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Ruthenium tetrazene complexes bearing glucose moieties on their periphery: Synthesis, characterization, and in vitro cytotoxicity

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F20%3A43923763" target="_blank" >RIV/60461373:22310/20:43923763 - isvavai.cz</a>

  • Alternative codes found

    RIV/67985858:_____/20:00533067 RIV/61388955:_____/20:00533067 RIV/00209805:_____/20:00078468 RIV/00216208:11310/20:10420989

  • Result on the web

    <a href="https://onlinelibrary.wiley.com/doi/10.1002/aoc.5896" target="_blank" >https://onlinelibrary.wiley.com/doi/10.1002/aoc.5896</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/aoc.5896" target="_blank" >10.1002/aoc.5896</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Ruthenium tetrazene complexes bearing glucose moieties on their periphery: Synthesis, characterization, and in vitro cytotoxicity

  • Original language description

    Ruthenium tetrazene complexes with general formula [Cp*RuCl(1,4-R2N4)] (Cp* = η5-C5Me5), where R = benzyl (1), 2-fluorobenzyl (2), β-d-glucopyranosyl-unprotected (3a) and acyl-protected (3b–d), 2-acetamido-β-d-glucopyranosyl-unprotected (4a) and acyl-protected (4b–d), propyl-β-d-glucopyranoside-unprotected (5a), and O-acetylated (5b), were synthesized and characterized using nuclear magnetic resonance and electrospray ionization–mass spectrometry. In addition, the molecular structure of 3b was determined using X-ray crystallography. The cytotoxicity of complexes against ovarian (A2780, SK-OV-3) and breast (MDA-MB-231) cancer cell lines and noncancerous cell line HEK-293 was evaluated and compared to cisplatin activity. The carbohydrate-modified complexes bearing acyl-protecting groups exhibited higher efficacy (in low micromolar range) than unprotected ones, where the most active 4d was superior to cisplatin up to five times against all investigated cancer cell lines; however, no significant selectivity was achieved. The complex induced apoptotic cell death at low micromolar concentrations (0.5 μM for A2780 and HEK293; 2 μM for SK-OV-3 and MDA-MB-231). © 2020 John Wiley &amp; Sons, Ltd.

  • 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

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2020

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Applied Organometallic Chemistry

  • ISSN

    0268-2605

  • e-ISSN

  • Volume of the periodical

    34

  • Issue of the periodical within the volume

    11

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    12

  • Pages from-to

  • UT code for WoS article

    000544622600001

  • EID of the result in the Scopus database

    2-s2.0-85087296067