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Sulfonamide derivatives with benzothiazole scaffold: Synthesis and carbonic anhydrase I–II inhibition properties

Cansu Öztürk, Erbay Kalay, Serpil Gerni, Neslihan Balcı, Feyzi Sinan Tokalı, Osman Nuri Aslan, Emrah Polat

2023Biotechnology and Applied Biochemistry12 citationsDOI

Abstract

Abstract The secondary sulfonamide derivatives containing benzothiazole scaffold ( 1–10 ) were synthesized to determine their inhibition properties on two physiologically essential human carbonic anhydrases isoforms (hCAs, EC, 4.2.1.1), hCA I, and hCA II. The inhibitory effects of the compounds on hCA I and hCA II isoenzymes were investigated by comparing their IC 50 and K i values. The K i values of compounds ( 1–10 ) against hCA I and hCA II are in the range of 0.052 ± 0.022–0.971 ± 0.280 and 0.025 ± 0.010–0.682 ± 0.335, respectively. Some of these inhibited the enzyme more effectively than the standard drug, acetazolamide. In particular, compounds 5 and 4 were found to be most effective on hCA I and hCA II.

Topics & Concepts

BenzothiazoleCarbonic anhydraseSulfonamideAcetazolamideChemistryIC50EnzymeCarbonic anhydrase IICarbonic Anhydrase ICarbonic anhydrase inhibitorIsozymeStereochemistryIn vitroCombinatorial chemistryPharmacologyBiochemistryBiologyInternal medicineMedicineEnzyme function and inhibitionSynthesis and Catalytic ReactionsPhenothiazines and Benzothiazines Synthesis and Activities
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