title: A novel proton transfer salt of 2-amino-6-sulfamoylbenzothiazole and its metal complexes: the evaluation of their inhibition effects on human cytosolic carbonic anhydrases.
abstract: A novel proton transfer compound (SMHABT)+(HDPC)-(1) obtained from 2-amino-6-sulfamoylbenzothiazole (SMABT) and 2,6-pyridinedicarboxylic acid (H2DPC) and its Fe(III), Co(II), Ni(II) complexes (2-4), and Fe(II) complex of SMABT (5) have been prepared and characterized by spectroscopic techniques. Additionally, single crystal X-ray diffraction techniques were applied to complexes (2-4). All complexes (2-4) have distorted octahedral conformations and the structure of 5 might be proposed as octahedral according to spectral and analytical results. All compounds, including acetazolamide (AAZ) as the control compound, were also evaluated for their in vitro inhibition effects on human hCA I and hCA II for their hydratase and esterase activities. The synthesized compounds have remarkable inhibitory activities on hCA I and hCA II. Especially, the inhibition potentials of the salt and the metal complexes (1-5) are comparable with AAZ. Inhibition data have been analyzed by using a one-way analysis of variance for multiple comparisons (p < .0001).
authors.affiliation: a Department of Chemistry and Chemical Processing Technologies , Banaz Vocational School, Usak University , Uşak , Turkey.
authors.forename: Zeynep Alkan
authors.initials: ZA
authors.lastname: Alkaya
authors.affiliation: b Department of Chemistry, Faculty of Arts and Sciences , Dumlupinar University , Kütahya , Turkey.
authors.forename: Halil
authors.initials: H
authors.lastname: İlkimen
authors.affiliation: b Department of Chemistry, Faculty of Arts and Sciences , Dumlupinar University , Kütahya , Turkey.
authors.forename: Cengiz
authors.initials: C
authors.lastname: Yenikaya
authors.affiliation: c Department of Biochemistry, Faculty of Arts and Sciences , Dumlupinar University , Kütahya Turkey.
authors.forename: Yasemin
authors.initials: Y
authors.lastname: Kaygısız
authors.affiliation: c Department of Biochemistry, Faculty of Arts and Sciences , Dumlupinar University , Kütahya Turkey.
authors.forename: Metin
authors.initials: M
authors.lastname: Bülbül
authors.affiliation: d Department of Science Education, Faculty of Education , Aksaray University , Aksaray , Turkey.
authors.forename: Tuncay
authors.initials: T
authors.lastname: Tunç
authors.affiliation: e Department of Physics Education , Gazi University , Ankara , Turkey.
authors.forename: Musa
authors.initials: M
authors.lastname: Sarı
mesh_terms: D052160:Benzothiazoles / Q000737:chemistry* / Q000494:pharmacology*; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D002257:Carbonic Anhydrase Inhibitors / Q000494:pharmacology*; D002256:Carbonic Anhydrases / Q000187:drug effects*; D018360:Crystallography, X-Ray; D003600:Cytosol / Q000201:enzymology*; D006801:Humans; D008670:Metals / Q000737:chemistry*; D011487:Protein Conformation; D066244:Proton Magnetic Resonance Spectroscopy; D011522:Protons; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D052160:Benzothiazoles; D002257:Carbonic Anhydrase Inhibitors; D008670:Metals; D011522:Protons; D002256:Carbonic Anhydrases
keywords: 2,6-pyridinedicarboxylic acid; 2-amino-6-sulfamoylbenzothiazole; Carbonic anhydrase; metal complex; proton transfer; statistical analyses