title: Synthesis of 4-(2-substituted hydrazinyl)benzenesulfonamides and their carbonic anhydrase inhibitory effects.
abstract: In this study, 4-(2-substituted hydrazinyl)benzenesulfonamides were synthesized by microwave irradiation and their chemical structures were confirmed by (1)H NMR, (13)CNMR, and HRMS. Ketones used were: Acetophenone (S1), 4-methylacetophenone (S2), 4-chloroacetophenone (S3), 4-fluoroacetophenone (S4), 4-bromoacetophenone (S5), 4-methoxyacetophenone (S6), 4-nitroacetophenone (S7), 2-acetylthiophene (S8), 2-acetylfuran (S9), 1-indanone (S10), 2-indanone (S11). The compounds S9, S10 and S11 were reported for the first time, while S1-S8 was synthesized by different method than literature reported using microwave irradiation method instead of conventional heating in this study. The inhibitory effects of 4-(2-substituted hydrazinyl)benzenesulfonamide derivatives (S1-S11) against hCA I and II were studied. Cytosolic hCA I and II isoenzymes were potently inhibited by new synthesized sulphonamide derivatives with Kis in the range of 1.79 ± 0.22-2.73 ± 0.08 nM against hCA I and in the range of 1.72 ± 0.58-11.64 ± 5.21 nM against hCA II, respectively.
authors.affiliation: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Ataturk University , Erzurum , Turkey .
authors.forename: Halise Inci
authors.initials: HI
authors.lastname: Gul
authors.affiliation: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Ataturk University , Erzurum , Turkey .
authors.forename: Kaan
authors.initials: K
authors.lastname: Kucukoglu
authors.affiliation: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Ataturk University , Erzurum , Turkey .
authors.forename: Cem
authors.initials: C
authors.lastname: Yamali
authors.affiliation: a Department of Pharmaceutical Chemistry, Faculty of Pharmacy , Ataturk University , Erzurum , Turkey .
authors.forename: Sinan
authors.initials: S
authors.lastname: Bilginer
authors.affiliation: b Faculty of Pharmacy , Ataturk University , Erzurum , Turkey .
authors.forename: Hafize
authors.initials: H
authors.lastname: Yuca
authors.affiliation: b Faculty of Pharmacy , Ataturk University , Erzurum , Turkey .
authors.forename: Iknur
authors.initials: I
authors.lastname: Ozturk
authors.affiliation: c Department of Chemistry, Faculty of Science , Ataturk University , Erzurum , Turkey .
authors.forename: Parham
authors.initials: P
authors.lastname: Taslimi
authors.affiliation: c Department of Chemistry, Faculty of Science , Ataturk University , Erzurum , Turkey .|d Department of Zoology , College of Science, King Saud University , Riyadh , Saudi Arabia , and.
authors.forename: Ilhami
authors.initials: I
authors.lastname: Gulcin
authors.affiliation: e Polo Scientifico, Laboratorio di Chimica Bioinorganica, Universita degli Studi di Firenze , Sesto Fiorentino (Firenze) , Italy.
authors.forename: Claudiu T
authors.initials: CT
authors.lastname: Supuran
mesh_terms: D024401:Carbonic Anhydrase I / Q000037:antagonists & inhibitors* / Q000378:metabolism; D024402:Carbonic Anhydrase II / Q000037:antagonists & inhibitors* / Q000378:metabolism; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D006801:Humans; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000096926:Benzenesulfonamides
chemical_list: D024401:Carbonic Anhydrase I; D024402:Carbonic Anhydrase II; D002257:Carbonic Anhydrase Inhibitors; D013449:Sulfonamides; D000096926:Benzenesulfonamides
keywords: 2-Acethylfuran; 2-acethylthiophene; acetophenones; carbonic anhydrase; enzyme inhibition; indanone; sulfonamide