Preparative purification of antiamyloidogenic stilbenoids from Vitis vinifera (Chardonnay) stems by centrifugal partition chromatography

• Published in: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences Vol. 877; no. 10; pp. 1000 - 1004
• Main Authors: Zga, N., Papastamoulis, Y., Toribio, A., Richard, T., Delaunay, J.C., Jeandet, P., Renault, J.H., Monti, J.P., Mérillon, J.M., Waffo-Téguo, P.
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 01-04-2009; Elsevier
• Subjects: Alzheimer's disease (AD); Ampelopsin A; Analysis; Analytical chemistry; Analytical, structural and metabolic biochemistry; Antiamyloidogenic activity; Biological and medical sciences; Centrifugal partition chromatography; Centrifugation - methods; Chemical Sciences; Chromatography, Liquid - methods; Fundamental and applied biological sciences. Psychology; General pharmacology; Grapevine; Life Sciences; Medical sciences; Organic chemistry; Pharmaceutical sciences; Pharmacology. Drug treatments; Plant Extracts - chemistry; Plant Extracts - isolation & purification; Plant Stems - chemistry; Stilbenes - chemistry; Stilbenes - isolation & purification; Stilbenoids; Vitis - chemistry; β-Amyloid fibrils; β-Amyloid fibrils; Grapevine; Antiamyloidogenic activity; Alzheimer's disease (AD); Stilbenoids; Centrifugal partition chromatography; Ampelopsin A; Nervous system diseases; Alzheimer disease; Vitis vinifera; Stilbene derivatives; Stem; Cerebral disorder; Preparative scale; Vitidaceae; β Amyloid protein; Dicotyledones; Angiospermae; Central nervous system disease; Plant origin; Degenerative disease; Spermatophyta
• ISSN: 1570-0232; 1873-376X
• DOI: 10.1016/j.jchromb.2009.02.026

Five stilbenoids,
E-resveratrol,
E-piceatannol, (+)
E-(ɛ)-viniferin, (+)-ampelopsin A and vitisin C were isolated from methyl
tert-butyl ether (M
tBE) 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 β-amyloid fibrils.
E-resveratrol and (+)-ampelopsin A were found to be the most active compounds with 63 and 46% inhibition at 10
μM, 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 Aβ.