HORNEDO-ORTEGA, Ruth; JOURDES, Michaël; DA COSTA, Gregory; COURTOIS, Arnaud; GABASTON, Julien; TEISSEDRE, Pierre-Louis; RICHARD, Tristan; KRISA, Stéphanie

doi:10.1021/acs.jafc.1c07831

HORNEDO-ORTEGA, Ruth
Unité de Recherche Œnologie [Villenave d'Ornon] [OENO]

JOURDES, Michaël
Unité de Recherche Œnologie [Villenave d'Ornon] [OENO]

DA COSTA, Gregory

Unité de Recherche Œnologie [Villenave d'Ornon] [OENO]

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Ce document a été publié dans

Journal of Agricultural and Food Chemistry. 2022-10-19, vol. 70, n° 41, p. 13082-13092

Résumé en anglais

Stilbene metabolites are attracting great interest because many of them exhibit similar or even stronger biological effects than their parent compounds. Furthermore, the metabolized forms are predominant in biological fluids; therefore, their study is highly relevant. After hemisynthesis production, isolation, and structural elucidation, three glucuronide metabolites for oxyresveratrol (ORV) were formed: trans-ORV-4′-O-glucuronide, trans-ORV-3-O-glucuronide, and trans-ORV-2′-O-glucuronide. In addition, two glucuronide metabolites were obtained for gnetol (GN): trans-GN-2′-O-glucuronide and trans-GN-3-O-glucuronide. When the metabolism of ORV and GN is studied in vitro by human and rat hepatic enzymes, four of the five hemisynthesized compounds were identified and quantified. Human enzymes glucuronidated preferably at the C-2′ position, whereas rat enzymes do so at the C-3 position. In view of these kinetic findings, rat enzymes have a stronger metabolic capacity than human enzymes. Finally, ORV, GN, and their glucuronide metabolites (mainly at the C-3 position) decreased nitric oxide, reactive oxygen species, interleukin 1β, and tumor necrosis factor α production in lipopolysaccharide-stimulated macrophages.< Réduire

Mots clés en anglais

Anatomy

Metabolism

Peptides and proteins

Phytochemistry

Rodent models

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https://oskar-bordeaux.fr/handle/20.500.12278/172221

DOI

http://dx.doi.org/10.1021/acs.jafc.1c07831

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Oenologie - UMR 1366

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Oxyresveratrol and Gnetol Glucuronide Metabolites: Chemical Production, Structural Identification, Metabolism by Human and Rat Liver Fractions, and In Vitro Anti-inflammatory Properties

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