Abstract
Novel series of disulfide and sulfone hybrid analogs (1 - 2 0) were synthesized and characterized through EI-MS and H-1 NMR and evaluated for beta-glucuronidase inhibitory potential. All synthesized analogs except 13 and 15 showed excellent beta-glucuronidase inhibitory potential with IC50 value ranging in between 2.20-88.16 mu M as compared to standard D-saccharic acid 1,4 lactone (48.4 +/- 1.25 mu M). Analogs 19, 16, 4, 1, 17, 6, 10, 3, 18, 2, 11, 14 and 5 showed many fold potent activity against b-glucuronidase inhibitor. Structure activity relationship showed that substitution of electron withdrawing groups at ortho as well as para position on phenyl ring increase potency. Electron withdrawing groups at meta position on phenyl ring showed slightly low potency as compared to ortho and para position. The binding interactions were confirmed through molecular docking studies. (C) 2016 Elsevier Inc. All rights reserved.