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A Facile Synthesis of 5′-Fluoro-5′-deoxyacadesine (5′-F-AICAR): A Novel Non-phosphorylable AICAR Analogue

The substitution of a hydroxyl group by a fluorine atom in a potential drug is an efficient reaction that can, in principle, improve its pharmacological properties. Herein, the synthesis of the novel compound 5′-fluoro-5′-deoxyacadesine (5′-F-AICAR), a strict analogue of AICAR that cannot be 5′-phos...

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Autores principales: D’Errico, Stefano, Oliviero, Giorgia, Borbone, Nicola, Amato, Jussara, D’Alonzo, Daniele, Piccialli, Vincenzo, Mayol, Luciano, Piccialli, Gennaro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268913/
https://www.ncbi.nlm.nih.gov/pubmed/23124472
http://dx.doi.org/10.3390/molecules171113036
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author D’Errico, Stefano
Oliviero, Giorgia
Borbone, Nicola
Amato, Jussara
D’Alonzo, Daniele
Piccialli, Vincenzo
Mayol, Luciano
Piccialli, Gennaro
author_facet D’Errico, Stefano
Oliviero, Giorgia
Borbone, Nicola
Amato, Jussara
D’Alonzo, Daniele
Piccialli, Vincenzo
Mayol, Luciano
Piccialli, Gennaro
author_sort D’Errico, Stefano
collection PubMed
description The substitution of a hydroxyl group by a fluorine atom in a potential drug is an efficient reaction that can, in principle, improve its pharmacological properties. Herein, the synthesis of the novel compound 5′-fluoro-5′-deoxyacadesine (5′-F-AICAR), a strict analogue of AICAR that cannot be 5′-phosphorylated to ZMP by cellular kinases, is reported.
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spelling pubmed-62689132018-12-13 A Facile Synthesis of 5′-Fluoro-5′-deoxyacadesine (5′-F-AICAR): A Novel Non-phosphorylable AICAR Analogue D’Errico, Stefano Oliviero, Giorgia Borbone, Nicola Amato, Jussara D’Alonzo, Daniele Piccialli, Vincenzo Mayol, Luciano Piccialli, Gennaro Molecules Communication The substitution of a hydroxyl group by a fluorine atom in a potential drug is an efficient reaction that can, in principle, improve its pharmacological properties. Herein, the synthesis of the novel compound 5′-fluoro-5′-deoxyacadesine (5′-F-AICAR), a strict analogue of AICAR that cannot be 5′-phosphorylated to ZMP by cellular kinases, is reported. MDPI 2012-11-02 /pmc/articles/PMC6268913/ /pubmed/23124472 http://dx.doi.org/10.3390/molecules171113036 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Communication
D’Errico, Stefano
Oliviero, Giorgia
Borbone, Nicola
Amato, Jussara
D’Alonzo, Daniele
Piccialli, Vincenzo
Mayol, Luciano
Piccialli, Gennaro
A Facile Synthesis of 5′-Fluoro-5′-deoxyacadesine (5′-F-AICAR): A Novel Non-phosphorylable AICAR Analogue
title A Facile Synthesis of 5′-Fluoro-5′-deoxyacadesine (5′-F-AICAR): A Novel Non-phosphorylable AICAR Analogue
title_full A Facile Synthesis of 5′-Fluoro-5′-deoxyacadesine (5′-F-AICAR): A Novel Non-phosphorylable AICAR Analogue
title_fullStr A Facile Synthesis of 5′-Fluoro-5′-deoxyacadesine (5′-F-AICAR): A Novel Non-phosphorylable AICAR Analogue
title_full_unstemmed A Facile Synthesis of 5′-Fluoro-5′-deoxyacadesine (5′-F-AICAR): A Novel Non-phosphorylable AICAR Analogue
title_short A Facile Synthesis of 5′-Fluoro-5′-deoxyacadesine (5′-F-AICAR): A Novel Non-phosphorylable AICAR Analogue
title_sort facile synthesis of 5′-fluoro-5′-deoxyacadesine (5′-f-aicar): a novel non-phosphorylable aicar analogue
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268913/
https://www.ncbi.nlm.nih.gov/pubmed/23124472
http://dx.doi.org/10.3390/molecules171113036
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