Synthesis of a β-Ketophosphonate Bioisostere of UDP-N-acetylglucosamine

被引：12

作者：

Auberger, Nicolas ^{[1
]}

Gravier-Pelletier, Christine ^{[1
]}

Le Merrer, Yves ^{[1
]}

机构：

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

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 2009卷 / 20期

关键词：

Antibiotics; C-glycosides; Nucleotides; Drug design; Inhibitors; POTENTIAL INHIBITORS; GALF MIMICS; PEPTIDOGLYCAN; BIOSYNTHESIS; PHOSPHONATE; CONVENIENT; ANALOGS; ESTERS;

D O I：

10.1002/ejoc.200900399

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise route to a new beta-ketophosphonate analog of glycosyl nucleotides is described. Such a diphosphate bioisostere is a stable mimic of enzyme substrates involved in peptidoglycan biosynthesis and will be the starting point for the development of new potential antibiotics. The synthesis is carried out by condensing a lithiomethylenephosphonate derivative on a methyl N-acetylglucosaminylacetate followed by esterification with a uridine derivative. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

引用

页码：3323 / 3326

页数：4

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