Total synthesis and biological assessment of cyclopropane-based epothilone analogues - Modulation of drug efflux through polarity adjustments

被引：17

作者：

Cachoux, Frederic

Isarno, Thomas

Wartmann, Markus

Altmann, Karl-Heinz

机构：

[1] ETH Honggerberg, Inst Pharmaceut Sci, ETH, Dept Chem & Appl Biosci, CH-8093 Zurich, Switzerland

[2] Novartis Inst Biomed Res, Oncol DA, Basel, Switzerland

来源：

SYNLETT | 2006年 / 09期

关键词：

antitumor agents; epothilones; total synthesis; natural products; stereoselectivity;

D O I：

10.1055/s-2006-939727

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzimidazole-based analogues of epothilones containing a cyclopropane ring in place of the natural epoxide moiety have been prepared based on the selective cyclopropanation of homoallylic alcohol intermediates as one of the key steps. In contrast to the epoxide-containing parent compounds the cyclopropane analogues are not or only minimally susceptible to P-gp170-mediated drug efflux.

引用

收藏

页码：1384 / 1388

页数：5

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