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Synthesis of Cyclic and Acyclic Nucleoside Phosphonates and Sulfonamides Derived from 6‐(Thiophen‐2‐yl)‐7‐fluoro‐7‐deazapurine

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    SYSNO ASEP0509096
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleSynthesis of Cyclic and Acyclic Nucleoside Phosphonates and Sulfonamides Derived from 6‐(Thiophen‐2‐yl)‐7‐fluoro‐7‐deazapurine
    Author(s) Malnuit, Vincent (UOCHB-X)
    Smolen, Sabina (UOCHB-X)
    Tichý, Michal (UOCHB-X) RID, ORCID
    Poštová Slavětínská, Lenka (UOCHB-X) RID
    Hocek, Michal (UOCHB-X) RID, ORCID
    Source TitleEuropean Journal of Organic Chemistry - ISSN 1434-193X
    Roč. 2019, 31/32 (2019), s. 5409-5423
    Number of pages15 s.
    Languageeng - English
    CountryDE - Germany
    Keywords7‐deazapurine ; nucleoside phosphonates ; structure‐activity relationships ; synthetic methods ; sulfonamides
    Subject RIVCC - Organic Chemistry
    OECD categoryOrganic chemistry
    R&D ProjectsGA19-08124S GA ČR - Czech Science Foundation (CSF)
    NV15-31984A GA MZd - Ministry of Health (MZ)
    Method of publishingLimited access
    Institutional supportUOCHB-X - RVO:61388963
    UT WOS000483709700045
    EID SCOPUS85071312015
    DOI10.1002/ejoc.201900509
    AnnotationRibonuclosides derived from 6-hetaryl-7-dezapurines are potent cytostatics, but their mechanism of action is unknown. Here we designed and synthesized a series of cyclic and acyclic nucleoside phosphonates, as well as carboxy, cyano, sulfo, and sulfonamide acyclic analogues derived from 6-thiophen-2-yl-7-deazapurine and 7-fluoro-6-thiophen-2-yl-7-deazapurine as ribonucleoside monophosphate mimics. None of these analogues exerted significant cytotoxic and antiviral activity.
    WorkplaceInstitute of Organic Chemistry and Biochemistry
    Contactasep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418
    Year of Publishing2020
    Electronic addresshttps://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.201900509
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