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Synthesis and biological evaluation of acyclic nucleotide analogues with a furo[2,3-d]pyrimidin-2(3H)-one base

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    SYSNO ASEP0345964
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleSynthesis and biological evaluation of acyclic nucleotide analogues with a furo[2,3-d]pyrimidin-2(3H)-one base
    Author(s) Janeba, Zlatko (UOCHB-X) RID, ORCID
    Holý, Antonín (UOCHB-X)
    Pohl, Radek (UOCHB-X) RID, ORCID
    Snoeck, R. (BE)
    Andrei, G. (BE)
    De Clercq, E. (BE)
    Balzarini, J. (BE)
    Number of authors7
    Source TitleCanadian Journal of Chemistry. - : Canadian Science Publishing - ISSN 0008-4042
    Roč. 88, č. 7 (2010), s. 628-638
    Number of pages11 s.
    Languageeng - English
    CountryCA - Canada
    Keywordsacyclic nucleoside phosphonates ; Sonogashira reaction ; intramolecular cyclization
    Subject RIVCC - Organic Chemistry
    R&D Projects1M0508 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
    CEZAV0Z40550506 - UOCHB-X (2005-2011)
    UT WOS000279739100007
    DOI10.1139/V10-054
    AnnotationA novel series of 2-(phosphonomethoxy)ethyl (PME) substituted furo[2,3-d]pyrimidin-2(3H)-ones with potential anti-VZV and/or anti-HCMV activity was synthesized. The target acyclic nucleotide analogues were prepared by Sonogashira coupling of protected 5-iodo-1-[2-(phosphonomethoxy)ethyl]uracil with various 1-alkynes, followed by in situ Cu(I)-promoted intramolecular cyclization and standard removal of the isopropyl ester groups. None of the prepared analogues were active at subtoxic concentrations against VZV thymidine kinase competent (TK+), VZV thymidine kinase deficient (TK–), or HCMV.
    WorkplaceInstitute of Organic Chemistry and Biochemistry
    Contactasep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434
    Year of Publishing2011
Number of the records: 1  

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