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Synthesis, characterization and biological evaluation of Co(III) complexes with quinolone drugs

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68081707%3A_____%2F19%3A00504494" target="_blank" >RIV/68081707:_____/19:00504494 - isvavai.cz</a>

  • Alternative codes found

    RIV/61989592:15310/19:73597251

  • Result on the web

    <a href="https://www.sciencedirect.com/science/article/pii/S0162013418306238?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0162013418306238?via%3Dihub</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.jinorgbio.2019.01.005" target="_blank" >10.1016/j.jinorgbio.2019.01.005</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis, characterization and biological evaluation of Co(III) complexes with quinolone drugs

  • Original language description

    Nine novel cobalt(III) ternary complexes bearing 4N donor ligands (tris(2-aminoethyl)amine (tren) or tris(2-methylpyridyl)amine (tpa)) and (fluoro)quinolones (quinH) with antibacterial and potential antitumor activity have been synthesized, characterized and screened in various biological assays. The molecular structures of [Co(tPa)(nal](PF6)(2) (3) and [Co(tpa)(nor)(Co(tpa)(norH)](PF6)(3)(Cl)(2)center dot 5MeOH (8) (nal = deprotonated form of nalidixic acid, norH = norfloxacin) with the expected octahedral geometry and (O,O) coordination of the quinolone ligands are also reported. Cyclic voltammetric studies revealed that the 4N donor ligands have much higher effect on the reduction potential of these ternary complexes than the quinolones. Due to the pi-back-bonding interaction of the metal ion with the pyridyl-N atoms, the tpa containing compounds demonstrated lower stability and were easier to get reduced in a reversible manner. This character makes them unlikely candidates for development of effective, highly selective hypoxia-activated pro-drug complexes, but this goal might be achieved by substitution of tpa by tren. [Co(tren)(cip)](PF6)(2) (4) and [Co(tpa)(cip)](PF6)(2) (5) (cip = deprotonated form of ciprofloxacin) showed slightly less antibacterial activity against Escherichia coli than free ciprofloxacin (cipH) and they found to have very low toxicity towards both selected cancer (HeLa, MCF 7, MDA-MB-239) and noncancerous (MRCS pd30) cells. Interaction of 4 and 5 with calf thymus DNA studied by UV-Vis, flow linear dichroism, viscometry and DNA melting indicated the complexes to bind to DNA as intercalators. DNA electrophoresis revealed that, unlike Co(II) complexes, 4 and 5 are not capable of cleaving DNA, but they can inhibit bacterial DNA gyrase 5 being slightly more active than 4.

  • 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

    10608 - Biochemistry and molecular biology

Result continuities

  • Project

    <a href="/en/project/GA18-09502S" target="_blank" >GA18-09502S: Targeting resistance to chemotherapy of tumor cells to reinstate their susceptibility to novel, existing and unsuccessful anticancer metallodrugs</a><br>

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2019

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Journal of Inorganic Biochemistry

  • ISSN

    0162-0134

  • e-ISSN

  • Volume of the periodical

    193

  • Issue of the periodical within the volume

    APR 2019

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    11

  • Pages from-to

    94-105

  • UT code for WoS article

    000462416600011

  • EID of the result in the Scopus database