Synthesis and antiviral evaluation of n-glycosides derived from 6-amino-3-aryl-2-methyl-4-(3h)-quinazolinones.

Reaction of monosaccharides (D-glucose. D-galactose, D-xylose or L-arabinose) with 6-amino-3-aryl-2-methyl-4-(3H) quinazolinones (1a-c) in boiling methanol yielded the corresponding N-glycopyranosides 3a-c, 4a-c, 5a,b and 6a,b. The N-glycopyranosides 3a-c, 4a-c, 5a,b and 6a,b were acetylated with acetic anhydride and pyridine to give the corresponding acetate derivatives 7a-c, 8a-c, 9a,b and 10a,b. The structures of all these glycosides were assessed by elemental analysis, IR, NMR and mass spectra. Some of these products were tested for anti-cancer and anti-AIDS activity.