title: Synthesis of some 3',5'-dideoxy-5'-C-phosphonomethyl nucleosides.
abstract: Ammonium [1-(3',5',6'-trideoxy-beta-D-erythro-hexofuranosyl)thymine]-6'- phosphonate (1), ammonium 3',5'-dideoxycytidine-5'-C-methylphosphonate (2) and 3',5'-dideoxyadenosine-5'-C-methyl phosphonic acid (3) have been synthesized and tested for anti-HIV activity. The key steps involved an Arbuzov reaction between triethyl phosphite and 3,5,6-trideoxy-6-iodo-1,2-O-isopropylidene-alpha-D-erythro- hexofuranose (7), followed by condensation with the appropriate nucleoside bases. The substances 1, 2 and 3 have been tested in vitro against HIV.
authors.affiliation: Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Sweden.
authors.forename: P
authors.initials: P
authors.lastname: Ioannidis
authors.forename: B
authors.initials: B
authors.lastname: Classon
authors.forename: B
authors.initials: B
authors.lastname: Samuelsson
authors.forename: I
authors.initials: I
authors.lastname: Kvarnström
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis*; D002478:Cells, Cultured; D006678:HIV / Q000187:drug effects*; D006801:Humans; D009705:Nucleosides / Q000138:chemical synthesis* / Q000494:pharmacology; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000998:Antiviral Agents; D009705:Nucleosides; D063065:Organophosphonates