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Org Biomol Chem. 2010 Sep 21;8(18):4066-70. doi: 10.1039/c0ob00182a. Epub 2010 Jul 19.

Design and synthesis of nonpeptidic, small molecule inhibitors for the Mycobacterium tuberculosis protein tyrosine phosphatase PtpB.

Author information

1
Department of Chemistry, University of California, Berkeley, California 94720-1460, USA.

Abstract

The design and synthesis of new inhibitor analogues for the Mycobacterium tuberculosis (Mtb) phosphatase PtpB is described. Analogues were synthesized by incorporation of two common and effective phosphate mimetics, the isothiazolidinone (IZD) and the difluoromethylphosphonic acid (DFMP). The basic scaffold of the inhibitor was identified from structure-activity relationships established for a previously published isoxazole inhibitor, while the phosphate mimetics were chosen based on their proven cell permeability and activity when incorporated into previously reported inhibitors for the phosphatase PTP1B. The inhibitory activity of each compound was evaluated, and each was found to have low or submicromolar affinity for PtpB.

PMID:
20644889
PMCID:
PMC3009555
DOI:
10.1039/c0ob00182a
[Indexed for MEDLINE]
Free PMC Article

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