Design, Synthesis, Molecular Docking and Biological Evaluation of Novel 2-[(2-{[5-(Pyridin-4-yl)-1, 3, 4-Oxadiazol-2-yl]Sulfanyl}Ethyl)Sulfanyl]-1,3-Benzoxazole

Abstract

In the present communication, a simple and facile method was adopted to synthesize  a series of novel 2-[(2-{[5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}ethyl)sulfanyl]-1,3-benzoxazole by fusing 5-(pyridin-4-yl)-1,3,4-oxadiazole-2-thiol with substituted 2-[(2-bromoethyl)sulfanyl]-1,3-benzoxazole and 2-[(2-chloroethyl)sulfanyl]-1,3-benzoxazole to obtain heterocyclic ring systems of 1,3,4 oxadiazole linked benzoxazole  moiety. The synthesized compounds were characterized by the aid of LCMS, IR, 1H NMR, 13CNMR, and C, H, N analysis technique. All the newly synthesized compounds were assessed for antimicrobial, antioxidant and antitubercular activities against standard strains. Microbiological results showed that the compounds showcased a wide range of activities and further the results of antimicrobial, antioxidant and molecular docking studies revealed that the compounds 6c, 6d and 6e are more potent and displays excellent docking scores with various amino acids interaction like alkyl-alkyl, pi-alkyl and hydrogen bonding of antitubercular receptor H37R with benzoxazole moieties and displayed encouraging antitubercular results to 6c, 6d and 6e molecules. The structural activity relationship studies illuminated the obtained results.