Synthesis, characterization and molecular docking studies of bioactive 1,3-Thiazoles as promising antibacterial and antioxidant agents

Abstract

In this work, we report synthesis of thiosemicarbazones 1b-10b and their cyclic derivatives 1,3-Thiazoles 1c-10c. The prepared compounds were checked by FT-IR analysis, their characterization by 1H NMR, 13C NMR, FT-IR and elemental analysis. Both series were then evaluated for their antibacterial behavior using ciprofloxacin and tetracycline as reference. MIC values displayed 1b, 3b, 4b, 5b, and 2c as potentially good antibacterial agents. Series 1c-10c was further investigated for antioxidant activity using DPPH and ABTS assays. Compounds 9c and Ic exhibited better antioxidant activity with an IC50 value of; 4.949 and 4.884 mg/mL lower than that of the standard BHT (5.083 mg/mL) in DPPH protocol while in ABTS protocol, compounds 3c, 4c and 6c showed greater activity than standard BHT (IC50 values; 4.943, 4.944 and 4.984 mg/mL, respectively, BHT; (5.086 mg/mL)). Molecular docking result revealed that 8b and 2c displayed the finest enactment against the GlcN-6-P synthase as reinforced by its lowest binding energy (–31.06 and –28.44 kcal mol respectively) as compared to other ligands. These compounds are potentially novel for researchers and pharmaceutical companies to investigate other biological activities and processing.

Keywords

• Organic Synthesis
• 1,3-Thiazole
• Molecular docking
• Anti-bacterial
• Anti-oxidant