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Syntheses of mycobactin analogs as potent and selective inhibitors of Mycobacterium tuberculosis.

ABSTRACT: Three analogs of mycobactin T, the siderophore secreted by Mycobacterium tuberculosis (Mtb) were synthesized and screened for their antibiotic activity against Mtb H(37)Rv and a broad panel of Gram-positive and Gram-negative bacteria. The synthetic mycobactins were potent (MIC(90) 0.02-0.88 ?M in 7H12 media) and selective Mtb inhibitors, with no inhibitory activity observed against any other of the microorganisms tested. The maleimide-containing analog 40 represents a versatile platform for the development of mycobactin-drug conjugates, as well as other applications.

SUBMITTER: Juarez-Hernandez RE

PROVIDER: S-EPMC3482464 | biostudies-literature | 2012 Oct

REPOSITORIES: biostudies-literature

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Syntheses of mycobactin analogs as potent and selective inhibitors of Mycobacterium tuberculosis.

Juárez-Hernández Raúl E RE Franzblau Scott G SG Miller Marvin J MJ

Organic & biomolecular chemistry 20120816 37

Three analogs of mycobactin T, the siderophore secreted by Mycobacterium tuberculosis (Mtb) were synthesized and screened for their antibiotic activity against Mtb H(37)Rv and a broad panel of Gram-positive and Gram-negative bacteria. The synthetic mycobactins were potent (MIC(90) 0.02-0.88 μM in 7H12 media) and selective Mtb inhibitors, with no inhibitory activity observed against any other of the microorganisms tested. The maleimide-containing analog 40 represents a versatile platform for the ...[more]

PMID: 22895786

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