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-β 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)-ε-viniferin (trans-ε-viniferin), ω-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-β fibril formation. Vitisinol C was found to exert a significant activity against amyloid-β aggregation.


CONCLUSIONS
Vitis vinifera grapevine shoots are potentially interesting as a source of new bioactive stilbenes, such as vitisinol C.
Université de Bejaia, Faculté des Sciences de la Nature et de la vie, Laboratoire de Biochimie Appliquée, Bejaia, 06000, Algérie.
Nassima
N
Chaher
Kamel
K
Arraki
Elsa
E
Dillinseger
Hamza
H
Temsamani
Stéphane
S
Bernillon
Eric
E
Pedrot
Jean-Claude
JC
Delaunay
Jean-Michel
JM
Mérillon
Jean-Pierre
JP
Monti
Jean-Claude
JC
Izard
Djebbar
D
Atmani
Tristan
T
Richard
D000383:Agriculture / Q000191:economics; D016229:Amyloid beta-Peptides / Q000037:antagonists & inhibitors / Q000378:metabolism; D001572:Benzofurans / Q000032:analysis / Q000737:chemistry / Q000191:economics / Q000302:isolation & purification; D002851:Chromatography, High Pressure Liquid; D055808:Drug Discovery; D005602:France; D006801:Humans; D007220:Industrial Waste / Q000032:analysis* / Q000191:economics; D015394:Molecular Structure; D018696:Neuroprotective Agents / Q000737:chemistry / Q000191:economics / Q000302:isolation & purification / Q000494:pharmacology; D018697:Nootropic Agents / Q000737:chemistry / Q000191:economics / Q000302:isolation & purification* / Q000494:pharmacology; D010446:Peptide Fragments / Q000037:antagonists & inhibitors / Q000378:metabolism; D010636:Phenols / Q000737:chemistry / Q000191:economics; D010936:Plant Extracts / Q000737:chemistry* / Q000191:economics; D018520:Plant Shoots / Q000737:chemistry*; D066329:Protein Aggregates / Q000187:drug effects; D066263:Protein Aggregation, Pathological; D021241:Spectrometry, Mass, Electrospray Ionization; D013237:Stereoisomerism; D013267:Stilbenes / Q000032:analysis / Q000737:chemistry / Q000191:economics / Q000302:isolation & purification* / Q000494:pharmacology; D000081225:Stilbestrols; D027843:Vitis / Q000737:chemistry*
D016229:Amyloid beta-Peptides; D001572:Benzofurans; D007220:Industrial Waste; D018696:Neuroprotective Agents; D018697:Nootropic Agents; D010446:Peptide Fragments; D010636:Phenols; D010936:Plant Extracts; D066329:Protein Aggregates; D013267:Stilbenes; D000081225:Stilbestrols; C074636:amyloid beta-protein (25-35); C585842:miyabenol C; C509818:vineatrol; C000593496:vitisinol C
LC-MS; NMR; Vitis vinifera; amyloid-β; stilbene