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Anticancer diiron aminocarbyne complexes with labile N-donor ligands

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F25%3A73629164" target="_blank" >RIV/61989592:15310/25:73629164 - isvavai.cz</a>

  • Alternative codes found

    RIV/61989592:15640/25:73629164

  • Result on the web

    <a href="https://www.sciencedirect.com/science/article/pii/S0223523425000698?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0223523425000698?via%3Dihub</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.ejmech.2025.117304" target="_blank" >10.1016/j.ejmech.2025.117304</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Anticancer diiron aminocarbyne complexes with labile N-donor ligands

  • Original language description

    The novel diiron amine complexes [Fe2Cp2(CO)(NH2R&apos;)(mu -CO){mu -CN(Me)(Cy)}]CF3SO3 [R&apos; = H, 3; Cy, 4; CH2CH2NH2, 5; CH2CH2NMe2, 6; CH2CH2(4-C6H4OMe), 7; CH2CH2(4-C6H4OH), 8; Cp = eta 5-C5H5, Cy = C6H11 = cyclohexyl] were synthesized in 49-92 % yields from [Fe2Cp2(CO)2(mu -CO){mu -CN(Me)(Cy)}]CF3SO3, 1a, using a straightforward two-step procedure. They were characterized by IR and multinuclear NMR spectroscopy, and the structure of 7 was confirmed through X-ray diffraction analysis. Complexes 3-8 and the acetonitrile adducts [Fe2Cp2(CO)(NCMe)(mu -CO){mu -CN(Me)(R)}]CF3SO3 (R = Cy, 2a; Me, 2b; Xyl = 2,6-C6H3Me2, 2c) were assessed for their water solubility, octanol-water partition coefficient and stability in physiological-like solutions. The in vitro antiproliferative activity of 2a-c and 3-8 was tested on seven human cancer cell lines (A2780, A2780R, PC3, A549, MCF7, HOS and HT-29), while the selectivity was evaluated using normal MRC-5 cells. Overall, the complexes exhibited variable cytotoxicity, with IC50 values reaching the low micromolar range for 3, 7 and 8 in A2780 and A2780R cells, along with significant selectivity. Targeted experiments covered cell cycle modification, induction of cell death, mitochondrial membrane potential, ROS production and interaction with DNA and bovine serum albumin (BSA) as a model protein. The interaction of 3 with BSA was further investigated through computational studies. Results showed a negligible increase in intracellular ROS levels (except for 2b) and insignificant changes in mitochondrial membrane potential.

  • 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

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2025

  • 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 MEDICINAL CHEMISTRY

  • ISSN

    0223-5234

  • e-ISSN

    1768-3254

  • Volume of the periodical

    286

  • Issue of the periodical within the volume

    March

  • Country of publishing house

    FR - FRANCE

  • Number of pages

    14

  • Pages from-to

    nestránkováno

  • UT code for WoS article

    001412528800001

  • EID of the result in the Scopus database

    2-s2.0-85216099894