Design, synthesis, and biological evaluation of β-ketosulfonamide adenylation inhibitors as potential antitubercular agents

被引：52
|
作者：
Vannada, Jagadeshwar [1 ]
Bennett, Eric M.
Wilson, Daniel J.
Boshoff, Helena I.
Barry, Clifton E., III
Aldrich, Courtney C.
机构：
[1] Univ Minnesota, Acad Hlth Ctr, Ctr Drug Design, Minneapolis, MN 55455 USA
[2] NIAID, TB Res Sect, Rockville, MD 20852 USA
来源：
ORGANIC LETTERS | 2006年 / 8卷 / 21期
关键词：
D O I：
10.1021/ol0617289
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The antitubercular nucleoside antibiotics 1 and 2 were recently described that inhibit the adenylate-forming enzyme MbtA and disrupt biosynthesis of the virulence-conferring siderophore known as mycobactin in Mycobacterium tuberculosis. Herein, we report efforts to refine this inhibitor scaffold by replacing the labile acylsulfamate linkage (highlighted) with the more chemically robust beta-ketosulfonamide linkage of 3 and 4.
引用
收藏
页码：4707 / 4710
页数：4
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