Synthesis, docking and biological evaluation of thiadiazole and oxadiazole derivatives as antimicrobial and antioxidant agents

Abstract

A series of potential biological active substituted thiadiazoles 5a-j and oxadiazoles 6a-j were obtained via a multistep synthesis sequence with a simple and convenient approach by beginning with the substituted benzoic acids 1a–j. The structures of the synthesized compounds were confirmed by IR, 1H NMR, and mass spectral data. Besides, the synthesized compounds were tested for antimicrobial and antioxidant activities with standard drugs. The results designated that among the series 5a-j and 6a-j, compounds 5b and 6b exhibited promising antimicrobial activity. In contrast, compounds 5h and 6i have shown encouraging antioxidant activity. Molecular docking studies have also been performed to screen the antimicrobial and antioxidant activities of the synthesized compounds against human protein targets lanosterol 14α- demethylase (CYP51) and peroxiredoxin 5 (PRDX5), respectively. Among all the compounds 5b and 6b exhibited the most significant affinity score against CYP51. Further, compounds 5h and 6i showed the best significant hydrogen bonds at the active site of PRDX5.

Keywords

• Thiadiazole
• Oxadiazole
• Antimicrobial
• Antioxidant
• Docking study