title: Synthesis and anti-HIV activity of novel cyclopentenyl nucleoside analogues of 8-azapurine.
abstract: Novel nucleoside analogues of structure 3-5 were synthesized starting from (+/-)-cis-2-amino-3-cyclopentenylmethanol (1). The chlorine derivative 3 inhibited both HIV-1 and HIV-2 replication in MT-4 cells with IC(50) values of 10.67 microM and of 13.79 microM, respectively.
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Vigo, Vigo, Spain.
authors.forename: Pilar
authors.initials: P
authors.lastname: Canoa
authors.forename: María J
authors.initials: MJ
authors.lastname: González-Moa
authors.forename: Marta
authors.initials: M
authors.lastname: Teijeira
authors.forename: Carmen
authors.initials: C
authors.lastname: Terán
authors.forename: Eugenio
authors.initials: E
authors.lastname: Uriarte
authors.forename: Christophe
authors.initials: C
authors.lastname: Pannecouque
authors.forename: Erik
authors.initials: E
authors.lastname: De Clercq
mesh_terms: D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D003517:Cyclopentanes / Q000737:chemistry*; D015497:HIV-1 / Q000187:drug effects; D015498:HIV-2 / Q000187:drug effects; D006801:Humans; D000432:Methanol / Q000031:analogs & derivatives / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009705:Nucleosides / Q000737:chemistry*; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014779:Virus Replication / Q000187:drug effects
chemical_list: D019380:Anti-HIV Agents; D003517:Cyclopentanes; D009705:Nucleosides; D011687:Purines; C516195:cis-2-amino-3-cyclopentenylmethanol; C015008:triazolopyrimidinone; D000432:Methanol