Synthesis and biological activity of nitrogen-containing derivatives of α-santonin

Abstract

The reactions of eudesmanolide α-santonin with primary and secondary amines were investigated. It wasshown that the reactions occured regioselectively at the carbonyl group of γ-lactone ring with formation of the products of aminolysis — hydroxyamides. Furthermore, it was found that the reaction of santonin with semicarbazide and phenylhydrazine flowed through carbonyl group of cross-conjugated cyclodienone to form condensation products and the reaction of santonin with hydroxylamine flowed to give tandem reactions products of Michael-type and condensation. It was revealed that synthetic nitrogen-containing derivatives of α-santonin had antibacterial and antioxidant activity.