foam cells was ameliorated by phenolic acids and CGAs, including the inhibition of IsoPs and PGs by caffeoylquinic and dicaffeoylquinic acids, respectively, while the phenolic acids maintained both antioxidant and anti-inflammatory activities. These findings suggest that coffee antioxidants are strong regulators of oxylipins related to CVDs. The clinical trial was registered on the International Clinical Trials Registry Platform, WHO primary registry (RPCEC00000168).
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- 2020
99. Optimization of Free Phytoprostane and Phytofuran Production by Enzymatic Hydrolysis of Pea Extracts Using Esterases
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Jean-Marie Galano, Raúl Domínguez-Perles, M. Rodríguez-Hernández, Angel Gil-Izquierdo, Thierry Durand, Camille Oger, Federico Ferreres, Iván López-González, Alexandre Guy, I. Sánchez-Martínez, Universidad de Murcia, Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), and Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)
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0106 biological sciences ,esterase ,[CHIM.THER]Chemical Sciences/Medicinal Chemistry ,01 natural sciences ,Esterase ,response surface methodology ,Hydrolysis ,plant oxylipins ,Enzymatic hydrolysis ,Response surface methodology ,Furans ,Alkaline hydrolysis ,chemistry.chemical_classification ,Chromatography ,Plant Extracts ,010401 analytical chemistry ,Esterases ,Peas ,enzymatic hydrolysis ,General Chemistry ,Box–Behnken design ,0104 chemical sciences ,Enzyme ,chemistry ,Yield (chemistry) ,free plant oxylipins ,General Agricultural and Biological Sciences ,Box−Behnken ,010606 plant biology & botany - Abstract
International audience; Given the growing interest in phytoprostanes (PhytoPs) and phytofurans (PhytoFs) in the fields of plant physiology, biotechnology, and biological function, the present study aims to optimize a method of enzymatic hydrolysis that utilizes bacterial and yeast esterases that allow the appropriate quantification of PhytoPs and PhytoFs. To obtain the highest concentration of PhytoPs and PhytoFs, a response surface methodology/Box−Behnken design was used to optimize the hydrolysis conditions. Based on the information available in the literature on the most critical parameters that influence the activity of esterases, the three variables selected for the study were temperature (°C), time (min), and enzyme concentration (%). The optimal hydrolysis conditions retrieved differed between PhytoPs (21.5°C, 5.7 min, and 0.61 μg of enzyme per reaction) and PhytoFs (20.0°C, 5.0 min, and 2.17 μg of enzyme per reaction) and provided up to 25.1-and 1.7-fold higher contents relative to nonhydrolyzed extracts. The models were validated by comparing theoretical and experimental values for PhytoP and PhytoF yields (1.01 and 1.06 theoretical/experimental rates, respectively). The optimal conditions were evaluated for their relative influence on the yield of individual nonesterified PhytoPs and PhytoFs to define the limitations of the models for obtaining the highest concentration of most considered compounds. In conclusion, the models developed provided valuable alternatives to the currently applied methods using unspecific alkaline hydrolysis to obtain free nonesterified PhytoPs and PhytoFs, which give rise to more specific hydrolysis of PhytoP and PhytoF esters, reducing the degradation of free compounds by classical chemical procedures.
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- 2020
100. Increase in omega-6 and decrease in omega-3 polyunsaturated fatty acid oxidation elevates the risk of exudative AMD development in adults with Chinese diet
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Ho Hang Leung, Camille Oger, Alex Lk Ng, Thierry Durand, Jetty Chung-Yung Lee, Ian Y. H. Wong, Jean-Marie Galano, Ryo Kawasaki, Laurence Balas, The University of Hong Kong (HKU), Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Osaka University [Osaka], Hong Kong Sanatorium and Hospital [Hong Kong] (HKSH), and School of biological sciences (Hong Kong, Chine)
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Male ,0301 basic medicine ,Antioxidant ,medicine.medical_treatment ,Omega-6/omega-3 polyunsaturated fatty acid ratio ,Isoprostanes ,medicine.disease_cause ,Biochemistry ,Antioxidants ,Lipid peroxidation ,chemistry.chemical_compound ,0302 clinical medicine ,Risk Factors ,Enoyl-CoA Hydratase ,Carotenoid ,2. Zero hunger ,chemistry.chemical_classification ,biology ,3-Hydroxyacyl CoA Dehydrogenases ,food and beverages ,Middle Aged ,Acetyl-CoA C-Acyltransferase ,3. Good health ,Catalase ,Female ,lipids (amino acids, peptides, and proteins) ,Oxidation-Reduction ,Polyunsaturated fatty acid ,medicine.medical_specialty ,Racemases and Epimerases ,Superoxide dismutase ,03 medical and health sciences ,Lipid oxidation ,Fatty Acids, Omega-6 ,Physiology (medical) ,Internal medicine ,Fatty Acids, Omega-3 ,medicine ,Humans ,Neuroprostanes ,4-HNE ,Aged ,Aldehydes ,business.industry ,Macular degeneration ,Carbon-Carbon Double Bond Isomerases ,Carotenoids ,eye diseases ,Diet ,Oxidative Stress ,030104 developmental biology ,Endocrinology ,chemistry ,biology.protein ,sense organs ,business ,[SDV.AEN]Life Sciences [q-bio]/Food and Nutrition ,Biomarkers ,030217 neurology & neurosurgery ,Oxidative stress - Abstract
International audience; Appropriate diet is essential for the regulation of age-related macular degeneration (AMD). In particular the type of dietary polyunsaturated fatty acids (PUFA) and poor antioxidant status including carotenoid levels concomitantly contribute to AMD risk. Build-up of oxidative stress in AMD induces PUFA oxidation, and a mix of lipid oxidation products (LOPs) are generated. However, LOPs are not comprehensively evaluated in AMD. LOPs are considered biomarkers of oxidative stress but also contributes to inflammatory response. In this cross-sectional case-control study, plasma omega-6/omega-3 PUFA ratios and antioxidant status (glutathione, superoxide dismutase and catalase), and plasma and urinary LOPs (41 types) were determined to evaluate its odds-ratio in the risk of developing exudative AMD (n = 99) compared to age-gender-matched healthy controls (n = 198) in adults with Chinese diet. The odds ratio of developing exudative AMD increased with LOPs from omega-6 PUFA and decreased from those of omega-3 PUFA. These observations were associated with a high plasma omega-6/omega-3 PUFA ratio and low carotenoid levels. In short, poor PUFA and antioxidant status increased the production of omega-6 PUFA LOPs such as dihomo-isoprostane and dihomo-isofuran, and lowered omega-3 PUFA LOPs such as neuroprostanes due to the high omega-6/omega-3 PUFA ratios; they were also correlated to the risk of AMD development. These findings indicate the generation of specific LOPs is associated with the development of exudative AMD.
- Published
- 2019
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