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Revaluation of biomass-derived furfuryl alcohol derivatives for the synthesis of carbocyclic nucleoside phosphonate analogues

The racemic synthesis of new carbocyclic nucleoside methylphosphonate analogues bearing purine bases (adenine and guanine) was accomplished using bio-sourced furfuryl alcohol derivatives. All compounds were prepared using a Mitsunobu coupling between the heterocyclic base and an appropriate carbocyc...

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Autores principales: Sidi Mohamed, Bemba, Périgaud, Christian, Mathé, Christophe
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5331271/
https://www.ncbi.nlm.nih.gov/pubmed/28326134
http://dx.doi.org/10.3762/bjoc.13.28
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author Sidi Mohamed, Bemba
Périgaud, Christian
Mathé, Christophe
author_facet Sidi Mohamed, Bemba
Périgaud, Christian
Mathé, Christophe
author_sort Sidi Mohamed, Bemba
collection PubMed
description The racemic synthesis of new carbocyclic nucleoside methylphosphonate analogues bearing purine bases (adenine and guanine) was accomplished using bio-sourced furfuryl alcohol derivatives. All compounds were prepared using a Mitsunobu coupling between the heterocyclic base and an appropriate carbocyclic precursor. After deprotection, the compounds were evaluated for their activity against a large number of viruses. However, none of them showed significant antiviral activity or cytotoxicity.
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spelling pubmed-53312712017-03-21 Revaluation of biomass-derived furfuryl alcohol derivatives for the synthesis of carbocyclic nucleoside phosphonate analogues Sidi Mohamed, Bemba Périgaud, Christian Mathé, Christophe Beilstein J Org Chem Full Research Paper The racemic synthesis of new carbocyclic nucleoside methylphosphonate analogues bearing purine bases (adenine and guanine) was accomplished using bio-sourced furfuryl alcohol derivatives. All compounds were prepared using a Mitsunobu coupling between the heterocyclic base and an appropriate carbocyclic precursor. After deprotection, the compounds were evaluated for their activity against a large number of viruses. However, none of them showed significant antiviral activity or cytotoxicity. Beilstein-Institut 2017-02-09 /pmc/articles/PMC5331271/ /pubmed/28326134 http://dx.doi.org/10.3762/bjoc.13.28 Text en Copyright © 2017, Sidi Mohamed et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Sidi Mohamed, Bemba
Périgaud, Christian
Mathé, Christophe
Revaluation of biomass-derived furfuryl alcohol derivatives for the synthesis of carbocyclic nucleoside phosphonate analogues
title Revaluation of biomass-derived furfuryl alcohol derivatives for the synthesis of carbocyclic nucleoside phosphonate analogues
title_full Revaluation of biomass-derived furfuryl alcohol derivatives for the synthesis of carbocyclic nucleoside phosphonate analogues
title_fullStr Revaluation of biomass-derived furfuryl alcohol derivatives for the synthesis of carbocyclic nucleoside phosphonate analogues
title_full_unstemmed Revaluation of biomass-derived furfuryl alcohol derivatives for the synthesis of carbocyclic nucleoside phosphonate analogues
title_short Revaluation of biomass-derived furfuryl alcohol derivatives for the synthesis of carbocyclic nucleoside phosphonate analogues
title_sort revaluation of biomass-derived furfuryl alcohol derivatives for the synthesis of carbocyclic nucleoside phosphonate analogues
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5331271/
https://www.ncbi.nlm.nih.gov/pubmed/28326134
http://dx.doi.org/10.3762/bjoc.13.28
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