Synthesis and characterization of complexes of a novel proton transfer salt and their inhibition studies on carbonic anhydrase isoenzymes.
A novel proton transfer compound (HClABT)(+)(HDPC.H2DPC)(-) (1) and its Fe(III), Co(II), Ni(II) and two different Cu(II) complexes (2-6) 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. Although there is no inhibition for hydratase activities, all compounds have inhibited the esterase activities of hCA I and II. The comparison of the inhibition studies of 1-6 to parent compounds, ClABT and H2DPC, indicates that 1-6 have superior inhibitory effects. The inhibition effects of 2-6 are also compared to the inhibitory properties of the simple metal complexes of ClABT and H2DPC, revealing an improved transfection profile. Data have been analysed by using a one-way analysis of variance for multiple comparisons.
Department of Chemistry, Faculty of Arts and Sciences, Dumlupınar University , Kütahya , Turkey .
Halil
H
İlkimen
Cengiz
C
Yenikaya
Musa
M
Sarı
Metin
M
Bülbül
Ekrem
E
Tunca
Hakan
H
Dal
Metin
M
Baş
D024401:Carbonic Anhydrase I / Q000037:antagonists & inhibitors* / Q000302:isolation & purification; D024402:Carbonic Anhydrase II / Q000037:antagonists & inhibitors* / Q000302:isolation & purification; D002257:Carbonic Anhydrase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004912:Erythrocytes / Q000201:enzymology; D006801:Humans; D007527:Isoenzymes; D015394:Molecular Structure; D010848:Picolinic Acids; D011522:Protons; D011725:Pyridines / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared
D002257:Carbonic Anhydrase Inhibitors; D056831:Coordination Complexes; D007527:Isoenzymes; D010848:Picolinic Acids; D011522:Protons; D011725:Pyridines; D024401:Carbonic Anhydrase I; D024402:Carbonic Anhydrase II; C004860:dipicolinic acid
2,6-pyridinedicarboxylic acid; 2-Amino-6-chlorobenzothiazole; carbonic anhydrase; proton transfer; statistical analyses