来自皱果辣椒的细胞毒性睡茄内酯

Cytotoxic withanolides from Tubocapsicum anomalum.

作者信息

Hsieh Pei-Wen, Huang Zih-You, Chen Jyun-Hong, Chang Fang-Rong, Wu Ching-Chung, Yang Yu-Liang, Chiang Michael Y, Yen Ming-Hon, Chen Shu-Li, Yen Hsin-Fu, Lübken Tilo, Hung Wen-Chun, Wu Yang-Chang

机构信息

Graduate Institute of Natural Products, School of Pharmcy, Kaohsiung Medical University, Kaohsiung 807, Taiwan, Republic of China.

出版信息

J Nat Prod. 2007 May;70(5):747-53. doi: 10.1021/np0605541. Epub 2007 Apr 7.

DOI:10.1021/np0605541

PMID:17417907

Abstract

Fifteen new withanolides (1-8, 11-17) and two known withanolides, withanolide D (9) and 17alpha-hydroxywithanolide D (10), were isolated from the stems, roots, and leaves of Tubocapsicum anomalum using bioassay-directed fractionation. The structures were determined by spectroscopic and chemical methods, and the absolute configurations were established by CD analysis and by the Mosher ester method. The structure of 1 and 3 were further confirmed by X-ray crystallographic analysis. Compounds 1, 4-6, 8-10, and 13 showed significant cytotoxic activity against Hep G2, Hep 3B, A-549, MDA-MB-231, MCF-7, and MRC-5 cell lines.

摘要

采用生物活性导向分离法，从皱果茄的茎、根和叶中分离得到15个新的睡茄内酯（1 - 8、11 - 17）以及两个已知的睡茄内酯，即睡茄内酯D（9）和17α - 羟基睡茄内酯D（10）。通过光谱和化学方法确定了其结构，并通过圆二色光谱分析和莫舍尔酯法确定了绝对构型。1和3的结构通过X射线晶体学分析进一步得到证实。化合物1、4 - 6、8 - 10和13对Hep G2、Hep 3B、A - 549、MDA - MB - 231、MCF - 7和MRC - 5细胞系显示出显著的细胞毒性活性。