Synthesis of Chromen-4-One-Oxadiazole Substituted Analogs as Potent <i>β</i>-Glucuronidase Inhibitors

Abstract

Chromen-4-one substituted oxadiazole analogs 1–19 have been synthesized, characterized and evaluated for β-glucuronidase inhibition. All analogs exhibited a variable degree of β-glucuronidase inhibitory activity with IC50 values ranging in between 0.8 ± 0.1–42.3 ± 0.8 μM when compared with the standard d-saccharic acid 1,4 lactone (IC50 = 48.1 ± 1.2 μM). Structure activity relationship has been established for all compounds. Molecular docking studies were performed to predict the binding interaction of the compounds with the active site of enzyme.

Keywords

• chromen-4-one
• oxadiazole
• synthesis
• <i>β</i>-glucuronidase inhibition
• molecular docking
• SAR