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6. Viniphenol A, a Complex Resveratrol Hexamer from Vitis vinifera Stalks: Structural Elucidation and Protective Effects against Amyloid-β-Induced Toxicity in PC12 Cells

Author

Papastamoulis, Yorgos, primary, Richard, Tristan, additional, Nassra, Merian, additional, Badoc, Alain, additional, Krisa, Stéphanie, additional, Harakat, Dominique, additional, Monti, Jean-Pierre, additional, Mérillon, Jean-Michel, additional, and Waffo-Teguo, Pierre, additional

Published
2014
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8. Viniphenol A, a Complex Resveratrol Hexamer from Vitis viniferaStalks: Structural Elucidation and Protective Effects against Amyloid-β-Induced Toxicity in PC12 Cells

Author

Papastamoulis, Yorgos, Richard, Tristan, Nassra, Merian, Badoc, Alain, Krisa, Stéphanie, Harakat, Dominique, Monti, Jean-Pierre, Mérillon, Jean-Michel, and Waffo-Teguo, Pierre

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 viniferastalks. 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. viniferafor 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.

Published
2014
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