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

In the present study, a series of new carbazole linked H-1-1,2,3-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 (IC50 = 0.8 +/- 0.01-100.8 +/- 3.6 mu M), exhibited several folds more potent a-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 (IC50 = 1.0 +/- 0.057 mu M) and 25 (IC50 = 0.8 +/- 0.01 mu M) 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. (C) 2017 Elsevier Inc. All rights reserved.