Microwave-assisted synthesis of (6-((1-(4-aminophenyl)-1H-1,2,3-triazol-4-yl)methoxy)substituted benzofuran-2-yl)(phenyl)methanones, evaluation of in vitro anticancer, antimicrobial activities and molecular docking on COVID-19

Abstract

A series of 4-Aminophenyl-1H 1,2,3-traizole based benzofuran analogs were synthesized with high yields straightforwardly via microwave irradiation methods than conventional methods. The structures of synthesized compounds were confirmed based on IR, 1H, 13C NMR, and HR mass spectral analysis. All the synthesized compounds were subjected to evaluation of their in vitro anticancer activity with MCF-7, PC-3, and HeLa cell lines by MTT assay, and compounds 7m, 7j, 7e, 7g, 7b, 7h, and 7c have shown good results compared to standard Doxorubicin. Further, in vitro antimicrobial activity of synthesized compounds examined by Agar Disc Diffusion method by taking gram-positive, gram-negative bacterial, and fungal strains and turned out with encouraging results compared to standard Ciprofloxacin and Fluconazole respectively. Furthermore, molecular docking studies were carried out to find out H-bonding interactions, hydrophobic interaction with docking scores of synthesized compounds. We have carried out molecular docking on COVID-19 study with COVID-19 main protease enzyme and got outstanding binding interactions.

Keywords

• Benzofuran
• 1,3-Dipolar cycloaddition
• 1,2,3-Triazole
• MTT assay
• In vitro anticancer activity
• Agar disc diffusion