Synthesis, antiviral and cytostatic activities, of carbocyclic nucleosides incorporating a modified cyclopentane ring. IV. Adenosine and uridine analogues.
Eight new carbocyclic nucleosides were prepared by mounting a purine (compounds 8-10), 8-azapurine (12 and 13) or pyrimidine (15, 16 and 17b) on the amino group of (1S,3R)-3-aminomethyl-2,2,3-trimethylcyclopentylmethanol (6). All the compounds were evaluated as antiviral and antitumor agents in a variety of assay systems. Only compound 8 showed any cytostatic activity against the tumor cell lines examined.
Nieto
M Isabel
MI
Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Santiago, Santiago de Compostela, Spain.
Caamaño
Olga
O
Fernández
Franco
F
Gómez
Maria
M
Balzarini
Jan
J
De Clercq
Erik
E
D000241:Adenosine / Q000031:analogs & derivatives* / Q000494:pharmacology; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002522:Chlorocebus aethiops; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000494:pharmacology; D015497:HIV-1 / Q000187:drug effects; D015498:HIV-2 / Q000187:drug effects; D006367:HeLa Cells; D006801:Humans; D013329:Structure-Activity Relationship; D014529:Uridine / Q000031:analogs & derivatives* / Q000494:pharmacology; D014709:Vero Cells
D000970:Antineoplastic Agents; D000998:Antiviral Agents; D003517:Cyclopentanes; D000241:Adenosine; D014529:Uridine