Synthesis and evaluation of N-heteroarylsubstituted triazolosulfonamides as carbonic anhydrase inhibitors


Balci A., Arslan M., NIXHA A. R. , Bilen C. , Ergun A., Gencer N.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, vol.30, no.3, pp.377-382, 2015 (Journal Indexed in SCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 30 Issue: 3
  • Publication Date: 2015
  • Doi Number: 10.3109/14756366.2014.940933
  • Title of Journal : JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
  • Page Numbers: pp.377-382
  • Keywords: Carbonic anhydrase, enzyme inhibitor, sulfonamide, triazole, IN-VITRO INHIBITION, ISOFORMS I, SULFONAMIDE INHIBITORS, ANTIFUNGAL AGENTS, DERIVATIVES, 1,2,4-TRIAZOLE, COUMARINS, ENZYME

Abstract

A new series of N-heteroarylsubstituted triazolosulfonamide compounds were synthesized and their inhibitory effects on the activity of purified human carbonic anhydrase (hCA) I and II were evaluated. Compounds (3 a-k) were prepared by propargylation of N-heteroaryl compounds. Compound 5 was obtained from sulfanilamide and sodium nitrite followed by addition of sodium azide. The products (6 a-k) were synthesized from compounds 3 and 5. The results showed that all the synthesized compounds were inhibited the CA isoenzymes activity. Figure 6a (IC50 = 0.52 mu M for hCA I and 0.34 mu M for hCA II) has the most inhibitory effect among the synthesized compounds.