Design, Synthesis, and Biological Evaluation of β-Ketosulfonamide Adenylation Inhibitors as Potential Antitubercular Agents
- 16 September 2006
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 8 (21) , 4707-4710
- https://doi.org/10.1021/ol0617289
Abstract
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 β-ketosulfonamide linkage of 3 and 4.Keywords
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