New carbazole linked 1,2,3-triazoles as highly potent non-sugar α-glucosidase inhibitors

Abstract In the present study, a series of new carbazole linked 1 H -1,2,3-triazoles ( 2 – 27 ) were synthesized via click reaction of N -propargyl-9H-carbazole ( 1 ) and azides of appropriate acetophenones and heterocycles. Synthesized carbazole triazoles including 7 , 9 , 10 , 19 , 20 , and 23 – 26 (IC 50  = 0.8 ± 0.01–100.8 ± 3.6 μM), exhibited several folds more potent α -glucosidase inhibitory in vitro activity as compared to standard drug, acarbose. Compounds 2 – 5 , 7 – 13 , and 17 – 27 did not show any cytotoxicity against 3T3 cell lines, except triazoles 6 , and 14 – 16 . Among the series, carbazole triazoles 23 (IC 50  = 1.0 ± 0.057 μM) and 25 (IC 50  = 0.8 ± 0.01 μM) were found to be most active, and could serve as an attractive building block in the search of new non-sugar derivatives as anti-diabetic agents.