Synthesis and in silico studies of novel sulfonamides having oxadiazole ring: As β-glucuronidase inhibitors

Novel sulfonamides having oxadiazole ring were synthesized by multistep reaction and evaluated to check in vitro beta-glucuronidase inhibitory activity. Luckily, except compound 13, all compounds were found to demonstrate good inhibitory activity in the range of IC50 = 2.40 +/- 0.01-58.06 +/- 1.60 mu M when compared to the standard D-saccharic acid 1,4-lactone (IC50 = 48.4 +/- 1.25 mu M). Structure activity relationship was also presented. However, in order to ensure the SAR as well as the molecular interactions of compounds with the active site of enzyme, molecular docking studies on most active compounds 19, 16, 4 and 6 was carried out. All derivatives were fully characterized by H-1 NMR, C-13 NMR and EI-MS spectroscopic techniques. CHN analysis was also presented. (C) 2017 Elsevier Inc. All rights reserved.