title: Synthesis of novel C-5 substituted d4T analogues bearing linker arms as potential anti-HIV agents.
abstract: This work reports the synthesis of 2',3'-didehydro-2',3'-dideoxy-thymidine analogues bearing several kinds of amino-linker arms at the C-5 position of the pyrimidine moiety. C-5 is an attractive position since a flexible chain may permit the triphosphates to be generated. The beta-D- and beta-L-d4T analogues were synthesized following a multi-step reaction from D-ribose and D-xylose, from D- and L-arabinose (towards an oxazoline ring) or from uridine and then were reacted with alkylene diamines.
authors.affiliation: C.E.R.M.N., Laboratoire de Pharmacochimie, Caen France.
authors.forename: D
authors.initials: D
authors.lastname: Ladurée
authors.forename: C
authors.initials: C
authors.lastname: Fossey
authors.forename: M
authors.initials: M
authors.lastname: Renoud-Grappin
authors.forename: G
authors.initials: G
authors.lastname: Fontaine
authors.forename: F
authors.initials: F
authors.lastname: Camara
authors.forename: D
authors.initials: D
authors.lastname: Gavriliu
authors.forename: A
authors.initials: A
authors.lastname: Ciurea
authors.forename: A M
authors.initials: AM
authors.lastname: Aubertin
authors.forename: A
authors.initials: A
authors.lastname: Kirn
mesh_terms: D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002460:Cell Line; D015497:HIV-1 / Q000187:drug effects; D006801:Humans; D008826:Microbial Sensitivity Tests; D018119:Stavudine / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D019380:Anti-HIV Agents; D018119:Stavudine