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.