Synthesis, anticancer and molecular docking studies of new class of benzoisoxazolyl-piperidinyl-1, 2, 3-triazoles

Abstract

A small library of hitherto unexplored novel 5-fluorobenzoisoxazolyl-piperidinyl-1, 2, 3-triazole derivatives has been synthesized from 2-azido-fluorobenzoisoxazolyl piperidinyl ethanone and various alkynes in good to excellent yields through a click chemistry approach. Compounds thus synthesized were evaluated for their cytotoxicity against HepG-2 and A549 cancer cells. Interestingly, compounds 4c, 4d, 4e and 4h displayed significant cytotoxicity against HepG-2 and A549 cancer cells. Toxicity study of active compounds was compared with human normal lung IMR-90 cells. Molecular docking has also been investigated for 4a-i with Chk1 protein and the compounds 4c and 4h displayed reasonable molecular interactions with good docking scores.

Keywords

• 1,2,3-Triazoles
• Click chemistry reaction
• Anticancer activity
• Molecular docking studies