Aminoantipyrine-derived Schiff Bases containing Thiophenyl, Furanyl / Isatin nucleus: Antioxidant Study, DFT and Molecular Docking Profile

Abstract

This study presents the antioxidant and in-silico profiling of molecular interactions of a series of aminoantipyrine-derived Schiff bases (L1- L6). Compounds L1-L3 contains the thiophenyl or furanyl moiety while compounds L4-L6 were obtained from isatin or its derivatives. The  antioxidant activity of the compounds is dose-dependent and is strongly correlated to the concentrations of the samples. The optimized  geometries and the electronic properties of the compounds were obtained using density functional theory (DFT) B3LYP hybrid functional  with 631+6(d,p) basis set. All the compounds were docked into the binding sites of cytochrome oxidase (PDB ID: 3mk7), myeloperoxidase  (PDB ID: 6wy7), NADPH oxidase (PDB ID: 8wej) and xanthine oxidase (PDB ID: 1fiq) proteins. The isatin-based compounds exhibited  higher free radical scavenging ability and higher binding affinity than the thiophenyl or furanyl analogues.