Design, synthesis and biological evaluation of bridged epothilone D analogues

被引：13

作者：

Chen, Qiao-Hong ^{[1
]}

Ganesh, Thota ^{[1
,2
]}

Brodie, Peggy ^{[1
]}

Slebodnick, Carla ^{[1
]}

Jiang, Yi ^{[3
]}

Banerjee, Abhijit ^{[2
]}

Bane, Susan ^{[3
]}

Snyder, James P. ^{[2
]}

Kingston, David G. I. ^{[1
]}

机构：

[1] Virginia Polytech Inst & State Univ, Dept Chem, Blacksburg, VA 24061 USA

[2] Emory Univ, Dept Chem, Atlanta, GA 30322 USA

[3] SUNY Binghamton, Dept Chem, Binghamton, NY 13902 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2008年 / 6卷 / 24期

关键词：

D O I：

10.1039/b814823f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Six epothilone D analogues with a bridge between the C4-methyl and the C12-methyl carbons were prepared in an attempt to constrain epothilone D to its proposed tubulin-binding conformation. Ring-closing metathesis (RCM) was employed as the key step to build the C4-C26 bridge. In antiproliferative assays in the human ovarian cancer (A2780) and prostate cancer (PC3) cell lines, and also in tubulin assembly assay, all these compounds proved to be less active than epothilone D.

引用

页码：4542 / 4552

页数：11

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