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Issue 37, 2012
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Syntheses of mycobactin analogs as potent and selective inhibitors of Mycobacterium tuberculosis

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Abstract

Three analogs of mycobactin T, the siderophore secreted by Mycobacterium tuberculosis (Mtb) were synthesized and screened for their antibiotic activity against Mtb H37Rv and a broad panel of Gram-positive and Gram-negative bacteria. The synthetic mycobactins were potent (MIC90 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 development of mycobactin-drug conjugates, as well as other applications.

Graphical abstract: Syntheses of mycobactin analogs as potent and selective inhibitors of Mycobacterium tuberculosis

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Publication details

The article was received on 04 Jun 2012, accepted on 02 Aug 2012 and first published on 03 Aug 2012


Article type: Paper
DOI: 10.1039/C2OB26077H
Citation: Org. Biomol. Chem., 2012,10, 7584-7593
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    Syntheses of mycobactin analogs as potent and selective inhibitors of Mycobacterium tuberculosis

    R. E. Juárez-Hernández, S. G. Franzblau and M. J. Miller, Org. Biomol. Chem., 2012, 10, 7584
    DOI: 10.1039/C2OB26077H

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