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.
Saleh
M A
MA
Chemistry Department, Faculty of Science, Tanta University, Egypt.
Abbas
Y A
YA
Eabdel-Hai
F
F
Youssef
S A
SA
D019380:Anti-HIV Agents / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000494:pharmacology; D000998:Antiviral Agents / Q000494:pharmacology*; D001089:Arabinose / Q000737:chemistry; D005690:Galactose / Q000737:chemistry; D005947:Glucose / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D009005:Monosaccharides / Q000737:chemistry; D011799:Quinazolines / Q000138:chemical synthesis*; D014994:Xylose / Q000737:chemistry
D019380:Anti-HIV Agents; D000970:Antineoplastic Agents; D000998:Antiviral Agents; D006027:Glycosides; D009005:Monosaccharides; D011799:Quinazolines; D014994:Xylose; D001089:Arabinose; D005947:Glucose; D005690:Galactose