Synthesis and antioxidant activity of new hydroxy derivatives of chalcones

Abstract

New hydroxy derivatives of chalcones obtained via a condensation of 3-acetyl-2H-chromen-2-one with 2,4-dihydroxy- and 4-hydroxy-benzaldehydes and via an aldol crotonic condensation of methyl N-(4-acetylphenyl)carbamate with 4-hydroxy-3,5-di(tert-butyl)benzaldehyde have been isolated and characterized. A wide range of promising biological activity of the synthesized compounds, including the radical scavenging and antioxidant ones, was predicted by the in silico method. The anti- and pro-oxidant activities in model systems of peroxidation of cis-9-octadecenoic (oleic) acid and lipids from the liver homogenate of tilapia were estimated in vitro. The presence of sterically hindered hydroxy groups and a chromene moiety provides the prolonged antioxidant activity of new hydroxy derivatives of chalcones.