SYNTHESIS, CHARACTERIZATION, MOLECULAR DOCKING, AND COMPUTATIONAL STUDY OF SCHIFF BASE LIGAND DERIVED FROM 4-AMINOANTIPRINE AND 2-AMINOPHENOL AND ITS Nd (III), Sm(III), Gd (III) and Dy (III) COMPLEXES

Abstract

Schiff base ligand, (E)-2-((4-amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-ylidene)amino)phenol, (4AAP-2AP) derived from the condensation reaction of 4-aminoantipyrine and 2-aminophenol along with its Nd (III), Sm (III), Gd (III) and Dy (III) complexes were synthesized and characterized using various spectroscopic methods. The molecular docking study was used to predict interaction against some antibacterial, antifungal, anticancer and anti-inflammatory protein targets. The physicochemical properties were studied to determine its drug-likeness. Density functional theory calculation was also performed. Possible structure was suggested for the Schiff base ligand, 4AAP-2AP and the lanthanide (III) complexes based on the various spectroscopic results. The molecular docking analysis revealed that the Schiff base ligand, 4AAP-2AP exhibited a good binding affinity on the antifungal protein target, (PDB ID: 7BR0). This was confirmed by the experimental antimicrobial studies which revealed that the synthesized compounds have higher antifungal activity indicating its possible use as antifungal therapeutic drug..The physicochemical properties indicated its drug-likeness ability. The HOMO and LUMO values were EH = -4.767 eV and EL = -0.979 eV respectively. The results of the molecular parameter are as follows: energy gap (?G) = 3.788, electronegativity (?) = 2.873, global hardness (?) = 1.894 and global softness (?) = 0.528. The small energy gap indicates its possible biological activity.