Screening of a library of 4-aryl/heteroaryl-4 H-fused pyrans for xanthine oxidase inhibition: synthesis, biological evaluation and docking studies.

A series of 4-aryl/heteroaryl-4 H-fused pyrans was synthesized via multicomponent reaction in a microwave synthesizer. All the pyrans were evaluated for in vitro xanthine oxidase inhibition. Structure-activity relationship was also established. Among the series of 108 compounds, Compound 5n was the most potent displaying remarkable inhibition against the enzyme with an IC value of 0.59 μM. Enzyme kinetic study was carried out for the compound 5n to determine the type of inhibition. The study revealed that the compound 5n was a mixed-type inhibitor. Molecular modelling studies were also performed to figure out the interactions of both the enantiomers of 5n with the amino acid residues of the enzyme. Graphical Abstract: [Figure not available: see fulltext.] [ABSTRACT FROM AUTHOR]