Withanolides from Physalis coztomatl

被引:14
|
作者
Zhang, Huaping [1 ]
Cao, Cong-Mei [1 ]
Gallagher, Robert J. [1 ]
Day, Victor W. [2 ]
Kindscher, Kelly [3 ]
Timmermann, Barbara N. [1 ]
机构
[1] Univ Kansas, Sch Pharm, Dept Med Chem, Lawrence, KS 66045 USA
[2] Univ Kansas, Smallmol Xray Crystallog Lab, Lawrence, KS 66045 USA
[3] Univ Kansas, Kansas Biol Survey, Lawrence, KS 66045 USA
基金
美国国家科学基金会;
关键词
Withanolide; Physalis coztomatl; Solanaceae; Physacoztolide; Structure revision; Coagulansin A; ANTIPROLIFERATIVE WITHANOLIDES;
D O I
10.1016/j.phytochem.2014.10.012
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Six withanolides (1-6), as well as two known withanolides (physachenolide D 7 and withanoside VI 8), were isolated from the aerial parts of Physalis coztomatl (Solanaceae). Structural elucidations of 1-6 were achieved through 2D NMR and other spectroscopic techniques, while the structure of 1 was confirmed by X-ray crystallographic analysis. In addition, the stereochemical orientation of the 17-hydroxy group in withanolides was discussed in relation to C-13 NMR shifts of C-12, 13, 14 and 16. Such analysis established that coagulansin A contains a 17 alpha-hydroxy moiety rather than the reported 17 beta-hydroxy functionality, and has been revised accordingly. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:147 / 153
页数:7
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