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Nucleosides and Nucleotides Volume 18, 1999 - Issue 10
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Original Articles

Synthesis of c-5′-nor-Dideoxycarbanucleosides Structurally Related to Neplanocin C

Maria J. Comin Departamento de Química Orgánica, and Laboratorio de Virología, Departamento de Química Biológica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, RA-1428, Buenos, Aires, Argentina
,
Carlos A. Pujol Departamento de Química Orgánica, and Laboratorio de Virología, Departamento de Química Biológica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, RA-1428, Buenos, Aires, Argentina
,
Elsa B. Damonte Departamento de Química Orgánica, and Laboratorio de Virología, Departamento de Química Biológica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, RA-1428, Buenos, Aires, Argentina
&
Juan B. Rodriguez Departamento de Química Orgánica, and Laboratorio de Virología, Departamento de Química Biológica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, RA-1428, Buenos, Aires, Argentina
Pages 2219-2231 | Received 16 Feb 1999, Accepted 16 Jul 1999, Published online: 04 Oct 2006
 
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Abstract

Purine carbanucleosides built on a 6-oxabicyclo[3.1.0]hexane template were synthesized from readily available 2-cyclopentenone employing a Mitsunobu reaction to incorporate the base onto the carbocyclic ring. Both adenosine and guanosine analogues exhibited moderate antiviral activity.

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