title: Synthesis and antiviral activity of some acyclic and C-acyclic pyrrolo[2,3-d]pyrimidine nucleoside analogues.
abstract: A series of acyclic and C-acyclic 7-deazapurine nucleosides have been synthesized and tested for antiviral activity. Reaction of the sodium salt of 2-amino-3,4-bis(aminocarbonyl)-5-(methylthio)pyrrole (6) with an appropriate electrophile gave pyrrole nucleosides which served as common intermediates to both the 7-deazaadenosine and the 7-deazaguanosine series. Several of these 5- and 5,6-substituted pyrrolo[2,3-d]pyrimidine nucleosides have shown activity against HIV virus in preliminary in vitro screens.
authors.affiliation: Department of Chemistry, McGill University, Montreal, Canada.
authors.forename: S M
authors.initials: SM
authors.lastname: Bennett
authors.forename: N
authors.initials: N
authors.lastname: Nguyen-Ba
authors.forename: K K
authors.initials: KK
authors.lastname: Ogilvie
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D006678:HIV / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis* / Q000494:pharmacology; D011758:Pyrroles / Q000138:chemical synthesis / Q000494:pharmacology; D018139:Simplexvirus / Q000187:drug effects
chemical_list: D000998:Antiviral Agents; D011741:Pyrimidine Nucleosides; D011758:Pyrroles