Latrunculin with a highly oxidized thiazolidinone ring: Structure assignment and actin docking

被引：31

作者：

Ahmed, Safwat A.

Odde, Srinivas

Daga, Pankaj R.

Bowling, John J.

Mesbah, Mostafa K.

Youssef, Diaa T.

Khalifa, Sherief I. ^{[1
]}

Doerksen, Robert J.

Hamann, Mark T.

机构：

[1] Univ Mississippi, Dept Med Chem, University, MS 38677 USA

[2] Univ Mississippi, Sch Pharm, Dept Pharmacognosy, University, MS 38677 USA

[3] Suez Canal Univ, Fac Pharm, Dept Pharmacognosy, Ismailia, Egypt

[4] Univ Mississippi, Natl Ctr Nat Prod Res, University, MS 38677 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 23期

关键词：

D O I：

10.1021/ol7020675

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new latrunculin, oxalatrunculin B (3), was isolated from Red Sea sponge Negombata corticata. Extensive spectroscopic analysis revealed an unprecedented heterocycle in which the rare thiazolidinone ring found in latrunculins was oxidized with three additional oxygens. An actin polymerization inhibition assay agreed with MM-PBSA free energy calculations that 3 binds more weakly than latrunculin B to actin. Significant antifungal and anticancer activity of 3 was found, suggesting an alternate target in addition to actin for latrunculin bioactivity.

引用

页码：4773 / 4776

页数：4

共 14 条

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