Synthesis of 6-chloro-2-Aryl-1H-imidazo[4,5-b]pyridine derivatives: Antidiabetic, antioxidant, β-glucuronidase inhibiton and their molecular docking studies

6-Chloro-2-Aryl-1H-imidazo[4,5-b]pyridine derivatives 1-26 were synthesized and characterized by various spectroscopic techniques. All these derivatives were evaluated for their antiglycation, antioxidant and beta-glucuronidase potential followed their docking studies. In antiglycation assay, compound 2 (IC50 = 240.10 +/- 2.50 mu M) and 4 (IC50 = 240.30 +/- 2.90 mu M) was found to be most active compound of this series, while compounds 3 (IC50 = 260.10 +/- 2.50 mu M), 6 (IC50 = 290.60 +/- 3.60 mu M), 13 (IC50 = 288.20 +/- 3.00 mu M) and 26 (IC50 = 292.10 +/- 3.20 mu M) also showed better activities than the standard rutin (IC50 = 294.50 +/- 1.50 mu M). In antioxidant assay, compound 1 (IC50 = 69.45 +/- 0.25 mu M), 2 (IC50 = 58.10 +/- 2.50 mu M), 3 (IC50 = 74.25 +/- 1.10 mu M), and 4 (IC50 = 72.50 +/- 3.30 mu M) showed good activities. In beta-glucuronidase activity, compounds 3 (IC50 = 29.25 +/- 0.50 mu M), compound 1 (IC50= 30.10 +/- 0.60 mu M) and compound 4 (IC50 = 46.10 +/- 1.10 mu M) showed a significant activity as compared to than standard D-Saccharic acid 1,4-lactonec (IC50 = 48.50 +/- 1.25 mu M) and their interaction with the enzyme was confirm by docking studies. (C) 2016 Elsevier Inc. All rights reserved.