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Phosphoramidate pronucleotides of cytostatic 6-aryl-7-deazapurine ribonucleosides

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F11%3A00360990" target="_blank" >RIV/61388963:_____/11:00360990 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1016/j.bmc.2010.11.029" target="_blank" >http://dx.doi.org/10.1016/j.bmc.2010.11.029</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.bmc.2010.11.029" target="_blank" >10.1016/j.bmc.2010.11.029</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Phosphoramidate pronucleotides of cytostatic 6-aryl-7-deazapurine ribonucleosides

  • Original language description

    A series of O-phenyl methyl-, ethyl- and benzylalanyl phosphoramidate pronucleotides derived from cytostatic 6-aryl-7-deazapurine ribonucleosides were prepared by the cross-coupling reactions of the 2',3'-isopropylidene protected 6-chloro-7-deazapurine ribonucleoside phosphoramidates with (het)arylboronic acids or -stannanes followed by deprotection. Most of the prepared prodrugs exerted in vitro cytostatic effects against both solid tumor and lymphoid cancer cells within low micromolar range of concentrations. These activities were in general weaker or comparable to the activities of the parent nucleosides. Additional testing of selected prodrugs suggests that the lack of activity improvement over parent nucleosides is not due to the lack of permeability or inefficient catabolism of alanyl-ester by intracellular hydrolases. However, active efflux of prodrugs may play a role in their weak cytotoxic activity.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

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

  • Continuities

    Z - Vyzkumny zamer (s odkazem do CEZ)

Others

  • Publication year

    2011

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Bioorganic & Medicinal Chemistry

  • ISSN

    0968-0896

  • e-ISSN

  • Volume of the periodical

    19

  • Issue of the periodical within the volume

    1

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    14

  • Pages from-to

    229-242

  • UT code for WoS article

    000285724800022

  • EID of the result in the Scopus database