Number of the records: 1  

Synthesis of phosphonate derivatives of 2′-deoxy-2′-fluorotetradialdose D-nucleosides and tetradialdose D-nucleosides

  1. 1.
    SYSNO ASEP0543389
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleSynthesis of phosphonate derivatives of 2′-deoxy-2′-fluorotetradialdose D-nucleosides and tetradialdose D-nucleosides
    Author(s) Lášek, Tomáš (UOCHB-X) ORCID
    Dobiaš, Juraj (UOCHB-X) ORCID
    Buděšínský, Miloš (UOCHB-X) RID, ORCID
    Kozák, Jaroslav (UOCHB-X) RID, ORCID
    Lapuníková, Barbora (UOCHB-X)
    Rosenberg, Ivan (UOCHB-X) RID, ORCID
    Birkuš, Gabriel (UOCHB-X) ORCID
    Páv, Ondřej (UOCHB-X) RID, ORCID
    Article number132159
    Source TitleTetrahedron. - : Elsevier - ISSN 0040-4020
    Roč. 89, Jun 4 (2021)
    Number of pages18 s.
    Languageeng - English
    CountryGB - United Kingdom
    Keywordsnucleoside phosphonate ; triphosphate ; prodrug ; tetradialdose d-nucleoside ; 2′-fluoronucleoside
    OECD categoryOrganic chemistry
    R&D ProjectsEF16_019/0000729 GA MŠk - Ministry of Education, Youth and Sports (MEYS)
    Method of publishingLimited access
    Institutional supportUOCHB-X - RVO:61388963
    UT WOS000659206000014
    EID SCOPUS85104947933
    DOI10.1016/j.tet.2021.132159
    AnnotationAnalogs of nucleosides and nucleotides represent a promising pool of potential therapeutics. This work describes a new synthetic route leading to 2′-deoxy-2′-fluorotetradialdose D-nucleoside phosphonates. Moreover, a new universal synthetic route leading to tetradialdose d-nucleosides bearing purine nucleobases is also described. All new compounds were tested as triphosphate analogs for inhibitory potency against a variety of viral polymerases. The fluorinated nucleosides were transformed to phosphoramidate prodrugs and evaluated in cell cultures against various viruses including influenza and SARS-CoV-2.
    WorkplaceInstitute of Organic Chemistry and Biochemistry
    ContactViktorie Chládková, asep@uochb.cas.cz, Tel.: 232 002 434
    Year of Publishing2022
    Electronic addresshttps://doi.org/10.1016/j.tet.2021.132159
Number of the records: 1