Evaluation of sulphonamide derivatives acting as inhibitors of human carbonic anhydrase isoforms I, II and Mycobacterium tuberculosis β-class enzyme Rv3273.

Wani, Tanvi V.; Bua, Silvia; Khude, Pravin S.; Chowdhary, Abdul H.; Supuran, Claudiu T.; Toraskar, Mrunmayee P.

A series of novel sulphonamide derivatives was obtained from sulphanilamide which was N4-alkylated with ethyl bromoacetate followed by reaction with hydrazine hydrate. The hydrazide obtained was further reacted with various aromatic aldehydes. The novel sulphonamides were characterised by infrared, mass spectrometry, 1H- and 13C-NMR and purity was determined by high-performance liquid chromatography (HPLC). Human (h) carbonic anhydrase (CA, EC 4.2.1.1) isoforms hCA I and II and Mycobacterium tuberculosis β-CA encoded by the gene Rv3273 (mtCA 3) inhibition activity was investigated with the synthesised compounds which showed promising inhibition. The KIs were in the range of 54.6 nM-1.8 µM against hCA I, in the range of 32.1 nM-5.5 µM against hCA II and of 127 nM-2.12 µM against mtCA 3.

SULFONAMIDES; AMIDE derivatives; CARBONIC anhydrase inhibitors; MYCOBACTERIUM tuberculosis; MASS spectrometry

Journal of Enzyme Inhibition & Medicinal Chemistry, 2018, Vol 33, Issue 1, p962

1475-6366

Academic Journal

10.1080/14756366.2018.1471475