title: Synthesis and antiviral evaluation of 4'-C-azidomethyl-beta-D-ribofuranosyl purine and pyrimidine nucleosides.
abstract: In the search for inhibitors of the replication of RNA viruses, including hepatitis C virus (HCV), the hitherto unknown 4'-C-azidomethyl-beta-D-ribofuranosyl nucleosides of the five naturally occurring nucleic acid bases have been synthesized and their antiviral properties examined. These 4'-C-branched nucleosides were stereospecifically prepared by glycosylation of purine and pyrimidine aglycons with a suitable peracylated 4-C-azidomethyl-D-pentofuranose sugar, followed by removal of the protecting groups. The prepared compounds were tested for their activity against several viruses, but they did not show an antiviral effect.
authors.affiliation: Idenix Pharmaceuticals, Medicinal Chemistry Laboratory, Montpellier, France.
authors.forename: Jean-Francois
authors.initials: JF
authors.lastname: Griffon
authors.forename: Audrey
authors.initials: A
authors.lastname: Dumas
authors.forename: Richard
authors.initials: R
authors.lastname: Storer
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Sommadossi
authors.forename: Gilles
authors.initials: G
authors.lastname: Gosselin
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D011684:Purine Nucleosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D012328:RNA Viruses / Q000187:drug effects*
chemical_list: D000998:Antiviral Agents; D011684:Purine Nucleosides; D011741:Pyrimidine Nucleosides