title: Synthesis, carbonic anhydrase I and II inhibition studies of the 1,3,5-trisubstituted-pyrazolines.
abstract: 4-(3-(4-Substituted-phenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl) benzenesulfonamides (9-16) were successfully synthesized and their chemical structures were confirmed by1H NMR,13C NMR, and HRMS spectra. Carbonic anhydrase I and II inhibitory effects of the compounds were investigated. Kivalues of the compounds were in the range of 316.7 ± 9.6-533.1 ± 187.8 nM towards hCA I and 412.5 ± 115.4-624.6 ± 168.2 nM towards hCA II isoenzymes. While Kivalues of the reference compound Acetazolamide were 278.8 ± 44.3 nM and 293.4 ± 46.4 nM towards hCA I and hCA II izoenzymes, respectively. Compound 14 with bromine and compound 13 with fluorine substituents can be considered as the leader compounds of the series because of the lowest Kivalues in series to make further detailed carbonic anhydrase inhibiton studies.
authors: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Ataturk University , Erzurum , Turkey.
authors: Halise Inci
authors: HI
authors: Gul
authors: b Department of Chemistry, Faculty of Science , Ataturk University , Erzurum , Turkey.
authors: Ebru
authors: E
authors: Mete
authors: b Department of Chemistry, Faculty of Science , Ataturk University , Erzurum , Turkey.
authors: Parham
authors: P
authors: Taslimi
authors: b Department of Chemistry, Faculty of Science , Ataturk University , Erzurum , Turkey.|c Department of Zoology, College of Science , King Saud University , Riyadh , Saudi Arabia.
authors: Ilhami
authors: I
authors: Gulcin
authors: d Neurofarba Department , Sezione di Scienze Farmaceutiche e Nutraceutiche, Università degli Studi di Firenze, Sesto Fiorentino , Florence , Italy.
authors: Claudiu T
authors: CT
authors: Supuran
mesh_terms: D066241:Carbon-13 Magnetic Resonance Spectroscopy; D024401:Carbonic Anhydrase I / Q000378:metabolism*; D024402:Carbonic Anhydrase II / Q000378:metabolism*; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D013058:Mass Spectrometry; D066244:Proton Magnetic Resonance Spectroscopy; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D002257:Carbonic Anhydrase Inhibitors; D011720:Pyrazoles; D024401:Carbonic Anhydrase I; D024402:Carbonic Anhydrase II
keywords: Carbonic anhydrase; enzyme; pyrazoline; sulfonamide