New cytotoxic withanolides from Physalis peruviana

被引:71
作者
Lan, Yu-Hsuan [1 ]
Chang, Fang-Rong [1 ]
Pan, Mei-Jung [1 ]
Wu, Chin-Chung [1 ]
Wu, Shu-Jing [2 ]
Chen, Su-Li [1 ]
Wang, Shyh-Shyan
Wu, Ming-Jung [3 ]
Wu, Yang-Chang [1 ,4 ]
机构
[1] Kaohsiung Med Univ, Grad Inst Nat Prod, Kaohsiung 807, Taiwan
[2] Chia Nan Univ Pharm & Sci, Grad Inst Nutr Hlth, Tainan 71710, Taiwan
[3] Kaohsiung Med Univ, Fac Med & Appl Chem, Kaohsiung 807, Taiwan
[4] Natl Sun Yat Sen Univ, Kaohsiung Med Univ, Joint Res Ctr, Kaohsiung 804, Taiwan
关键词
Physalis peruviana L; Withanolides; Phyperunolide A-F; Peruvianoxide; Cytotoxicity; ERGOSTANE-TYPE STEROIDS; WITHANIA-SOMNIFERA; 4BETA-HYDROXYWITHANOLIDE-E;
D O I
10.1016/j.foodchem.2009.02.061
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Investigation of the extracts of Physalis peruviana L. has led to the isolation of seven new withanolides, phyperunolide A (1), phyperunolide B (2), phyperunolide C (3), phyperunolide D (4), peruvianoxide (5), phyperunolide E (16), and phyperunolide F (17) together with ten known withanolides. The structure and absolute stereochemistry of all compounds were elucidated on the basis of CID and NMR spectral analysis, respectively. Compounds 1, 6, 7, and 9 showed cytotoxicity against lung cancer (A549), breast cancer (MDA-MB-231 and MCF7), and liver cancer (Hep G2 and Hep 3B) cancer cell lines. The presence of 5 beta,6 beta-epoxy-2-en-1-ones in withanolides is greatly helpful in cytotoxicity, it is a key known important factor to cytotoxicity: however, interestingly, the unusual 5-chloride withanolide, 9, displayed significant activity. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:462 / 469
页数:8
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