Biologically active stilbene derivatives from Picea abies bark by isolation and modification.

Important note: Information in this article was accurate in 1995. The state of the art may have changed since the publication date.

Biologically active stilbene derivatives from Picea abies bark by isolation and modification.

Diss Abstr Int [C]; 55(4):1226 1994. Unique Identifier : AIDSLINE ICDB/95615324
Mannila E; Jyvaskylan Yliopisto, Finland

Abstract: Picea abies bark has a relatively high stilbene content. Resveratrol, piceatannol, isorhapontigenin, astringin and isorhapontin were isolated and identified as the main stilbenes, and the proportion of each relative to total stilbenes was determined. Stilbene, bibenzyl and 1,2-diphenylethanol derivatives were prepared from the isolated stilbenes by chemical and enzymatic reactions (acetylation, methylation, hydrogenation, hydration and enzymatic deglucosidation). The chromatographic methods used in the separation (thin layer, flash and reversed phase high-performance liquid chromatography (TLC, FC, RP-HPLC)) are described together with NMR, the most useful method for the structure verification. The biological activity (antifungal, antitumor, anti-HIV and antileukemic activity) of the compounds was preliminarily tested in cooperation with research centers and industry. Antileukemic activity in vitro, evaluated with the mouse L1210 leukemia cell line, was found to characterize almost all compounds studied. The activity was highest for dihydroastringin (EC50 value 6.2 uM). The relationships between structure and activity are discussed. (Full text NOT AVAILABLE FROM UNIVERSITY MICROFILMS INTERNATIONAL)

Keywords: Animal Antineoplastic Agents/*ISOLATION & PURIF/THERAPEUTIC USE Leukemia L1210/*DRUG THERAPY Mice Stilbenes/*ISOLATION & PURIF/THERAPEUTIC USE THESIS
951230
M95C3244

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