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Synthesis 2009(2): 290-296
DOI: 10.1055/s-0028-1083213
DOI: 10.1055/s-0028-1083213
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis and Antiviral Evaluation of (-)-3′-Methylcarbovir, (-)-3′-Methylabacavir, and Modified Purine Analogues
Further Information
Received
17 July 2008
Publication Date:
30 October 2008 (online)
Publication History
Publication Date:
30 October 2008 (online)
![](https://www.thieme-connect.de/media/synthesis/200902/lookinside/thumbnails/10.1055-s-0028-1083213-1.jpg)
Abstract
Starting from ethyl (1S,4R)-4-hydroxy-2-methylcyclopent-2-ene-1-carboxylate, as a common enantiopure building block readily obtained by enzymatic kinetic resolution of the corresponding racemic derivative, 3′-methylcarbovir, 3′-methylabacavir, and three modified analogues were synthesized via the linear construction of the purine heterocycles. These derivatives were evaluated as potential agents against HIV-1, HIV-2, and other important viral pathogens. None of the new compounds had significant antiviral activity at a concentration of 100 µg˙mL-¹, which was the highest concentration tested.
Key words
stereoselective synthesis - azides - carbocyclic nucleosides - nucleobases - antiviral agents
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