Carbonic anhydrase inhibitors Synthesis characterization and inhibition activities of furan sulfonylhydrazones against carbonic anhydrase I hCA I      
Ayla Balaban Gündüzalp
Gazi Üniversitesi, Türkiye
Gökhan Parlakgümüş
Demet Uzun
Gazi Üniversitesi, Türkiye
Ümmühan Özdemir Özmen
Gazi Üniversitesi, Türkiye
Prof. Dr. Neslihan ÖZBEK
Ahi Evran Üniversitesi, Türkiye
Musa Sarı
Gazi Üniversitesi, Türkiye
Tuncay Tunç
Aksaray Üniversitesi, Türkiye
The methane sulfonic acide hydrazide (1) was used to obtain furan sulfonylhydrazones; 2-acetylfuranmethanesulfonylhydrazone (2), 2-furaldehydemethanesulfonylhydrazone (3), 5-nitro-2-furaldehydemethanesulfonylhydrazone (4). The structures of furan sulfonylhydrazones were determined by using elemental analysis, FT-IR, 1H NMR, 13C NMR and UV-vis methods. The structure of 5-nitro-2-furaldehydemethanesulfonylhydrazone (4) was also supported with X-ray difraction method and found that compound 4 was crystallized in triclinic, space group P1¯. In order to gain insight into the structure of the compounds, we performed computational studies by using 6-311G(d,p) basic set in which B3LYP correlation function was implemented. The geometry of the sulfonylhydrazones were optimized at DFT method with Gaussian 09 program package and the global reactivity descriptors were also calculated by this basic set. The enzyme inhibition activities of the sulfonylhydrazones were investigated on carbonic anhydrase I (hCA I) isoenzyme and their activity parameters (Km, IC50 and Ki) were calculated by spectrophotometric method. And also, their inhibitor effects were also investigated by cyclic voltammetry (CV) and differential pulse voltammetry (DPV) methods. Inhibition results show that compound 4 containing electron withdrawing group (NO2) has higher inhibition effect on hCA I isoenzyme than other's.
Anahtar Kelimeler
Carbonic anhydrase I (hCA I) | Cyclic voltammetry (CV) | Differantial pulse voltammetry (DPV) | Enzyme inhibition | Furan sulfonylhydrazone
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı Journal of Molecular Structure
Dergi ISSN 0022-2860
Dergi Tarandığı Indeksler SCI
Makale Dili İngilizce
Basım Tarihi 02-2016
Cilt No 1105
Sayfalar 332 / 340
Doi Numarası 10.1016/j.molstruc.2015.10.054
Makale Linki