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Synthesis and Biological Profiling of Benzofuro-Fused 7-Deazapurine Nucleosides

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F23%3A00577107" target="_blank" >RIV/61388963:_____/23:00577107 - isvavai.cz</a>

  • Alternative codes found

    RIV/00216208:11310/23:10474278 RIV/61989592:15110/23:73621060 RIV/00098892:_____/23:10158527

  • Result on the web

    <a href="https://doi.org/10.1002/ejoc.202300723" target="_blank" >https://doi.org/10.1002/ejoc.202300723</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/ejoc.202300723" target="_blank" >10.1002/ejoc.202300723</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis and Biological Profiling of Benzofuro-Fused 7-Deazapurine Nucleosides

  • Original language description

    A series of benzofuro-fused 7-deazapurine (6H-furo[2,3-e]pyrimido[4,5-b]indole) 2’-deoxyribo- and ribonucleosides was designed and synthesized. The synthesis of key compound 10-chloro-6H-furo[2,3-e]pyrimido[4,5-b]indole was based on the Negishi cross-coupling of iodobenzofurane with zincated 4,6-dichloropyrimidine followed by azidation and photochemical cyclization. Glycosylation of the heterocycle with either Hoffer's chlorodeoxyribose or protected ribose followed by cross-coupling or substitution reactions at position 10 gave the desired two sets of final nucleosides that showed moderate to weak cytostatic activity and interesting fluorescence properties.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2023

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    European Journal of Organic Chemistry

  • ISSN

    1434-193X

  • e-ISSN

    1099-0690

  • Volume of the periodical

    26

  • Issue of the periodical within the volume

    44

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    6

  • Pages from-to

    e202300723

  • UT code for WoS article

    001090866900001

  • EID of the result in the Scopus database

    2-s2.0-85174603349