Synthesis and characterization of some metal complexes of a proton transfer salt, and their inhibition studies on carbonic anhydrase isozymes and the evaluation of the results by statistical analysis

Abstract

A novel proton transfer compound (HMeOABT) + (HDPC) À (1) and its Fe(III), Co(II), Ni(II) and Cu(II) complexes (2-5) have been prepared and characterized by spectroscopic techniques. Complex 4 has distorted octahedral conformation revealed by single crystal X-ray diffraction method. Structures of the other complexes might be proposed as octahedral according to experimental data. All compounds were also evaluated for their in vitro inhibition effects on hCA I and II for their hydratase and esterase activities. Although there is no inhibition for hydratase activities, all compounds have inhibited the esterase activities of hCA I and II. Data have been analyzed by using a one-way analysis of variance. The comparison of the inhibition studies of 1-5 to parent compounds indicates that 1-5 have superior inhibitory effects. The inhibition effects of 2-5 are also compared to inhibitory properties of the metal complexes of MeOABT and H2DPC, revealing an improved transfection profile.

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

“…The M-N and M-O bond distances lie within expected range of 1.970(3)–2.086(5) Å and 2.004(5)–2.1992(15) Å, respectively ( Table 2 ). In all essential details, the geometries of the molecules regarding bond lengths and angles of the compounds are in good agreement with the values observed in similar Fe(III) [ 22 , 23 , 25 ], Co(II) [ 22 , 23 ], and Ni(II) [ 22 , 24 , 25 ] complexes.…”

“…In our previous studies, we investigated the inhibition potentials of the proton transfer salts and the metal complexes derived from 2-aminobenzothiazole [ 23 ], 2-amino-6-methylbenzothiazole [ 22 ], 2-amino-6-methoxybenzothiazole [ 24 ], and 2-amino-6-chlorobenzothiazole [ 25 ]. These compounds have also shown remarkable inhibitory effects despite the fact that they do not contain sulfonamide moiety.…”

Synthesis and characterization of complexes of a novel proton transfer salt and their inhibition studies on carbonic anhydrase isoenzymes

“…In recent studies, the mixed ligand metal complexes between 2-amino-6-chlorobenzothiazole and other ligands, such as R 3 E (R ¼ alkyl or phenyl, E ¼ Sn or Pb) 16 and palmitic acid 17 , have been reported in literature. The mixed ligand metal complexes of these compounds have shown better biological activities than the simple ones 4,18,19 . In order to prepare the mixed ligand complexes, two types of ligands, generally acids and bases, are brought together before coordination to the metal ion 1,6,20,21 .…”

Synthesis and Characterization of Proton Transfer Salts of 2-Aminobenzothiazole Derivatives

“…2-Aminobenzotiyazol türevlerinin organik türevleri daha fazla çalışılmış olsa da proton transfer tuzu ve metal kompleksleri çok azdır. Literatürde 2-Aminobenzotiyazol türevlerinin 2,6-piridindikarboksilik asit [24][25][26][27][28][29][30], pikrik asit, süksinik asit, formik asit, p-klorofenoksiasetik asit, dikloroasetik asit trifloroasetik asit, stearik asit ve palmitik asit ile proton transfer tuzu ve metal kompleksleri vardır [31][32][33][34][35][36][37].…”