Molecular Structure and Antioxidant Activity of Phenoxy Thiazole Derivative: Experimental and Computational Studies
Posted: 19 Feb 2020
Date Written: February 19, 2020
Phenoxy thiazole derivative was obtained from one step reaction via one step by refluxing 2-(p-tolyloxy)acetic acid with 4-(4-chlorophenyl)thiazol-2-amine in dichloromethane solvent using o-(benzotriazol-1-yl)-N,N,N′,N′-tetra methyl uranium tetra fluoro borate as coupling agent and 2,6-lutidine as a base. The 3D structure of the final compound has been confirmed by single crystal X-ray diffraction technique. Density functional theory calculations (DFT) model at B3LYP functional under 6-311++G(d,p) basis set level were adopted to forecast the molecular electrostatic potential (MEP) and frontier molecular orbitals (FMOs) with relative global reactivity descriptors. In silico molecular docking studies by Schrödinger suite via Glide model was subjected to predict the binding affinity scores for the compound against human peroxiredoxin5 (PRDX5) (PDB code: 1HD2) antioxidant enzyme. Docking results showed promiscuous interactions of the ligand in active site of the receptor via hydrogen bond with GLY46 amino acid owing high glide score. In vitro DPPH (1,1-diphеnyl-1-picrylhydrazyl) free radical scavenging activity of the compound was determined according to IC50 and showed excellent antioxidant activity in comparison to standard drug. The present study outcome revealed compound’s potentials via DFT and Schrödinger suite, which may be a prospective drug candidate in the drug development.
Suggested Citation: Suggested Citation