Synthesis and characterization of Cu(II) complexes of 2-amino-6-sulfamoylbenzothiazole and their inhibition studies on carbonic anhydrase isoenzymes


ALKAYA Z. A. , İLKİMEN H., YENİKAYA C., TUNCA E., BÜLBÜL M., TUNÇ T., ...More

POLYHEDRON, vol.151, pp.199-205, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 151
  • Publication Date: 2018
  • Doi Number: 10.1016/j.poly.2018.05.015
  • Journal Name: POLYHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.199-205
  • Keywords: 2-Amino-6-sulfamoylbenzothiazole, Proton transfer, Metal complex, Carbonic anhydrase, Statistical analyses, PROTON-TRANSFER SALT, 2,6-PYRIDINEDICARBOXYLIC ACID, METAL-COMPLEXES, BENZOTHIAZOLES, CHEMISTRY
  • Gazi University Affiliated: Yes

Abstract

2-Amino-6-sulfamoylbenzothiazole (SMABT) and its proton transfer compound (HSMABT)(+)(HDPC)(-) (1) with 2,6-pyridinedicarboxylic acid (H2DPC), and their Cu(II) complexes (2 of SMABT, 3 and 4 of 1) have been prepared and characterized by spectroscopic techniques. Additionally, single crystal X-ray diffraction techniques were applied to all complexes. 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 complexes have remarkable inhibitory effects on hCA I and hCA II isoenzymes. The inhibition potentials of the proton transfer salt (1) and the metal complexes (2-4) are comparable with AAZ. Esterase K-i values of the compounds (1-4) are in the range of 0.089 +/- 0.008 mu M-0.149 +/- 0.017 mu M for hCA I and 0.046 +/- 0.008 mu M-0.085 +/- 0.019 mu M for hCA II. Inhibition data have been analyzed by using a one-way analysis of variance for multiple comparisons (p < 0.0001). (C) 2018 Published by Elsevier Ltd.