Synthesis and antiviral activity of carbocyclic nucleosides incorporating a modified cyclopentane ring. Part 3: Adenosine and uridine analogues.
Six new carbocyclic nucleosides were prepared by mounting a purine (compounds 4-6), 8-azapurine (7 and 8) or uridine (9) base on the amino group of (1S,3R)-3-amino-2,2,3-trimethylcyclopentylmethanol (10). At subtoxic concentrations, compounds 5-9 showed at best marginal antiviral activity.
Isabel Nieto
M
M
Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Santiago, Spain.
Manuel Blanco
J
J
Caamaño
O
O
Fernández
F
F
García-Mera
X
X
López
C
C
Balzarini
J
J
De Clercq
E
E
D000241:Adenosine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002455:Cell Division / Q000187:drug effects; D002522:Chlorocebus aethiops; D003517:Cyclopentanes / Q000737:chemistry*; D004267:DNA Viruses / Q000187:drug effects; D006367:HeLa Cells; D006801:Humans; D009705:Nucleosides / Q000138:chemical synthesis*; D012328:RNA Viruses / Q000187:drug effects; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013601:T-Lymphocytes / Q000821:virology; D014529:Uridine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014709:Vero Cells
D000998:Antiviral Agents; D003517:Cyclopentanes; D009705:Nucleosides; D000241:Adenosine; D014529:Uridine