Synthesis, characterization and in vitro inhibition of metal complexes of pyrazole based sulfonamide on human erythrocyte carbonic anhydrase isozymes I and II

摘要

Nurgün Büyükk?dan a* , Bülent Büyükk?dan a , Metin Bülbül a , Rahmi Kas?mo?ullar? a & Samet Mert a a Department of Chemistry , Arts and Science Faculty, Dumlupinar University , Kutahya , Turkey CONTACT Dr. Nurgün Büyükk?dan nurgun. buyukkidan@dpu. edu. tr Department of Chemistry , Arts and Science Faculty, Dumlupinar University , 43100 Kutahya , Turkey Supplemental data for this article can be accessed here Sulfonamides represent an important class of biologically active compounds. A sulfonamide possessing carbonic anhydrase (CA) inhibitory properties obtained from a pyrazole based sulfonamide, ethyl 1-(3-nitrophenyl)-5-phenyl-3-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)carbamoyl)-1H-pyrazole-4-carboxylate ( 1 ), and its metal complexes with the Ni(II) for ( 2 ), Cu(II) for ( 3 ) and Zn(II) for ( 4 ) have been synthesized. The structures of metal complexes ( 2 – 4 ) were established on the basis of their elemental analysis, 1H NMR, IR, UV–Vis and MS spectral data. The inhibition of two human carbonic anhydrase (hCA, EC 4.2.1.1) isoenzymes I and II, with 1 and synthesized complexes ( 2 – 4 ) and acetazolamide (AAZ) as a control compound was investigated in vitro by using the hydratase and esterase assays. The complexes 2 , 3 and 4 showed inhibition constant in the range 0.1460–0.3930?μM for hCA-I and 0.0740–0.0980?μM for hCA-II, and they had effective more inhibitory activity on hCA-I and hCA-II than corresponding free ligand 1 and than AAZ.