Synthesis of New Acadesine (AICA-riboside) Analogues Having Acyclic d-Ribityl or 4-Hydroxybutyl Chains in Place of the Ribose

Abstract

The antiviral activity of certain acyclic nucleosides drew our attention to the fact that the replacement of the furanose ring by an alkyl group bearing hydroxyl(s) could be a useful structural modification to modulate the biological properties of those nucleosides. Herein, we report on the synthesis of some novel acadesine analogues, where the ribose moiety is mimicked by a d-ribityl or by a hydroxybutyl chain.

Keywords

• AICAR
• ZMP
• acadesine
• AMPK
• AMPK activation
• imidazole nucleosides
• nucleoside analogues
• modified nucleosides
• acyclic nucleosides
• acyclic nucleotides