title: Viniphenol A, a complex resveratrol hexamer from Vitis vinifera stalks: structural elucidation and protective effects against amyloid-β-induced toxicity in PC12 cells.
abstract: Stilbenes have received much attention during the last two decades following the discovery of resveratrol in wine. Since then, there have been a growing number of papers reporting various biological activities of naturally occurring stilbenes. The aim of this study was to determine new minor stilbenes from Vitis vinifera stalks. Purification of these compounds was achieved by means of centrifugal partition chromatography, a versatile separation technique that does not require a solid stationary phase. Viniphenol A (1), a new resveratrol hexamer, was isolated along with five oligostilbenoids identified in V. vinifera for the first time, ampelopsin C, davidiol A, leachianol F, leachianol G, and E-maackin, a dimer with an unusual dioxane moiety, and 14 known hydroxystilbenes. The structure and stereochemistry of viniphenol A were determined on the basis of spectroscopic data analysis and molecular modeling under NMR constraints. Viniphenol A showed protective effects against amyloid-β-induced toxicity in PC12 cell cultures.
authors: Université de Bordeaux , ISVV, GESVAB, EA 3675, F-33140 Villenave d'Ornon Cedex, France.
authors: Yorgos
authors: Y
authors: Papastamoulis
authors: Tristan
authors: T
authors: Richard
authors: Merian
authors: M
authors: Nassra
authors: Alain
authors: A
authors: Badoc
authors: Stéphanie
authors: S
authors: Krisa
authors: Dominique
authors: D
authors: Harakat
authors: Jean-Pierre
authors: JP
authors: Monti
authors: Jean-Michel
authors: JM
authors: Mérillon
authors: Pierre
authors: P
authors: Waffo-Teguo
mesh_terms: D016229:Amyloid beta-Peptides / Q000494:pharmacology; D000818:Animals; D000975:Antioxidants / Q000494:pharmacology; D002392:Catechin / Q000494:pharmacology; D004146:Dioxanes / Q000737:chemistry; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D016716:PC12 Cells; D051381:Rats; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D027843:Vitis / Q000737:chemistry*
chemical_list: D016229:Amyloid beta-Peptides; D000975:Antioxidants; D004146:Dioxanes; D013267:Stilbenes; C000590037:viniphenol A; D002392:Catechin; D000077185:Resveratrol