Carbonic anhydrase inhibitors. Inhibition of the Rv1284 and Rv3273 beta-carbonic anhydrases from Mycobacterium tuberculosis with diazenylbenzenesulfonamides.

Article Details

Citation

Copy to clipboard

Maresca A, Carta F, Vullo D, Scozzafava A, Supuran CT

Carbonic anhydrase inhibitors. Inhibition of the Rv1284 and Rv3273 beta-carbonic anhydrases from Mycobacterium tuberculosis with diazenylbenzenesulfonamides.

Bioorg Med Chem Lett. 2009 Sep 1;19(17):4929-32. doi: 10.1016/j.bmcl.2009.07.088. Epub 2009 Jul 22.

PubMed ID

19651511 [ View in PubMed

]

Abstract

A series of diazenylbenzenesulfonamides obtained from sulfanilamide or metanilamide by diazotization followed by coupling with phenols or amines, was tested for the inhibition of the beta-carbonic anhydrases (CAs, EC 4.2.1.1) encoded by the genes Rv1284 and Rv3273 of Mycobacterium tuberculosis. Several low micromolar inhibitors of the two enzymes were detected, with prontosil being the best inhibitor (K(I)s of 126-148nM). Inhibition of pathogenic beta-CAs may lead to the development of antiinfectives with a new mechanism of action, devoid of resistance problems encountered with classical antibiotics.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Acetazolamide	Carbonic anhydrase 2	Ki (nM)	12	N/A	N/A	Details
Brinzolamide	Carbonic anhydrase 2	Ki (nM)	3	N/A	N/A	Details
Dorzolamide	Carbonic anhydrase 2	Ki (nM)	9	N/A	N/A	Details