Synthesis and antiviral and antineoplastic activities of some novel carbocyclic guanosine analogues with a cyclobutane ring.
Cyclobutyl nucleoside analogues containing guanine and 8-azaguanine (compounds 5-10) were prepared from (1R,cis)-3-aminomethyl-2,2-dimethylcyclobutylmethanol (1). All were evaluated as antiviral and antitumoral agents in a variety of assay systems. Compounds 6 and 7 showed a noteworthy activity against a respiratory syncytial virus and compound 10 was moderately active against vaccinia virus. Only compound 5 showed some cytostatic activity.
Blanco
J M
JM
Departamento de Química Orgánica, Facultade de Farmacia, Universidade de Santiago, Santiago de Compostela, Spain.
Caamaño
O
O
Fernández
F
F
García-Mera
X
X
Hergueta
A R
AR
López
C
C
Rodríguez-borges
J E
JE
Balzarini
J
J
De Clercq
E
E
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D003503:Cyclobutanes / Q000138:chemical synthesis* / Q000494:pharmacology; D029822:Enterovirus B, Human / Q000187:drug effects; D006151:Guanosine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D012136:Respiratory Syncytial Viruses / Q000187:drug effects; D013055:Spectrophotometry, Infrared; D014616:Vaccinia virus / Q000187:drug effects
D000970:Antineoplastic Agents; D000998:Antiviral Agents; D003503:Cyclobutanes; D006151:Guanosine