DESIGN AND SYNTHESIS OF 1,2,3-TRIAZOLE QUINOLINE ANALOGUES VIA CLICK CHEMISTRY APPROACH AND THEIR ANTIMICROBIAL, ANTIOXIDANT ACTIVITIES

Abstract

Synthesis of new 1, 2, 3 triazole quinoline derivatives 3a-k using 1, 3-dipolar cycloaddition (click chemistry) reaction of 8-azido-2, 6-dimethoxy-4-methyl-5-(3-trifluoromethyl) phenoxy quinoline  with  substituted  alkynes (3a-k) in the presence of Cu(I) catalyst has been achieved in very high yields. The newly synthesized compounds were characterized by IR, NMR and Mass spectroscopy  and evaluated for their antioxidant (H₂O₂ and OH radical scavenger) and antimicrobial activity.  Among the synthesized compounds, the compounds 3h and 3k was found to be an excellent H₂O₂ radical scavenger as compared to standard ascorbic acid whereas 3f and 3h was found to be good hydroxyl radical scavenger as compared to standard ascorbic acid. Compounds 3a , 3d , 3e, 3f and 3h have shown good antifungal activity as compared to standard drugs griseofluvin  and compounds 3b , 3c , 3f  and 3h have shown to be moderate antibacterial activity as compared to standard drugs Streptomycin.

          Keywords: Click chemistry , Quinoline , Antibacterial , Antifungal and Antioxidant activity