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Synthesis and cytotoxicity of some D-mannose click conjugates with aminobenzoic acid derivatives

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F12%3A33142874" target="_blank" >RIV/61989592:15310/12:33142874 - isvavai.cz</a>

  • Alternative codes found

    RIV/61989592:15110/12:33142874

  • Result on the web

    <a href="http://dx.doi.org/10.1016/j.carres.2012.08.001" target="_blank" >http://dx.doi.org/10.1016/j.carres.2012.08.001</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.carres.2012.08.001" target="_blank" >10.1016/j.carres.2012.08.001</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis and cytotoxicity of some D-mannose click conjugates with aminobenzoic acid derivatives

  • Original language description

    Two sets of new conjugates obtained from D-mannose derivatives and o-, m-, and p-substituted benzoic acid esters interconnected through a triazole ring were synthesized by Cu(I) catalyzed azide-alkyne cycloaddition. All synthesized compounds were testedfor their in vitro cytotoxic activity against seven cancer cell lines with/without multidrug resistance phenotype as well as non-tumor MRC-5 and BJ fibroblasts. Butyl ester of 4-aminobenzoic acid 6c showed the highest activity among all tested compounds,however, it was active only against K562 myeloid leukemia cells. N-Glycosyltriazole conjugates, both acetylated and nonacetylated at mannose moiety, were almost completely inactive. In contrast, some of the acetylated O-glycosyl conjugates showed cytotoxic activity which was cell line dependent and strongly affected by position of benzoic acid substitution as well as a length of its ester alkyl chain; the most potent compound was acetylated mannoside conjugated with octyl ester of m-sub

  • 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

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>S - Specificky vyzkum na vysokych skolach

Others

  • Publication year

    2012

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Carbohydrate Research

  • ISSN

    0008-6215

  • e-ISSN

  • Volume of the periodical

    361

  • Issue of the periodical within the volume

    NOV

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    6

  • Pages from-to

    1-6

  • UT code for WoS article

    000310843700001

  • EID of the result in the Scopus database