Synthesis, characterization, molecular docking and antibacterial activities of Bis-[(E)-3{2-(1-4-chlorophenyl) ethylidiene}hydrazinyl]-N-(4-methylphenyl)-3-oxopropanamideZinc (II) complex

Abstract

The title Zn (II) complex was synthesized by reacting the compound Bis-[(E)-3{2-(1-4-chlorophenyl) ethylidiene}hydrazinyl]-N-(4-methylphenyl)-3-oxo propanamide with Zn (II) chloride dihydrate in alkaline dimethylsulphoxide and ethanol solution under reflexing condition for 8 h. The resultant compound was filtered and recrystallized from ethanol. The hydrazone Schiff base ligand and its Zn (II) complex were characterized by using UV-Vis spectroscopy and XRD, TEM and SEM analysis. The antibacterial activities of ligand and its Zn complex were examined using disc diffusion method. The spectra results showed that the hydrazone ligand undergoes keto-enoltautomerism forming a bidentated ligand (N,N) towards Zn+2 (II) ion. It is very interesting that on sides of the two hydrazone ligands which coordinate to the Zn+2 ions, an additional two thiosemicarbazine moiety were also coordinated with Zn+2 ions in the crystalline powder, resulting in a hexa coordinated octahedral Zn (II) complex. Both hydrazone Schiff base ligand and its Zn (II) complex were found to exhibit good antibacterial activity even when the concentrations were high. Molecular docking analysis also deciphered that Zinc complex and carbohydrazone ligand both were found to be fitted into the active sites of molecular targets and Zn complex showed better binding affinities towards macromolecules compared to ligand.