Synthesis, Characterization and Molecular Docking Studies of Substituted Benzofuran and Pyrazole Derivatives

Abstract

A series of 5-(5-bromobenzofuran-2-yl)-substituted 1,3,4-oxadiazole- 2-thiol derivatives (4a-d) and substituted benzylidene-3-methyl-1- (5-bromobenzofuran-2-carbonyl)-1H-pyrazol-5(4H)-one derivatives (6a-d) have been synthesized in good yields and characterized by IR and NMR analyses. Auto Dock 4.0/ADT program was used to investigate binding interaction of oxadiazole and pyrazole derivatives to DNA GyrB. DNA gyrase of Mycobacterium tuberculosis (MTB) is a type II topoisomerase and well-established and validated target for the development of novel therapeutics. The search was based on the Lamarckian genetic algorithm and the results were analyzed using binding energy. Analysis was based on lowest docked energy and inhibition constant values. Among the tested compounds 4b, 6b and 6c derivatives of oxadiazole and pyrazole showed highest binding energy with the lowest inhibition constant. From the observed results, it is concluded that compounds 4b, 6b and 6c showed more affinity to DNA GyrB protein.