Synthesis and antiviral and antineoplastic activities of some novel carbocyclic guanosine analogues with a cyclobutane ring

J M Blanco; O Caamaño; F Fernández; X García-Mera; A R Hergueta; C López; J E Rodríguez-borges; J Balzarini; E De Clercq

doi:10.1248/cpb.47.1314

Synthesis and antiviral and antineoplastic activities of some novel carbocyclic guanosine analogues with a cyclobutane ring

Chem Pharm Bull (Tokyo). 1999 Sep;47(9):1314-7. doi: 10.1248/cpb.47.1314.

Authors

J M Blanco¹, O Caamaño, F Fernández, X García-Mera, A R Hergueta, C López, J E Rodríguez-borges, J Balzarini, E De Clercq

Affiliation

¹ Departamento de Química Orgánica, Facultade de Farmacia, Universidade de Santiago, Santiago de Compostela, Spain.

PMID: 10517011
DOI: 10.1248/cpb.47.1314

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / pharmacology
Antiviral Agents / chemical synthesis*
Antiviral Agents / pharmacology
Cyclobutanes / chemical synthesis*
Cyclobutanes / pharmacology
Enterovirus B, Human / drug effects
Guanosine / analogs & derivatives
Guanosine / chemical synthesis*
Guanosine / pharmacology
Respiratory Syncytial Viruses / drug effects
Spectrophotometry, Infrared
Vaccinia virus / drug effects

Substances

Antineoplastic Agents
Antiviral Agents
Cyclobutanes
Guanosine