Synthesis and anti-HIV activity of novel cyclopentenyl nucleoside analogues of 8-azapurine.
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.
Canoa
Pilar
P
Departamento de Química Orgánica, Facultad de Química, Universidad de Vigo, Vigo, Spain.
González-Moa
María J
MJ
Teijeira
Marta
M
Terán
Carmen
C
Uriarte
Eugenio
E
Pannecouque
Christophe
C
De Clercq
Erik
E
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
D019380:Anti-HIV Agents; D003517:Cyclopentanes; D009705:Nucleosides; D011687:Purines; C516195:cis-2-amino-3-cyclopentenylmethanol; C015008:triazolopyrimidinone; D000432:Methanol