Anticancer diarylheptanoid glycosides from the inner bark of Betula papyrifera

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• 作者：Vakhtang Mshvildadze ; Jean Legault ; Serge Lavoie ; Charles Gauthier ; André ; Pichette
• 关键词：Betula papyrifera ; Betulaceae ; Birch ; Bark ; Diarylheptanoid ; Chavicol ; Glycoside ; NMR ; Cytotoxic ; Anticancer
• 刊名：Phytochemistry
• 出版年：2007
• 期刊代码：85_00319422
• 类别：ch
• 出版时间：October 2007
• 卷：68
• 期：20
• 页码：2531-2536
• 文件大小：163 K

摘要

Phytochemical investigations of the MeOH extract of Betula papyrifera inner bark led to the isolation of ten phenolic compounds of the following types: diarylheptanoid glycosides (1–4), a diarylheptanoid (5), a lignan (6), flavonoids (7–8) and chavicol glycosides (9–10). Among them, the diarylheptanoid glycoside, (S)-1,7-bis-(4-hydroxyphenyl)-heptan-3-one-5-O-α-l-arabinofuranosyl-(1 → 6)-β-d-glucopyranoside, papyriferoside A (1), was isolated and its structure was determined on the basis of 1D and 2D NMR, HPLC-MS, as well as high resolution mass spectroscopic data. Platyphylloside (4) exerted the strongest cytotoxic activity of all isolated compounds with IC₅₀ values ranging from 10.3 to 13.8 μM.