Molecular Structure and Antioxidant Activity of Phenoxy Thiazole Derivative: Experimental and Computational Studies

Posted: 19 Feb 2020

See all articles by Lakshmi R. S.

Lakshmi R. S.

DoS in Physics, University of Mysore

Hussien Ahmed Khamees

DoS in Physics, University of Mysore

Madhu Ambat

University of Mysore

Shivani S. Rane

DoS in Physics, University of Mysore

Mohammed Faizal

DoS in Physics, University of Mysore

Keshav Kumar H.

DoS in Physics, University of Mysore

Mahendra M.

DoS in Physics, University of Mysore

Date Written: February 19, 2020

Abstract

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

R. S., Lakshmi and Ahmed Khamees, Hussien and Ambat, Madhu and Rane, Shivani S. and Faizal, Mohammed and H., Keshav Kumar and M., Mahendra, Molecular Structure and Antioxidant Activity of Phenoxy Thiazole Derivative: Experimental and Computational Studies (February 19, 2020). Proceedings of International Conference on Drug Discovery (ICDD) 2020, Available at SSRN: https://ssrn.com/abstract=3540764

Lakshmi R. S.

DoS in Physics, University of Mysore ( email )

Manasagangotri
Karnataka
Mysuru, karnataka
India
9036734347 (Phone)

Hussien Ahmed Khamees

DoS in Physics, University of Mysore ( email )

Manasagangotri
Karnataka
Mysore, karnataka 570006
India
8095739475 (Phone)

Madhu Ambat

University of Mysore ( email )

Mysore
Karnataka
Manasagangotri, karnataka 570006
India
7026975271 (Phone)

Shivani S. Rane

DoS in Physics, University of Mysore ( email )

Manasagangotri
Karnataka
Mysuru, karnataka
India
8310805285 (Phone)

Mohammed Faizal

DoS in Physics, University of Mysore ( email )

Manasagangotri
Karnataka
Mysuru, karnataka
India
9611012419 (Phone)

Keshav Kumar H.

DoS in Physics, University of Mysore ( email )

Manasagangotri
Karnataka
Mysuru, 570006
India
9742941092 (Phone)

Mahendra M. (Contact Author)

DoS in Physics, University of Mysore ( email )

Manasagangotri
Karnataka
Mysore, 570006
India
9964330328 (Phone)

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