来自恩氏单叶豆的细胞毒性异戊烯基黄酮类化合物。

Cytotoxic prenylated flavanones from Monotes engleri.

作者信息

Seo E K, Silva G L, Chai H B, Chagwedera T E, Farnsworth N R, Cordell G A, Pezzuto J M, Kinghorn A D

机构信息

Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago 60612, USA.

出版信息

Phytochemistry. 1997 Jun;45(3):509-15. doi: 10.1016/s0031-9422(96)00871-0.

DOI:10.1016/s0031-9422(96)00871-0

PMID:9190085

Abstract

From the leaves of Monotes engleri, five prenylated flavanones were isolated as constituents that displayed cytotoxic activity against several human cancer cell lines. There of these substances are novel, namely, 6-(1,1-dimethylallyl)naringenin, 6-(1,1-dimethylallyl)eriodictyol and 3'-O-methyl-6-(1,1-dimethylallyl)-eriodictyol, with the other two active substances being the known flavanones, 6,8-diprenyleriodictyol and hiravanone. Additionally, two novel, but non-cytotoxic, biogenetically related flavanones were isolated, 6-[(2RS)-hydroxy-3-methyl-3-butenyl]-8-prenyleriodictyol and 5,4'-dihydroxy-4",4"-dimethyl-5"-methyl-5"H-dihydrofurano[2",3": 6,7]flavanone. The structures of the new compounds were determined by spectral analysis 1D- and 2D-NMR experiments.

摘要

从恩格勒单室茱萸的叶子中，分离出了5种异戊烯基化黄烷酮作为对多种人类癌细胞系具有细胞毒性活性的成分。其中三种物质是新的，即6-(1,1-二甲基烯丙基)柚皮素、6-(1,1-二甲基烯丙基)圣草酚和3'-O-甲基-6-(1,1-二甲基烯丙基)圣草酚，另外两种活性物质是已知的黄烷酮，6,8-二异戊烯基圣草酚和平原黄烷酮。此外，还分离出了两种新的、但无细胞毒性的、与生物合成相关的黄烷酮，6-[(2RS)-羟基-3-甲基-3-丁烯基]-8-异戊烯基圣草酚和5,4'-二羟基-4",4"-二甲基-5"-甲基-5"H-二氢呋喃并[2",3":6,7]黄烷酮。通过1D和2D-NMR光谱分析确定了新化合物的结构。