DTP/SiO₂ Assisted Synthesis of New Benzimidazole-Thiazole Conjugates Targeting Antitubercular and Antioxidant Activities

Abstract

A series of new substituted benzimidazole-thiazoles (9a–l) have been designed and synthesized using 2-aminothiazole as a starting material by using molecular hybridization approach. The newly synthesized compounds were characterized by ¹H NMR, ¹³C NMR and HRMS analyses. The compounds (9a–l) were evaluated for their in vitro antitubercular activity against Mtb (MTCC 300) strain. Among the screened compounds 9a, 9b, 9c and 9d have displayed promising antitubercular activity with MIC 7.55, 4.60, 15.39 and 28.38 μg/mL, respectively. All the compounds were further evaluated for their DPPH radical scavenging activity. The compounds 9a, 9b and 9d were exhibited excellent radical scavenging activity. In addition to this, single crystal structure of compound 9a was also studied. Furthermore, the high potency of these molecules was supported by ADME properties prediction as well as molecular docking study to gain an insight into the binding mode and affinity toward mycobacterial InhA.

Graphical Abstract

Keywords:

• Dodecaphosphotungestic acid
• benzimidazole-thiazole conjugates
• single crystal structure
• antitubercular activity
• antioxidant activity
• molecular docking study

Acknowledgments

One of the Authors MJH acknowledge UGC, New Delhi for FDP under FDP Program award F. No.31-21/14 (WRO PUNE). Authors also acknowledge Schrödinger Inc. for providing Small-Molecule Drug Discovery Suite to carry out the molecular docking.

Disclosure statement

Authors declare no conflict of interest.