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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
| dc.rights.license | open | en_US |
| hal.structure.identifier | Unité de Recherche Œnologie [Villenave d'Ornon] [OENO] | |
| dc.contributor.author | HORNEDO-ORTEGA, Ruth | |
| hal.structure.identifier | Unité de Recherche Œnologie [Villenave d'Ornon] [OENO] | |
| dc.contributor.author | JOURDES, Michaël | |
| hal.structure.identifier | Unité de Recherche Œnologie [Villenave d'Ornon] [OENO] | |
| dc.contributor.author | DA COSTA, Gregory | |
| hal.structure.identifier | Unité de Recherche Œnologie [Villenave d'Ornon] [OENO] | |
| dc.contributor.author | COURTOIS, Arnaud | |
| hal.structure.identifier | Unité de Recherche Œnologie [Villenave d'Ornon] [OENO] | |
| dc.contributor.author | GABASTON, Julien | |
| hal.structure.identifier | Unité de Recherche Œnologie [Villenave d'Ornon] [OENO] | |
| dc.contributor.author | TEISSEDRE, Pierre-Louis | |
| hal.structure.identifier | Unité de Recherche Œnologie [Villenave d'Ornon] [OENO] | |
| dc.contributor.author | RICHARD, Tristan | |
| hal.structure.identifier | Unité de Recherche Œnologie [Villenave d'Ornon] [OENO] | |
| dc.contributor.author | KRISA, Stéphanie | |
| dc.date.accessioned | 2023-03-08T13:38:11Z | |
| dc.date.available | 2023-03-08T13:38:11Z | |
| dc.date.issued | 2022-10-19 | |
| dc.identifier.issn | 0021-8561 | en_US |
| dc.identifier.uri | https://oskar-bordeaux.fr/handle/20.500.12278/172221 | |
| dc.description.abstractEn | 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. | |
| dc.language.iso | EN | en_US |
| dc.rights | Attribution 3.0 United States | * |
| dc.rights.uri | http://creativecommons.org/licenses/by/3.0/us/ | * |
| dc.subject.en | Anatomy | |
| dc.subject.en | Metabolism | |
| dc.subject.en | Peptides and proteins | |
| dc.subject.en | Phytochemistry | |
| dc.subject.en | Rodent models | |
| dc.title.en | Oxyresveratrol and Gnetol Glucuronide Metabolites: Chemical Production, Structural Identification, Metabolism by Human and Rat Liver Fractions, and In Vitro Anti-inflammatory Properties | |
| dc.title.alternative | J. Agric. Food Chem. | en_US |
| dc.type | Article de revue | en_US |
| dc.identifier.doi | 10.1021/acs.jafc.1c07831 | en_US |
| dc.subject.hal | Sciences du Vivant [q-bio]/Biologie végétale | en_US |
| bordeaux.journal | Journal of Agricultural and Food Chemistry | en_US |
| bordeaux.page | 13082-13092 | en_US |
| bordeaux.volume | 70 | en_US |
| bordeaux.hal.laboratories | Oenologie - UMR 1366 | en_US |
| bordeaux.issue | 41 | en_US |
| bordeaux.institution | Université de Bordeaux | en_US |
| bordeaux.institution | Bordeaux INP | en_US |
| bordeaux.institution | INRAE | en_US |
| bordeaux.peerReviewed | oui | en_US |
| bordeaux.inpress | non | en_US |
| hal.identifier | hal-04019653 | |
| hal.version | 1 | |
| hal.date.transferred | 2023-03-08T13:38:16Z | |
| hal.export | true | |
| dc.rights.cc | CC BY | en_US |
| bordeaux.COinS | ctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Journal%20of%20Agricultural%20and%20Food%20Chemistry&rft.date=2022-10-19&rft.volume=70&rft.issue=41&rft.spage=13082-13092&rft.epage=13082-13092&rft.eissn=0021-8561&rft.issn=0021-8561&rft.au=HORNEDO-ORTEGA,%20Ruth&JOURDES,%20Micha%C3%ABl&DA%20COSTA,%20Gregory&COURTOIS,%20Arnaud&GABASTON,%20Julien&rft.genre=article |
