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Rapid synthesis of carbonucleoside phophonate analogues as potential antiviral agents via a hydrophosphonylation reaction of ethynyl carbocyclic precursors

Abstract

A racemic synthesis of new carbocyclic nucleoside ethyl or vinylphosphonate analogues bearing purine bases (adenine and guanine) was accomplished using racemic (+/−)-4-O-protected-2-cyclopentanone. All compounds were prepared using a hydrophosphonylation reaction of ethynyl carbocyclic precursor followed by a Mitsunobu coupling between the heterocyclic bases. 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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Publication details

The article was received on 16 Oct 2017, accepted on 06 Dec 2017 and first published on 06 Dec 2017


Article type: Paper
DOI: 10.1039/C7NJ03991C
Citation: New J. Chem., 2017, Accepted Manuscript
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    Rapid synthesis of carbonucleoside phophonate analogues as potential antiviral agents via a hydrophosphonylation reaction of ethynyl carbocyclic precursors

    B. Sidi Mohamed, C. Perigaud, S. Peyrottes, J. Uttaro and C. Mathe, New J. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7NJ03991C

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