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Cefsulodin Inspired Potent and Selective Inhibitors of mPTPB, a Virulent Phosphatase from Mycobacterium tuberculosis.

Abstract：

:mPTPB is a virulent phosphatase from Mycobacterium tuberculosis and a promising therapeutic target for tuberculosis. To facilitate mPTPB-based drug discovery, we identified α-sulfophenylacetic amide (SPAA) from cefsulodin, a third generation β-lactam cephalosporin antibiotic, as a novel pTyr pharmacophore for mPTPB. Structure-guided and fragment-based optimization of SPAA led to the most potent and selective mPTPB inhibitor 9, with a K i of 7.9 nM and more than 10,000-fold preference for mPTPB over a large panel of 25 phosphatases. Compound 9 also exhibited excellent cellular activity and specificity in blocking mPTPB function in macrophage. Given its novel structure, modest molecular mass, and extremely high ligand efficiency (0.46), compound 9 represents an outstanding lead compound for anti-TB drug discovery targeting mPTPB.

journal_name

ACS Med Chem Lett

journal_title

ACS medicinal chemistry letters

authors

He R,Yu ZH,Zhang RY,Wu L,Gunawan AM,Zhang ZY

doi

10.1021/acsmedchemlett.5b00373

subject

Has Abstract

pub_date

2015-11-03 00:00:00

pages

1231-5

issue

12

issn

1948-5875

journal_volume

6

pub_type

杂志文章

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