Oximes of 3-hydroxyprenylflavanones and their cytotoxic activities

Article abstract of DOI:10.3987/COM-12-12568

Oximination of 3-hydroxyprenylflavanones using hydroxylamine hydrochloride yielded 4-hydroxy-3-oxime and 3-hydroxy-4-oxime derivatives. The 3β-O-acetylhydroxyprenylflavanones, under similar reaction condition, yielded corresponding 4-O-acetyl-3-oximes. The configurations at C-4 of the 4-hydroxy-3-oximes obtained from both 3α- and 3β- hydroxyprenylflavanones and of 4-O-acetyl-3-oxime derivative from 3β-O-acetylprenylflavanones were proposed. Cytotoxic activities of the oximes and their parent compounds were evaluated against a panel of human cancer cell lines.