Synthesis and Characterization of Azo Dye Complexes as Potential Inhibitors of Acetylcholinesterase, Butyrylcholinesterase, and Glutathione S-Transferase

Abstract

In this study, several metal(II) complexes (Fe, Co, Zn, and Ru) of an azo dye ligand (ADL) that, apart from pyrazole ring (PR), include anisole having (-OCH3) group at the m-substitue of the phenyl (L: (E)-4-((3-methoxyphenyl)diazenyl)-3-methyl-1H-pyrazol-5-amine) were prepared, characterized, and the biological activity studies were carried out. The structures of complexes were identified by elemental analysis, FTIR, UV-vis, mass spectra (Fe(II) and Co(II)), H-1-C-13 NMR spectra, and TGA-DTA. The azo ligand and its metal complexes were evaluated for their biological properties according to the enzyme inhibitory activities. The lowest K-i values of Co(II) complex against all three GST (19.48 +/- 2.17 mu M), AChE (22.14 +/- 3.74 mu M), and BChE (26.39 +/- 3.19 mu M) enzymes were verified as the most effective enzyme inhibition. The biological activity results suggest that the obtained complexes have good potentials to be used in further analyses to explore new pharmaceutical agents.