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Synthesis and Antiviral Evaluation of 3′-Fluoro-5′-norcarbocyclic Nucleoside Phosphonates Bearing Uracil and Cytosine as Potential Antiviral Agents

Carbocyclic nucleoside analogues are an essential class of antiviral agents and are commonly used in the treatment of viral diseases (hepatitis B, AIDS). Recently, we reported the racemic synthesis and the anti-human immunodeficiency virus activities (HIV) of 3′-fluoro-5′-norcarbocyclic nucleoside p...

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Autores principales: Geant, Pierre-Yves, Uttaro, Jean-Pierre, Périgaud, Christian, Mathé, Christophe
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7466164/
https://www.ncbi.nlm.nih.gov/pubmed/32823897
http://dx.doi.org/10.3390/molecules25163708
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author Geant, Pierre-Yves
Uttaro, Jean-Pierre
Périgaud, Christian
Mathé, Christophe
author_facet Geant, Pierre-Yves
Uttaro, Jean-Pierre
Périgaud, Christian
Mathé, Christophe
author_sort Geant, Pierre-Yves
collection PubMed
description Carbocyclic nucleoside analogues are an essential class of antiviral agents and are commonly used in the treatment of viral diseases (hepatitis B, AIDS). Recently, we reported the racemic synthesis and the anti-human immunodeficiency virus activities (HIV) of 3′-fluoro-5′-norcarbocyclic nucleoside phosphonates bearing purines as heterocyclic base. Based on these results, the corresponding racemic norcarbocyclic nucleoside phosphonates bearing pyrimidine bases were synthesized. The prepared compounds were evaluated against HIV, but none of them showed marked antiviral activity compared to their purine counterparts.
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spelling pubmed-74661642020-09-14 Synthesis and Antiviral Evaluation of 3′-Fluoro-5′-norcarbocyclic Nucleoside Phosphonates Bearing Uracil and Cytosine as Potential Antiviral Agents Geant, Pierre-Yves Uttaro, Jean-Pierre Périgaud, Christian Mathé, Christophe Molecules Article Carbocyclic nucleoside analogues are an essential class of antiviral agents and are commonly used in the treatment of viral diseases (hepatitis B, AIDS). Recently, we reported the racemic synthesis and the anti-human immunodeficiency virus activities (HIV) of 3′-fluoro-5′-norcarbocyclic nucleoside phosphonates bearing purines as heterocyclic base. Based on these results, the corresponding racemic norcarbocyclic nucleoside phosphonates bearing pyrimidine bases were synthesized. The prepared compounds were evaluated against HIV, but none of them showed marked antiviral activity compared to their purine counterparts. MDPI 2020-08-14 /pmc/articles/PMC7466164/ /pubmed/32823897 http://dx.doi.org/10.3390/molecules25163708 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Geant, Pierre-Yves
Uttaro, Jean-Pierre
Périgaud, Christian
Mathé, Christophe
Synthesis and Antiviral Evaluation of 3′-Fluoro-5′-norcarbocyclic Nucleoside Phosphonates Bearing Uracil and Cytosine as Potential Antiviral Agents
title Synthesis and Antiviral Evaluation of 3′-Fluoro-5′-norcarbocyclic Nucleoside Phosphonates Bearing Uracil and Cytosine as Potential Antiviral Agents
title_full Synthesis and Antiviral Evaluation of 3′-Fluoro-5′-norcarbocyclic Nucleoside Phosphonates Bearing Uracil and Cytosine as Potential Antiviral Agents
title_fullStr Synthesis and Antiviral Evaluation of 3′-Fluoro-5′-norcarbocyclic Nucleoside Phosphonates Bearing Uracil and Cytosine as Potential Antiviral Agents
title_full_unstemmed Synthesis and Antiviral Evaluation of 3′-Fluoro-5′-norcarbocyclic Nucleoside Phosphonates Bearing Uracil and Cytosine as Potential Antiviral Agents
title_short Synthesis and Antiviral Evaluation of 3′-Fluoro-5′-norcarbocyclic Nucleoside Phosphonates Bearing Uracil and Cytosine as Potential Antiviral Agents
title_sort synthesis and antiviral evaluation of 3′-fluoro-5′-norcarbocyclic nucleoside phosphonates bearing uracil and cytosine as potential antiviral agents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7466164/
https://www.ncbi.nlm.nih.gov/pubmed/32823897
http://dx.doi.org/10.3390/molecules25163708
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