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Unusual stilbene glucosides from Vitis vinifera roots

dc.rights.licenseopenen_US
hal.structure.identifierUnité de Recherche Oenologie [Villenave d'Ornon] [OENO]
dc.contributor.authorAJA PEREZ, Iris
hal.structure.identifierUnité de Recherche Oenologie [Villenave d'Ornon] [OENO]
dc.contributor.authorDA COSTA, Gregory
hal.structure.identifierUnité de Recherche Oenologie [Villenave d'Ornon] [OENO]
dc.contributor.authorPEDROT, Eric
hal.structure.identifierUnité de Recherche Oenologie [Villenave d'Ornon] [OENO]
dc.contributor.authorIGLESIAS, Marie-Laure
hal.structure.identifierUnité de Recherche Oenologie [Villenave d'Ornon] [OENO]
dc.contributor.authorPALOS PINTO, Antonio
hal.structure.identifierUnité de Recherche Oenologie [Villenave d'Ornon] [OENO]
dc.contributor.authorVALLS FONAYET, Josep
dc.contributor.authorCHAHER, Nassima
dc.contributor.authorRUIZ-LARREA, M. Begoña
hal.structure.identifierUnité de Recherche Oenologie [Villenave d'Ornon] [OENO]
dc.contributor.authorMERILLON, Jean-Michel
dc.contributor.authorATMANI, Djebbar
dc.contributor.authorRUIZ SANZ, José Ignacio
hal.structure.identifierUnité de Recherche Oenologie [Villenave d'Ornon] [OENO]
dc.contributor.authorRICHARD, Tristan
dc.date.accessioned2020-07-02T09:42:26Z
dc.date.available2020-07-02T09:42:26Z
dc.date.issued2019
dc.identifier.issn2494-1271en_US
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/8451
dc.description.abstractEnAim: Stilbenes are well-known phytoalexins present in vine and wine. Stilbene glucosides have been identified in wine; however, other than piceid, these compounds have never been reported to be present in the woody parts of grapevine. The aims of this study were to investigate the presence of stilbene glucosides in the woody parts of the vine and to evaluate their cytotoxic activity, in comparison with that of resveratrol, in human hepatoma HepG2 cells.[br/] Methods and results: Stilbene glucosides were isolated from a Vitis vinifera root extract. The extract was partitioned with ethyl acetate and fractionated by polyamide gel column chromatography. Pure compounds were obtained by semipreparative high-performance liquid chromatography. These were then identified by mass spectrometry and nuclear magnetic resonance (NMR) analyses, including analysis of two-dimensional NMR spectra. In addition to resveratrol, five stilbene glucosides were found: resveratroloside, resveratrol rutinoside, trans-epsilon-viniferin diglucoside, cis-epsilon-viniferin diglucoside and piceid. Of these, the first four showed cytotoxic effects against HepG2 cells when the crystal violet assay was used to determine cell viability.[br/] Conclusion: In addition to resveratrol and piceid, this is the first report of the presence of four glucosylated derivatives of resveratrol (resveratroloside, resveratrol rutinoside, and trans- and cis-epsilon-viniferin diglucosides) in the woody parts of vine. These compounds showed significant cytotoxicity against HepG2 cells.[br/] Significance and impact of the study: Stilbenes are well-known biological compounds. Grapevine is one of the main sources of this family of polyphenols. Other than piceid, stilbene glucosides have been identified in wine but never in the woody parts of vine. This is the first study in which five glucosylated derivatives of resveratrol were isolated from woody parts of vine. They were also shown to exert antiproliferative effects in human hepatoma HepG2 cells.
dc.language.isoENen_US
dc.subject.enAntiproliferative Effects
dc.subject.enCytotoxicity
dc.subject.enHepg2 Cells
dc.subject.enPhytoalexins
dc.subject.enResveratrol
dc.subject.enStilbene Glucosides
dc.title.enUnusual stilbene glucosides from Vitis vinifera roots
dc.typeArticle de revueen_US
dc.identifier.doi10.20870/oeno-one.2019.53.3.2462en_US
dc.subject.halSciences du Vivant [q-bio]/Biologie végétaleen_US
bordeaux.journalOeno Oneen_US
bordeaux.page1-7en_US
bordeaux.volume53en_US
bordeaux.hal.laboratoriesOenologie - EA 4577en_US
bordeaux.issue3en_US
bordeaux.institutionBordeaux INPen_US
bordeaux.institutionUniversité de Bordeauxen_US
bordeaux.institutionBordeaux Sciences Agro
bordeaux.institutionINRAE
bordeaux.peerReviewedouien_US
bordeaux.inpressnonen_US
hal.exportfalse
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Oeno%20One&rft.date=2019&rft.volume=53&rft.issue=3&rft.spage=1-7&rft.epage=1-7&rft.eissn=2494-1271&rft.issn=2494-1271&rft.au=AJA%20PEREZ,%20Iris&DA%20COSTA,%20Gregory&PEDROT,%20Eric&IGLESIAS,%20Marie-Laure&PALOS%20PINTO,%20Antonio&rft.genre=article


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