title: Inhibition of carbonic anhydrase isoforms I, II, IX and XII with secondary sulfonamides incorporating benzothiazole scaffolds.
abstract: Carbonic anhydrases (CAs, EC 4.2.1.1) catalyze the fundamental reaction of CO2 hydration in all living organisms, being actively involved in the regulation of a plethora of patho/physiological conditions. A series of benzothiazole-based sulfonamides were synthesized and tested as possible CA inhibitors. Their inhibitory activity was assessed against the cytosolic human isoforms hCA I and hCA II and the transmembrane hCA IX and hCA XII. Several of the investigated derivatives showed interesting inhibition activity and selectivities for inhibiting hCA IX and hCA XII over the off-target ones hCA I and hCA II. Furthermore, computational procedures were used to investigate the binding mode of this class of compounds, within the active site of hCA IX.
authors.affiliation: a School of Pharmacy, Aristotle University of Thessaloniki , Thessalonik , Greece .
authors.forename: Anthi
authors.initials: A
authors.lastname: Petrou
authors.affiliation: a School of Pharmacy, Aristotle University of Thessaloniki , Thessalonik , Greece .
authors.forename: Athina
authors.initials: A
authors.lastname: Geronikaki
authors.affiliation: b Neurofarba Department, Section of Pharmaceutical Sciences, Università Degli Studi Di Firenze , Sesto Fiorentino , Florence , Italy .|c Department of Medical Biology , Faculty of Medicine, Yildirim Beyazit University, Bilkent Campus , Ankara , Turkey , and.
authors.forename: Emine
authors.initials: E
authors.lastname: Terzi
authors.affiliation: c Department of Medical Biology , Faculty of Medicine, Yildirim Beyazit University, Bilkent Campus , Ankara , Turkey , and.
authors.forename: Ozen Ozensoy
authors.initials: OO
authors.lastname: Guler
authors.affiliation: d Department of Pharmacy , University of Pisa , Pisa , Italy.
authors.forename: Tiziano
authors.initials: T
authors.lastname: Tuccinardi
authors.affiliation: b Neurofarba Department, Section of Pharmaceutical Sciences, Università Degli Studi Di Firenze , Sesto Fiorentino , Florence , Italy .
authors.forename: Claudiu T
authors.initials: CT
authors.lastname: Supuran
mesh_terms: D052160:Benzothiazoles / Q000737:chemistry*; D002257:Carbonic Anhydrase Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D002256:Carbonic Anhydrases / Q000187:drug effects*; D007527:Isoenzymes / Q000037:antagonists & inhibitors*; D062105:Molecular Docking Simulation; D013449:Sulfonamides / Q000737:chemistry*
chemical_list: D052160:Benzothiazoles; D002257:Carbonic Anhydrase Inhibitors; D007527:Isoenzymes; D013449:Sulfonamides; D002256:Carbonic Anhydrases; C005465:benzothiazole
keywords: Benzothiazole sulfonamides; carbonic anhydrase; docking; metalloenzyme; molecular dynamic simulations