Novel Carbocyclic Nucleosides Containing a Cyclobutyl Ring: Adenosine Analogues

Antonio R. HERGUETA; Franco FERNÁNDEZ; Carmen LÓPEZ; Jan BALZARINI; Eric DE CLERCQ

doi:10.1248/cpb.49.1174

Notes

Novel Carbocyclic Nucleosides Containing a Cyclobutyl Ring: Adenosine Analogues

Antonio R. HERGUETA, Franco FERNÁNDEZ, Carmen LÓPEZ, Jan BALZARINI, Eric DE CLERCQ

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Keywords: adenosine analogue, antitumoral, antiviral, carbocyclic nucleoside, respiratory syncytial virus, vaccinia virus

JOURNAL FREE ACCESS

2001 Volume 49 Issue 9 Pages 1174-1177

DOI https://doi.org/10.1248/cpb.49.1174

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Abstract

(1S,1'R)-cis-1-(3'-aminomethyl-2',2'-dimethylcyclobutyl)ethanol (1) and (1S,1'R)-cis-1-[3'-(2-aminoethyl)-2',2'-dimethylcyclobutyl]ethanol (2) were used as precursors in the synthesis of cyclobutyl nucleoside analogues containing adenine and 8-azaadenine moieties, which were tested as antiviral and antitumoral agents in a variety of assay systems. Compounds 8 and 9 displayed significant activity against respiratory syncytial virus, and compounds 14 and 15 were moderately active against vaccinia virus.

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