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

Jagadeshwar Vannada, Eric M. Bennett, Daniel J. Wilson, Helena I. Boshoff, Clifton E. Barry, Courtney C. Aldrich

Research output: Contribution to journalArticlepeer-review

55 Scopus citations

Abstract

(Chemical Equation Presented) 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.

Original languageEnglish (US)
Pages (from-to)4707-4710
Number of pages4
JournalOrganic Letters
Volume8
Issue number21
DOIs
StatePublished - Oct 12 2006

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