Efficient synthesis of a bacterial translocase MraY inhibitor

被引：11

作者：

Ciouet, Anthony ^{[1
]}

Gravier-Pelletier, Christine ^{[1
]}

Al-Dabbag, Bayan ^{[2
]}

Bouhss, Ahmed ^{[2
]}

Le Merrer, Yves ^{[1
]}

机构：

[1] Univ Paris 05, Chim & Biochim Pharmacol & Toxicol Lab, CNRS, UMR 8601, F-75006 Paris, France

[2] Univ Paris Sud, CNRS, UMR 8619, IBBMC, F-91405 Orsay, France

来源：

TETRAHEDRON-ASYMMETRY | 2008年 / 19卷 / 04期

关键词：

D O I：

10.1016/j.tetasy.2008.01.037

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The bacterial translocase MraY has recently been demonstrated as a prime target for the development of new antibiotics. We describe a straightforward synthesis of a new inhibitor I of this enzyme. The two key steps involve a tandem nucleophilic epoxide ring opening of C2-symmetrical bis-epoxide and subsequent O-heterocyclisation, followed by O-glycosylation. The in vitro biological evaluation of 1 at 2 mM showed an 81% of inhibition of the MraY activity. Therefore, congeners of I should permit detailed SAR investigations for the discovery of novel antibacterials. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：397 / 400

页数：4

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