Isolation of dolastatin 10 from the marine cyanobacterium Symploca species VP642 and total stereochemistry and biological evaluation of its analogue symplostatin 1

被引:261
作者
Luesch, H
Moore, RE [1 ]
Paul, VJ
Mooberry, SL
Corbett, TH
机构
[1] Univ Hawaii Manoa, Dept Chem, Honolulu, HI 96822 USA
[2] Univ Guam, Marine Lab, UOG Stn, Mangilao, GU 96923 USA
[3] SW Fdn Biomed Res, Dept Physiol & Med, San Antonio, TX 78245 USA
[4] Wayne State Univ, Karmanos Canc Ctr, Detroit, MI 48201 USA
来源
JOURNAL OF NATURAL PRODUCTS | 2001年 / 64卷 / 07期
关键词
D O I
10.1021/np010049y
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The potent antitumor agent dolastatin 10 (1) was originally isolated from the sea hare Dolabella auricularia, and we now report its isolation from the marine cyanobacterium Symploca sp. VP642 from Palau. The chemically related analogue symplostatin 1 (2) has been reisolated from Guamanian and Hawaiian varieties of S. hydnoides and its total stereochemistry completed by determining the N,N-dimethylisoleucine unit to be L. Symplostatin 1 (2), like dolastatin 10 (1), is a potent microtubule inhibitor. The antitumor activity of 2 was assessed in vivo against several murine tumors. Symplostatin 1 (2) was effective against a drug-insensitive mammary tumor and a drug-insensitive colon tumor; however, it was only slightly effective against two MDR tumors.
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页码:907 / 910
页数:4
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