Synthesis, characterization and <i>in-silico</i> studies of (e)-4-[(4,5- dimethylthiazol-2-yl)diazenyl]-2-isopropyl-5-methylphenol and its coordination compounds

Abstract

An azo dye, (E)-4-((4,5-dimethylthiazol-2-yl)diazenyl)-2-isopropyl-5-methylphenol (L1), was prepared by the reaction of 5-methyl- 2-(propan-2-yl)phenol with the diazonium salt of 2-amino-4,5-dimethylthiazole. Characterization was carried out using proton and carbon-13 nuclear magnetic resonance spectroscopy. Coordination compounds of L1 with Mn(III), Fe(III) and Co(III) in a 1:2 metal to ligand mole ratio were subsequently synthesized. Corresponding mixed ligand complexes were also synthesized using 2- hydroxybenzoic acid (L2) as the secondary ligand. The coordination compounds were characterized by electronic and infrared spectrophotoscopy, magnetic susceptibility measurements, and percent metal composition. Subsequently, in silicostudies were performed based on the proposed structures of the synthesized compounds to determine their binding affinity and binding site with calf thymus DNA. The results obtained showed that all complexes achieved octahedral geometry. The results also showed that some of the compounds had better affinity for CT-DNA than the standard.