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Anticancer Potential of Diruthenium Complexes with Bridging Hydrocarbyl Ligands from Bioactive Alkynols

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F23%3A73621733" target="_blank" >RIV/61989592:15310/23:73621733 - isvavai.cz</a>

  • Alternative codes found

    RIV/61989592:15640/23:73621733

  • Result on the web

    <a href="https://pubs.acs.org/doi/epdf/10.1021/acs.inorgchem.3c01731" target="_blank" >https://pubs.acs.org/doi/epdf/10.1021/acs.inorgchem.3c01731</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/acs.inorgchem.3c01731" target="_blank" >10.1021/acs.inorgchem.3c01731</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Anticancer Potential of Diruthenium Complexes with Bridging Hydrocarbyl Ligands from Bioactive Alkynols

  • Original language description

    Diruthenacyclopentenone complexes of the general composition [Ru2Cp2(CO)(2){mu-eta(1):eta(3)-CH=C(C(OH)( R))C(=O)}] (2a- c; Cp = eta(5)-C5H5) were synthesized in 94-96% yields from the reactions of [Ru2Cp2(CO)(2){mu-eta(1):eta(3)-C(Ph)=C(Ph)C(=O)}] (1) with 1-ethynylcyclopentanol, 17 alpha-ethynylestradiol, and 17-ethynyltestosterone, respectively, in toluene at reflux. Protonation of 2a-c by HBF4 afforded the corresponding allenyl derivatives [Ru2Cp2(CO)(3){mu-eta(1):eta(2)-CH=C=R}]BF4 (3a-c) in 85-93% yields. All products were thoroughly characterized by elemental analysis, mass spectrometry, and IR, UV- vis, and nuclear magnetic resonance spectroscopy. Additionally, 2a and 3a were investigated by cyclic voltammetry, and the single-crystal diffraction method was employed to establish the X-ray structures of 2b and 3a. The cytotoxicity in vitro of 2b and 3a-c was evaluated against nine human cancer cell lines (A2780, A2780R, MCF-7, HOS, A549, PANC-1, Caco-2, PC-3, and HeLa), while the selectivity was assessed on normal human lung fibroblast (MRC-5). Overall, complexes exert stronger cytotoxicity than cisplatin, and 3b (comprising 17 alpha-estradiol derived ligand) emerged as the best-performing complex. Inductively coupled plasma mass spectrometry cellular uptake studies in A2780 cells revealed a higher level of internalization for 3b and 3c compared to 2b, 3a, and the reference compound RAPTA-C. Experiments conducted on A2780 cells demonstrated a noteworthy impact of 3a and 3b on the cell cycle, leading to the majority of the cells being arrested in the G0/G1 phase. Moreover, 3a moderately induced apoptosis and oxidative stress, while 3b triggered autophagy and mitochondrial membrane potential depletion.

  • 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

    10402 - Inorganic and nuclear chemistry

Result continuities

  • Project

    <a href="/en/project/EF16_019%2F0000754" target="_blank" >EF16_019/0000754: Nanotechnologies for Future</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

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

    INORGANIC CHEMISTRY

  • ISSN

    0020-1669

  • e-ISSN

    1520-510X

  • Volume of the periodical

    62

  • Issue of the periodical within the volume

    39

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    16

  • Pages from-to

    15875-15890

  • UT code for WoS article

    001068475600001

  • EID of the result in the Scopus database

    2-s2.0-85174348152