Synthesis of new acadesine (AICA-riboside) analogues having acyclic D-ribityl or 4-hydroxybutyl chains in place of the ribose.
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.
Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via D. Montesano 49, Napoli 80131, Italy.
Stefano
S
D'Errico
Giorgia
G
Oliviero
Nicola
N
Borbone
Jussara
J
Amato
Vincenzo
V
Piccialli
Michela
M
Varra
Luciano
L
Mayol
Gennaro
G
Piccialli
D000620:Aminoimidazole Carboxamide / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D009711:Nucleotides / Q000737:chemistry; D012263:Ribonucleosides / Q000138:chemical synthesis* / Q000494:pharmacology; D012266:Ribose / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014780:Viruses / Q000187:drug effects
D000998:Antiviral Agents; D009711:Nucleotides; D012263:Ribonucleosides; D000620:Aminoimidazole Carboxamide; C011651:acadesine; D012266:Ribose