Synthesis and Anti-HBV Activity of Novel Substituted Pyrimidine Glycosides and Their Acyclic Analogues

Abstract

New aryl substituted uracil and thiouracil glycosides are synthesized by glycosylation at N¹ in the pyrimidine nucleus using glycopyranosyl halides in basic medium. In addition C-linked hydrazinyl acyclic sugar derivatives exhibiting different sugar moieties, attached at C⁶, are also prepared. Antiviral activity of the newly synthesized compounds is studied against Hepatitis B virus (HBV). The antiviral tests data indicated high activity of compounds 6b, 6c and 12a–12c with mild cytotoxic effects. The influence of glycosyl moieties attached to the substituted pyrimidine system in addition to the substitution at the aryl fragment on activity is discussed.