Microwave facilitated one-pot three component synthesis of coumarin-benzoxazole clubbed 1,2,3-triazoles: Antimicrobial evaluation, molecular docking and in silico ADME studies

Abstract

4-((4-((Benzo[d]oxazol-2-ylthio)methyl)-1H-1,2,3-triazol-1-yl)methyl)-2H-chromen-2-ones 7k–z were synthesized by conventional as well as microwave irradiation method in order to obtain antimicrobial agents. The present green synthetic protocol explores facile work up procedure with excellent yields (82–92%) and purity. Docking studies exhibited strong binding interactions with enzyme N-myristoyl transferase (PDB ID: 4CAW) with excellent C-score values. Compounds 7k–z were screened for their in vitro antimicrobial activities. The compounds 7w and 7 y exhibited excellent antimicrobial results for all the tested microorganisms at MICs ranging from 3.12 to 6.25 µg/ml in comparison with the marketed drugs.

Graphical Abstract

Keywords:

• Antimicrobial activity
• benzoxazole
• click chemistry
• coumarin
• molecular docking
• 1,2,3-triazole

Acknowledgments

The authors are grateful to DST-SAIF and University Scientific Instrumentation Center (USIC), Karnatak University, Dharwad, Institution of Excellence, Mysore University, India for carrying out the spectral analyses. The authors are grateful to Bioquest Research Private Limited, Kolhapur, India for carrying out in vitro antimicrobial activity analyses respectively. One of the authors (ARN) is grateful to DST-KSTePS, Govt. of Karnataka for providing the fellowship.

Disclosure statement

No potential conflict of interest was reported by the author(s).