A new approach to the synthesis of substituted 4-imidazolidinones as potential antiviral and antitumor agents

Abstract

5-(( Z)-Arylidene)-2-((2-( E)-benzylidene)hydrazone)-4-imidazolidinones 7a-d and 5-(( Z)-arylidene)-2-((2-( E)-polyhydroxyalkylidene)hydrazono)-4-imidazolidinones 11a-d to 15a-d were prepared from the reaction of 5-(( Z)-arylidene)-2-methylmercaptohydantoins 3a-d with 2-( E)-benzylidene hydrazone 6 or 2-( E)-monosaccharides hydrazones 9a-e, which in turn were prepared by condensation of benzaldehyde or appropriate monosaccharides 8a-e with hydrazine hydrate. AM1 semi-empirical calculations reveal that the azine system is favoured with a trans geometry and planar conformation for CN-NC. All the new compounds were tested for their potential antiviral and antitumor activities.