Literature DB >> 15049650

Total synthesis of the eight diastereomers of the syn-anti-syn phytoprostanes F1 types I and II.

Siham El Fangour1, Alexandre Guy, Valérie Despres, Jean-Pierre Vidal, Jean-Claude Rossi, Thierry Durand.   

Abstract

Syntheses of the eight enantiomerically pure diastereomers of the syn-anti-syn phytoprostanes F(1) types I and II are described starting from D- and L-glucose. Key steps include Wittig coupling, Horner Wadsworth Emmons (HWE) reactions, and enantioselective reduction of alpha,beta-unsaturated ketones.

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Year:  2004        PMID： 15049650     DOI： 10.1021/jo035638i

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  7 in total

1.  B1-phytoprostanes trigger plant defense and detoxification responses.

Authors:  Christiane Loeffler; Susanne Berger; Alexandre Guy; Thierry Durand; Gerhard Bringmann; Michael Dreyer; Uta von Rad; Jörg Durner; Martin J Mueller
Journal:  Plant Physiol       Date:  2004-12-23       Impact factor: 8.340

2.  Synthesis, molecular docking and biological evaluation as HDAC inhibitors of cyclopeptide mimetics by a tandem three-component reaction and intramolecular [3+2] cycloaddition.

Authors:  Tracey Pirali; Valeria Faccio; Riccardo Mossetti; Ambra A Grolla; Simone Di Micco; Giuseppe Bifulco; Armando A Genazzani; Gian Cesare Tron
Journal:  Mol Divers       Date:  2009-05-28       Impact factor: 2.943

Review 3.  New bioactive oxylipins formed by non-enzymatic free-radical-catalyzed pathways: the phytoprostanes.

Authors:  Thierry Durand; Valérie Bultel-Poncé; Alexandre Guy; Susanne Berger; Martin J Mueller; Jean-Marie Galano
Journal:  Lipids       Date:  2009-09-30       Impact factor: 1.880

4.  Simultaneous quantitative profiling of 20 isoprostanoids from omega-3 and omega-6 polyunsaturated fatty acids by LC-MS/MS in various biological samples.

Authors:  Aude Dupuy; Pauline Le Faouder; Claire Vigor; Camille Oger; Jean-Marie Galano; Cédric Dray; Jetty Chung-Yung Lee; Philippe Valet; Cécile Gladine; Thierry Durand; Justine Bertrand-Michel
Journal:  Anal Chim Acta       Date:  2016-03-19       Impact factor: 6.558

5.  The Alphabet of Galactolipids in Arabidopsis thaliana.

Authors:  Amina Ibrahim; Anna-Lena Schütz; Jean-Marie Galano; Cornelia Herrfurth; Kirstin Feussner; Thierry Durand; Florian Brodhun; Ivo Feussner
Journal:  Front Plant Sci       Date:  2011-12-12       Impact factor: 5.753

Review 6.  Structural/Functional Matches and Divergences of Phytoprostanes and Phytofurans with Bioactive Human Oxylipins.

Authors:  Sonia Medina; Ángel Gil-Izquierdo; Thierry Durand; Federico Ferreres; Raúl Domínguez-Perles
Journal:  Antioxidants (Basel)       Date:  2018-11-16

7.  Oxidized Products of α-Linolenic Acid Negatively Regulate Cellular Survival and Motility of Breast Cancer Cells.

Authors:  Jorge L Gutierrez-Pajares; Celine Ben Hassen; Camille Oger; Jean-Marie Galano; Thierry Durand; Philippe G Frank
Journal:  Biomolecules       Date:  2019-12-28
  7 in total

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