Synthesis of new series of thiazol-(2(3H)-ylideneamino)benzenesulfonamide derivatives as carbonic anhydrase inhibitors


BERBER N., ARSLAN M., Vural F., ERGÜN A., GENÇER N., ARSLAN O.

JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY, 2020 (Peer-Reviewed Journal) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume:
  • Publication Date: 2020
  • Doi Number: 10.1002/jbt.22596
  • Journal Name: JOURNAL OF BIOCHEMICAL AND MOLECULAR TOXICOLOGY
  • Journal Indexes: Science Citation Index Expanded, Scopus, Agricultural & Environmental Science Database, Applied Science & Technology Source, BIOSIS, Biotechnology Research Abstracts, Chemical Abstracts Core, EMBASE, Environment Index, Food Science & Technology Abstracts, MEDLINE
  • Keywords: 2-iminothiazoline, carbonic anhydrase, enzyme inhibitor, sulfonamide, THERAPEUTIC APPLICATIONS, CROSS-REACTIVITY, THIAZOLE, ANTICANCER, MECHANISM, ISOZYMES, AFFINITY, BEARING, IX

Abstract

Human carbonic anhydrase I and II isoenzymes (hCA I and II) are important metabolic enzymes. In this study, a new series of thiazol-(2(3H)-ylideneamino)benzenesulfonamide derivatives were synthesized and also some inhibition parameters including IC50(hydratese) and inhibition constant values (K-i, esterase) were determined. All studied compounds exhibited potent inhibition against these enzymes. They inhibited carbonic anhydrases (CAs) with the IC(50)values of 113 to 395.8 nM (K-i = 77.38-319.59 nM) for hCA I and 91.9 to 516 nM (K-i = 62.79-425.89 nM) for hCA II. Among the compounds,5cwas found to be the most active one (K-i: 77.38 nM) for hCA I and5gwas found for hCA II with the value of 62.79 nM.