Synthesis of some natural sulphonamide derivatives as carbonic anhydrase inhibitors

Taner Gokcen, Melike Al , Meryem Topal, Ilhami Gulcin, Turan Ozturk and Ahmet C. Goren

TUBITAK UME, Chemistry Group Laboratories, P.O. Box:54, 41470, Kocaeli, Türkiye

Beuth University of Applied Sciences, Faculty II of Pharma and Chemical Engineering, Berlin, Germany

Gumushane University,Vocational School of Health Services, Department of Medical Services and Techniques, Gumushane, Türkiye

Ataturk University, Faculty of Science, Department of Chemistry, Erzurum, Türkiye

Programming of Diseases Research Chair, Zoology Department, College of Science, King Saud University, Riyadh, Saudi Arabia

Istanbul Technical University, Faculty of Science, Department of Organic Chemistry, Istanbul, Türkiye

Abstract: Carbonic anhydrase inhibitors are both in clinical use as antiglaucoma, diuretics, antiepileptics and management of altitude sickness, and under investigation as anticancer, anticonvulsant and antiobesity agents. Sulphonamides have been known for decades as carbonic anhydrase inhibitors and are in clinical use. Sulphonamide derivatives of p-hydroxybenzoic acid and 3,4,5-trihydroxybenzoic acid (gallic acid) were synthesized and their inhibition values over hCA I and hCA II isozymes, purified from human erythrocyte cells by Sepharose-4B-L-tyrosine-sulphanilamide, were determined. Compounds synthesized showed efficient carbonic anhydrase inhibition activity at low nM levels.

Keywords: Carbonic anhydrase inhibitor; sulphonamides; p-hydroxybenzoic acid; 3,4,5-trihydroxybenzoic acid (gallic acid). © 2017 ACG Publications. All rights reserved.