10 results on '"Jean-Marie Galano"'
Search Results
2. 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
- Author
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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.
- Published
- 2020
3. Development of a chiral SFC-MS/MS and reversed-phase LC-MS/MS platform for the quantitative metabolic profiling of octadecanoid oxylipins
- Author
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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
- Abstract
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
- Published
- 2022
4. 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...
- Published
- 2020
5. 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.
- Published
- 2020
6. Effects of Deficit Irrigation, Rootstock, and Roasting on the Contents of Fatty Acids, Phytoprostanes, and Phytofurans in Pistachio Kernels
- Author
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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
7. 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
8. Nonenzymatic α-Linolenic Acid Derivatives from the Sea: Macroalgae as Novel Sources of Phytoprostanes
- Author
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Jean-Marie Galano, Jacinta Collado-González, Patrícia Valentão, Thierry Durand, Federico Ferreres, Angel Gil-Izquierdo, Mariana Barbosa, and Paula B. Andrade
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Autoxidation ,alpha-Linolenic Acid ,General Chemistry ,Interspecific competition ,Chlorophyta ,Biology ,Phaeophyta ,Seaweed ,Photosynthesis ,biology.organism_classification ,Tandem Mass Spectrometry ,Dietary Supplements ,Rhodophyta ,Botany ,Fatty Acids, Unsaturated ,Plant species ,Composition (visual arts) ,General Agricultural and Biological Sciences ,Chromatography, High Pressure Liquid ,α-linolenic acid - Abstract
Phytoprostanes, autoxidation products of α-linolenic acid, have been studied in several plant species, but information regarding the natural occurrence of this large family of biologically active oxidized lipids in macroalgae is still scarce. In this work, the free phytoprostane composition of 24 macroalgae species belonging to Chlorophyta, Phaeophyta, and Rhodophyta was determined through a recently validated UHPLC-QqQ-MS/MS method. The phytoprostane profiles varied greatly among all samples, F1t-phytoprostanes and L1-phytoprostanes being the predominant and minor classes, respectively. No correlation between the amounts of α-linolenic acid in alga material and phytoprostane content was found. Therefore, it was hypothesized that the observed variability could be species-specific or result from interspecific interactions. This study provides new insight about the occurrence of phytoprostanes in macroalgae and opens doors for future exploitation of these marine photosynthetic organisms as sources of potentially bioactive oxylipins, encouraging their incorporation in food products and nutraceutical and pharmaceutical preparations for human health.
- Published
- 2015
9. Enzyme-Assisted Enantioselective Synthesis of Natural (−)-β-Necrodol and Its Enantiomer
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Lionel Mikolajezyk, Gérard Audran, Honoré Monti, and Jean‐Marie Galano
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chemistry.chemical_classification ,Magnetic Resonance Spectroscopy ,Chemistry ,Stereochemistry ,Organic Chemistry ,Enantioselective synthesis ,Stereoisomerism ,Cyclopentanes ,Lipase ,Crystallography, X-Ray ,Coleoptera ,Kinetics ,Enzyme ,Monoterpenes ,Animals ,Indicators and Reagents ,Enantiomer - Published
- 2000
10. A Short and Efficient Enantiospecific Synthesis of (+)-(2R,6S)-cis-γ-Irone via a Highly Diastereoselective Protonation
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Gilles Laval, Honoré Monti, Jean-Marie Galano, and Gérard Audran
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Magnetic Resonance Spectroscopy ,Terpenes ,Stereochemistry ,Organic Chemistry ,Stereoisomerism ,Protonation ,Plants ,Perfume ,Kinetics ,chemistry.chemical_compound ,chemistry ,Oils, Volatile ,Protons ,Irone ,Norisoprenoids - Published
- 2000
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