Allylxanthone derivatives as xanthine oxidase inhibitors: Synthesis, biological evaluation and molecular docking study

Abstract

Gout is one of the most severe health problems of the aged and is caused by high levels of uric acid in the blood. The inhibition of Xanthine oxidase (XO) is one strategy to retain gout disease. Oxygenated xanthones and derivatives have been shown many important biological activities. However, some xanthones have the small amount of nature and its sulfur analogs, thioxanthone has not been well studied in their bioactivity. A series of hydroxyxanthones and allylxanthones analogous 3-5 have been synthesized and screened for their anti-XO activity. Leads to the discovery of 2,4-diallyl-1,3-dihydroxythioxanthone (5b) as the most active inhibitor with IC50 = 0.69±0.02 mM. Consequent molecular docking analysis by AutoDock 4.2 indicated that the most active compound (5b) inhibits XO by accommodated at the binding site of Xanthine oxidase. © 2017 Pensoft Publishers. All Rights Reserved.