Design, Synthesis and Biological Evaluation of (Z)-1-(Benzo[D]Thiazol-2-yl)-2-(3-Substituted Thiazolidine-4-One) Hydrazine Dpre1 Inhibitors as Antimycobacterial Agents

Abstract

A simple and promising methodology was employed for the synthesis of (Z)-1-(benzo[d]thiazol-2-yl)-2-(3-substituted thiazolidine-4-one) hydrazine as antitubercular agents. In vitro activity was tested against Mycobacterium tuberculosis. Two derivatives among all the synthesized compounds were found to be highly effective. Furthermore, to rationalize the observed biological activity data, a molecular docking study has also been carried out against a potential target DprE1 enzyme. The interaction was shown between the oxygen of thiazolidinediones and Ser228. The bond distance (O—H) is 2.35 Å. The π-π-stacking was seen between His137 and thiazole ring electrons. The binding score of compound 15 is –7 kcal/mol, which suggests an excellent binding affinity toward the Dpre1 receptor.