Lissoclinotoxins E and F, novel cytotoxic alkaloids from a Philippine didemnid ascidian

被引：49

作者：

Davis, RA

Sandoval, IT

Concepcion, GP

da Rocha, RM

Ireland, CA ^{[1
]}

机构：

[1] Univ Utah, Dept Med Chem, Salt Lake City, UT 84112 USA

[2] Univ Utah, Huntsman Canc Inst, Salt Lake City, UT 84112 USA

[3] Univ Philippines, Inst Marine Sci, Quezon City 1101, Philippines

[4] Univ Fed Parana, Dept Zool, BR-81531980 Curitiba, Parana, Brazil

来源：

TETRAHEDRON | 2003年 / 59卷 / 16期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

ascidian; didemnid; alkaloids; lissoclinotoxins E and F; computational chemistry; cytotoxicity; PTEN; MDA-MB-468; MDA-MB-4355;

D O I：

10.1016/S0040-4020(03)00335-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Bioassay-guided fractionation of the MeOH extract from a Philippine didemnid ascidian resulted in the isolation of two new dimeric alkaloids, lissoclinotoxins E (1) and F (2). The polysulfide structures for compounds 1 and 2 were determined by interpretation of spectroscopic data and chemical degradation. Computational chemistry studies suggested that the N-alkyl chains about the tricyclic systems of lissoclinotoxins E and F had trans and cis orientations, respectively. Alkaloids 1 and 2 displayed IC50 values of 2.3 and 1.5 mug/mL, respectively, towards the PTEN-deficient human breast carcinoma cell line, MDA-MB-468. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：2855 / 2859

页数：5

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