title: 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.affiliation: Institute of Food Chemistry, Technische Universität Braunschweig, Schleinitzstraße 20, 38106 Braunschweig, Germany.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Macke
authors.forename: Gerold
authors.initials: G
authors.lastname: Jerz
authors.forename: Michael T
authors.initials: MT
authors.lastname: Empl
authors.forename: Pablo
authors.initials: P
authors.lastname: Steinberg
authors.forename: Peter
authors.initials: P
authors.lastname: Winterhalter
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001572:Benzofurans / Q000302:isolation & purification / Q000494:pharmacology; D045744:Cell Line, Tumor / Q000187:drug effects; D005591:Chemical Fractionation / Q000379:methods; D003377:Countercurrent Distribution / Q000379:methods; D004354:Drug Screening Assays, Antitumor / Q000379:methods; D006801:Humans; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry* / Q000494:pharmacology*; D018520:Plant Shoots / Q000737:chemistry; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D027843:Vitis / Q000737:chemistry*
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D001572:Benzofurans; D010636:Phenols; D013267:Stilbenes; C518233:hopeaphenol; C585842:miyabenol C; C509818:vineatrol; C091891:epsilon-viniferin; D000077185:Resveratrol