Activity-guided isolation of resveratrol oligomers from a grapevine-shoot extract using countercurrent chromatography.

Abstract

An activity-guided isolation of bioactive stilbenes has been carried out with the grapevine-shoot extract Vineatrol 30. After hexane precipitation of the polymeric constituents, the stilbene mixture was separated on a preparative scale using low-speed rotary countercurrent chromatography (LSRCCC). The antiproliferative activity of the separated LSRCCC fractions was then screened in the human cancer cell line A-431, and trans-resveratrol, trans-ε-viniferin, r-2-viniferin, hopeaphenol, and miyabenol C were identified as active principles. In addition, a new class of stilbene derivatives, which exhibit a γ-lactam ring structure and exert a weak growth-inhibiting activity in A-431 cells, has been identified.

• Authors: Sebastian Macke, Gerold Jerz, Michael T Empl, Pablo Steinberg, Peter Winterhalter
• Journal: Journal of agricultural and food chemistry (J Agric Food Chem) Vol. 60 Issue 48 Pg. 11919-27 (Dec 05 2012) ISSN: 1520-5118 [Electronic] United States
• PMID: 23157192 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Antineoplastic Agents, Phytogenic
• Benzofurans
• Phenols
• Stilbenes
• hopeaphenol
• miyabenol C
• vineatrol
• epsilon-viniferin
• Resveratrol

Topics

• Antineoplastic Agents, Phytogenic (chemistry, isolation & purification, pharmacology)
• Benzofurans (isolation & purification, pharmacology)
• Cell Line, Tumor (drug effects)
• Chemical Fractionation (methods)
• Countercurrent Distribution (methods)
• Drug Screening Assays, Antitumor (methods)
• Humans
• Molecular Structure
• Phenols (chemistry, pharmacology)
• Plant Shoots (chemistry)
• Resveratrol
• Stilbenes (chemistry, isolation & purification, pharmacology)
• Vitis (chemistry)