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7 results on '"Hadjira Bousserouel"'

1. Phosphoric Acid-Catalyzed Enantioselective Transfer Hydrogenation of N-Aryl-ortho-Hydroxybenzophenone Ketimines

Author

Thanh Binh Nguyen, Hadjira Bousserouel, Qian Wang, Françoise Guéritte, Institut de Chimie des Substances Naturelles (ICSN), and Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)

Subjects
Organometallic Reagents, Kinetic Resolution, diarylmethylamines, Alpha-Imino Esters, 3-Component Reaction, 010402 general chemistry, Transfer hydrogenation, 01 natural sciences, Kinetic resolution, Catalysis, Friedel-Crafts Reaction, chemistry.chemical_compound, Arylboronic Acids, phosphoric acids, Organic chemistry, organocatalysis, Phosphoric acid, Friedel–Crafts reaction, ComputingMilieux_MISCELLANEOUS, [CHIM.ORGA]Chemical Sciences/Organic chemistry, 010405 organic chemistry, Aryl, Chiral Bronsted Acid, Reductive Amination, Enantioselective synthesis, Hantzsch esters, Organocatalytic Transfer Hydrogenation, General Chemistry, ortho-hydroxybenzophenone ketimine, 0104 chemical sciences, chemistry, Organocatalysis, Asymmetric Transfer Hydrogenation, transfer hydrogenation
Abstract

The first enantioselective chiral phosphoric acid-catalyzed transfer hydrogenation of N-aryl-ortho-hydroxybenzophenone ketimines using a Hantzsch ester as hydrogen source was developed to afford, after removal of the N-aryl group, the corresponding chiral diarylmethylamines in high yields and enantioselectivities.

Published
2011
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2. Acetylated 1,3-diaminopropane antagonizes abscisic acid-mediated stomatal closing in Arabidopsis

Author

Jean-Pierre Renou, June M. Kwak, Nathalie Leonhardt, Hervé Sentenac, Daniel Tran, Fabien Jammes, Hadjira Bousserouel, François Bouteau, Anne-Aliénor Véry, Alain Vavasseur, Jeffrey Leung, UPR2355 Institut des sciences du végétal (ISV), Centre National de la Recherche Scientifique (CNRS), Department of Biology, Pomona College, Biologie végétale et microbiologie environnementale - UMR7265 (BVME), Institut de Biosciences et Biotechnologies d'Aix-Marseille (ex-IBEB) (BIAM), Centre National de la Recherche Scientifique (CNRS)-Aix Marseille Université (AMU)-Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Centre National de la Recherche Scientifique (CNRS)-Aix Marseille Université (AMU)-Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA), Laboratoire Interdisciplinaire des Energies de Demain (LIED (UMR_8236)), Centre National de la Recherche Scientifique (CNRS)-Université Paris Diderot - Paris 7 (UPD7), Institut de Chimie des Substances Naturelles (ICSN), Biochimie et Physiologie Moléculaire des Plantes (BPMP), Université de Montpellier (UM)-Centre international d'études supérieures en sciences agronomiques (Montpellier SupAgro)-Institut national d’études supérieures agronomiques de Montpellier (Montpellier SupAgro)-Institut National de la Recherche Agronomique (INRA)-Centre National de la Recherche Scientifique (CNRS), Génétique et Horticulture (GenHort), Institut National de la Recherche Agronomique (INRA)-AGROCAMPUS OUEST, Center for Plant Aging Research, Institute for Basic Science, Department of New Biology, Daegu Gyeongbuk Institute of Science and Technology, Institut des sciences du végétal (ISV), Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS)-Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS)-Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Université Paris Diderot - Paris 7 (UPD7)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Institut National de la Recherche Agronomique (INRA)-Centre international d'études supérieures en sciences agronomiques (Montpellier SupAgro)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)-Institut national d’études supérieures agronomiques de Montpellier (Montpellier SupAgro), Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Aix Marseille Université (AMU)-Centre National de la Recherche Scientifique (CNRS), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS)-Centre international d'études supérieures en sciences agronomiques (Montpellier SupAgro)-Institut National de la Recherche Agronomique (INRA)-Institut national d’études supérieures agronomiques de Montpellier (Montpellier SupAgro), and Institut national d'enseignement supérieur pour l'agriculture, l'alimentation et l'environnement (Institut Agro)-Institut national d'enseignement supérieur pour l'agriculture, l'alimentation et l'environnement (Institut Agro)

Subjects
Arabidopsis thaliana, guard cells, Arabidopsis, Plant Science, drought, Biology, Diamines, Photosynthesis, abscisic acid, chemistry.chemical_compound, Gene Expression Regulation, Plant, Acetyltransferase, Genetics, Polyamines, [SDV.BV]Life Sciences [q-bio]/Vegetal Biology, Abscisic acid, Ion transporter, Transpiration, Arabidopsis Proteins, fungi, food and beverages, Cell Biology, biology.organism_classification, Cell biology, Droughts, Spermidine, Biochemistry, chemistry, Plant Stomata, 3-diaminopropane, Signal Transduction
Abstract

International audience; Faced with declining soil-water potential, plants synthesize abscisic acid (ABA), which then triggers stomatal closure to conserve tissue moisture. Closed stomates, however, also create several physiological dilemmas. Among these, the large CO2 influx required for net photosynthesis will be disrupted. Depleting CO2 in the plant will in turn bias stomatal opening by suppressing ABA sensitivity, which then aggravates transpiration further. We have investigated the molecular basis of how C3 plants resolve this H2 O-CO2 conflicting priority created by stomatal closure. Here, we have identified in Arabidopsis thaliana an early drought-induced spermidine spermine-N(1) -acetyltransferase homolog, which can slow ABA-mediated stomatal closure. Evidence from genetic, biochemical and physiological analyses has revealed that this protein does so by acetylating the metabolite 1,3-diaminopropane (DAP), thereby turning on the latter's intrinsic activity. Acetylated DAP triggers plasma membrane electrical and ion transport properties in an opposite way to those by ABA. Thus in adapting to low soil-water availability, acetyl-DAP could refrain stomates from complete closure to sustain CO2 diffusion to photosynthetic tissues.

Published
2014
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3. Sesquiterpenoids and Cytotoxic Lignans from the Bark of Libocedrus chevalieri

Author

Thierry Sevenet, Ying-Jun Zhang, Marc Litaudon, Hadjira Bousserouel, Vincent Dumontet, Stéphane Léonce, Marie-Thérèse Martin, Odile Thoison, Françoise Guéritte, Institut de Chimie des Substances Naturelles (ICSN), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Laboratoire de chimie et biochimie des substances naturelles, and Centre National de la Recherche Scientifique (CNRS)-Muséum national d'Histoire naturelle (MNHN)

Subjects
Pharmaceutical Science, Pharmacognosy, MESH: Plants, Medicinal, 01 natural sciences, KB Cells, Analytical Chemistry, chemistry.chemical_compound, Drug Discovery, Podophyllotoxin, Lignan, Molecular Structure, MESH: Lignans, MESH: Drug Screening Assays, Antitumor, visual_art, Plant Bark, visual_art.visual_art_medium, MESH: Sesquiterpenes, Molecular Medicine, Bark, Sesquiterpenes, MESH: Plant Bark, medicine.drug, Stereochemistry, MESH: Antineoplastic Agents, Phytogenic, MESH: Molecular Structure, MESH: KB Cells, Biology, Sesquiterpene, Lignans, New Caledonia, Libocedrus chevalieri, medicine, MESH: Cupressaceae, Humans, [SDV.BBM]Life Sciences [q-bio]/Biochemistry, Molecular Biology, Pharmacology, MESH: Humans, Plants, Medicinal, 010405 organic chemistry, Organic Chemistry, Cupressaceae, MESH: New Caledonia, biology.organism_classification, Antineoplastic Agents, Phytogenic, Terpenoid, 0104 chemical sciences, 010404 medicinal & biomolecular chemistry, Complementary and alternative medicine, chemistry, Drug Screening Assays, Antitumor, MESH: Podophyllotoxin
Abstract

International audience; Investigation of an EtOAc extract of the bark of Libocedrus chevalieri led to the isolation of a new cytotoxic lignan, 5-methoxy-4-epipodophyllotoxin (1), and three known podophyllotoxin analogues, 5-methoxypodophyllotoxin, 5-methoxypodophyllotoxin-4-O-beta-D-glucoside, and podophyllotoxin-4-O-beta-D-glucoside. Six sesquiterpenoids and a diterpenoid were also obtained. Of these, compounds 2-4 are new sesquiterpenoids, named libocedrines A-C, and 3beta-hydroxyilicic alcohol was isolated for the first time from a higher plant. Structures of the new compounds were determined on the basis of spectroscopic methods. Cytotoxicity of the isolated compounds against KB and L1210 cells and their effects on tubulin assembly were evaluated.

Published
2007
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4. ChemInform Abstract: Phosphoric Acid-Catalyzed Enantioselective Transfer Hydrogenation of N-Aryl-ortho-hydroxybenzophenone Ketimines

Author

Françoise Guéritte, Qian Wang, Thanh Binh Nguyen, and Hadjira Bousserouel

Subjects
chemistry.chemical_compound, chemistry, Organocatalysis, Aryl, Enantioselective synthesis, Organic chemistry, Ortho-hydroxybenzophenone, General Medicine, Transfer hydrogenation, Phosphoric acid, Catalysis
Abstract

Transfer hydrogenation of title ketimines (I) with Hantzsch ester proceeds efficiently in the presence of a chiral BINOL-derived phosphoric acid catalyst to give the corresponding diarylmethylamines (II) in good yields and enantioselectivities (up to 91% e.e.).

Published
2011
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5. ChemInform Abstract: Chiral Phosphoric Acid Catalyzed Enantioselective Transfer Hydrogenation of ortho-Hydroxyaryl Alkyl N-H Ketimines

Author

Hadjira Bousserouel, Thanh Binh Nguyen, Françoise Guéritte, and Qian Wang

Subjects
chemistry.chemical_classification, chemistry.chemical_compound, chemistry, Enantioselective synthesis, Organic chemistry, General Medicine, Transfer hydrogenation, Phosphoric acid, Alkyl, Catalysis
Abstract

Unprotected substrates are converted in a highly efficient manner concerning yields and enantioselectivities.

Published
2011
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6. A Dimeric sesquiterpenoid from a Malaysian Meiogyne as a new inhibitor of Bcl-xL/BakBH3 domain peptide interaction

Author

Olivier Nosjean, Thierry Sévenet, Hamid A. Hadi, Marie Elise Tran Huu Dau, Hadjira Bousserouel, Jean A. Boutin, Marc Litaudon, Marie-Thérèse Martin, Khalijah Awang, and Françoise Guéritte

Subjects
Stereochemistry, Ethyl acetate, Pharmaceutical Science, Peptide, Meiogyne, Pharmacognosy, 010402 general chemistry, Sesquiterpene, 01 natural sciences, Analytical Chemistry, chemistry.chemical_compound, Drug Discovery, Meiogyne cylindrocarpa, Pharmacology, chemistry.chemical_classification, biology, Molecular Structure, 010405 organic chemistry, Organic Chemistry, Malaysia, Biological activity, Stereoisomerism, biology.organism_classification, Terpenoid, 0104 chemical sciences, Complementary and alternative medicine, chemistry, Biochemistry, Proto-Oncogene Proteins c-bcl-2, Plant Bark, Molecular Medicine, Sesquiterpenes
Abstract

In an effort to find potent inhibitors of the antiapoptotic protein Bcl-xL, a systematic in vitro evaluation was undertaken on 1470 Malaysian plant extracts. The ethyl acetate extract obtained from the bark of Meiogyne cylindrocarpa was selected for its interaction with the Bcl-xL/Bak association. Bioassay-guided purification of this species led to the isolation of two new dimeric sesquiterpenoids (1 and 2) possessing an unprecedented substituted cis-decalin carbon skeleton. Meiogynin A (1) showed the strongest activity with a K(i) of 10.8 +/- 3.1 microM.

Published
2009

7. Chiral Phosphoric Acid-Catalyzed Enantioselective Transfer Hydrogenation of ortho-Hydroxyaryl Alkyl N-H Ketimines

Author

Thanh Binh Nguyen, Françoise Guéritte, Hadjira Bousserouel, Qian Wang, Institut de Chimie des Substances Naturelles (ICSN), and Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)

Subjects
chemistry.chemical_classification, inorganic chemicals, integumentary system, 010405 organic chemistry, [CHIM.ORGA]Chemical Sciences/Organic chemistry, organic chemicals, Organic Chemistry, Enantioselective synthesis, 010402 general chemistry, Transfer hydrogenation, 01 natural sciences, Biochemistry, 3. Good health, 0104 chemical sciences, Catalysis, chemistry.chemical_compound, chemistry, Organic chemistry, heterocyclic compounds, Physical and Theoretical Chemistry, Enantiomer, Phosphoric acid, Alkyl
Abstract

International audience; The first enantioselective chiral phosphoric acid-catalyzed transfer hydrogenation of unprotected ortho-hydroxyaryl alkyl N-H ketimines using Hantszch di-tert-butyl ester as a reductant is reported. A variety of ortho-hydroxybenzylamines were obtained in good to excellent yields and enantiomeric excesses.

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