Bioactive stilbenes from Vitis vinifera grapevine shoots extracts.

BACKGROUND Viticultural residues from commercial viticultural activities represent a potentially important source of bioactive stilbenes such as resveratrol. The main aim of the present study was therefore to isolate, identify and perform biological assays against amyloid-beta peptide aggregation of original stilbenes from Vitis vinifera shoots. RESULTS A new resveratrol oligomer, (Z)-cis-miyabenol C (3), was isolated from Vitis vinifera grapevine shoots together with two newly reported oligostilbenes from Vitis vinifera shoots, vitisinol C (1) and (E)-cis-miyabenol C (2), and six known compounds: piceatannol, resveratrol, (E)-epsilon-viniferin (trans-epsilon-viniferin), omega-viniferin, vitisinol C and (E)-miyabenol C. The structures of these resveratrol derivatives were established on the basis of detailed spectroscopic analysis including nuclear magnetic resonance experiments. All the newly reported compounds were tested for their anti-aggregative activity against amyloid-beta fibril formation. Vitisinol C was found to exert a significant activity against amyloid-beta aggregation. CONCLUSION Vitis vinifera grapevine shoots are potentially interesting as a source of new bioactive stilbenes, such as vitisinol C. (c) 2013 Society of Chemical Industry