Preparative purification of antiamyloidogenic stilbenoids from Vitis vinifera (Chardonnay) stems by centrifugal partition chromatography.
Five stilbenoids, E-resveratrol, E-piceatannol, (+) E-(epsilon)-viniferin, (+)-ampelopsin A and vitisin C were isolated from methyl tert-butyl ether (MtBE) stem extract of Vitis vinifera (Chardonnay cv). Their purification on a preparative scale was obtained by centrifugal partition chromatography (CPC) using quaternary Arizona solvent systems composed of n-heptane/ethyl acetate/methanol/water. We tested 23 Arizona solvent systems to partition the extract and found that systems K and M (Hept/EtOAc/MeOH/water, 1:2:1:2 and 5:6:5:6, respectively; v/v) were the best to separate the stilbenes mentioned above. This support-free liquid-liquid chromatographic procedure made it possible to isolate ampelopsin A from V. vinifera for the first time. The antiamyloidogenic activity of the isolated stilbenes was evaluated versus beta-amyloid fibrils. E-resveratrol and (+)-ampelopsin A were found to be the most active compounds with 63 and 46% inhibition at 10microM, respectively. These findings suggest that E-resveratrol and (+)-ampelopsin A may function as attractive new candidates for protecting against brain cell dysfunction in vivo in AD by inhibiting the aggregation of Abeta.
Zga
N
N
Université de Bordeaux 2, Groupe d'Etude des Substances Végétales à Activité Biologique, EA 3615, IFR 103, Institut des Sciences de la Vigne de du Vin (ISVV), 210 chemin de Leysotte, cs 50008, F-33882 Villenave d'Ornon, France.
Papastamoulis
Y
Y
Toribio
A
A
Richard
T
T
Delaunay
J C
JC
Jeandet
P
P
Renault
J H
JH
Monti
J P
JP
Mérillon
J M
JM
Waffo-Téguo
P
P
D002498:Centrifugation / Q000379:methods*; D002853:Chromatography, Liquid / Q000379:methods*; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification; D018547:Plant Stems / Q000737:chemistry*; D013267:Stilbenes / Q000737:chemistry / Q000302:isolation & purification*; D027843:Vitis / Q000737:chemistry*
D010936:Plant Extracts; D013267:Stilbenes