Identification of potent anticancer copper(II) complexes containing tripodal bis[2-ethyl-di(3,5- dialkyl-1H-pyrazol-1-yl)]amine moiety
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15640%2F21%3A73609061" target="_blank" >RIV/61989592:15640/21:73609061 - isvavai.cz</a>
Alternative codes found
RIV/61989592:15310/21:73609061
Result on the web
<a href="https://pubs.rsc.org/en/content/articlelanding/2021/DT/D1DT01724A" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2021/DT/D1DT01724A</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d1dt01724a" target="_blank" >10.1039/d1dt01724a</a>
Alternative languages
Result language
angličtina
Original language name
Identification of potent anticancer copper(II) complexes containing tripodal bis[2-ethyl-di(3,5- dialkyl-1H-pyrazol-1-yl)]amine moiety
Original language description
A series of heteroleptic copper(II) complexes of the composition [Cu(L1-5)Cl]X, where X = ClO4 and/or PF6 and [bis(2-ethyl-di(3,5-dimethyl-1H-pyrazol-1-yl))-(6-methyl-(2-pyridylmethyl))]amine (L-1), (bis(2-ethyl-d i (3,5-dimethyl-1H-pyrazol-1-yl))-(3,4-dimethoxy-(2-pyridylmethyl))]amine (L-2), [bis(2-ethyl-di (3,5-dimethyl-1H-pyrazol-1-yl)-(2-quinolymethyl)]amine (L-3), [bis(2-ethyl-di(3,5-dimethyl-1H-pyrazolyl)-(di(3,5-dimethyl-1H-pyrazol-1-yl-methyl))]amine (L-4) and [bis(2-ethyl-di(3,5-dimethyl-1H-pyrazol-1-yl)-(5-methyl-3-phenyl-1H-pyrazol-1-yl-methyl)]amine (L-5), were prepared and thoroughly characterized including single-crystal X-ray diffraction technique. The in vitro cytotoxicity of complexes against A2780, A2780R, HOS and MCF-7 human cancer cell lines was evaluated using the MTT test. The results revealed that complexes [Cu(L-1)Cl]PF6 (1-PF6), [Cu(L-2)Cl]ClO4 (2-ClO4) and [Cu(L-3)Cl]PF6 (3-PF6) are the most effective, with IC50 values ranging from 1.4 to 6.3 mu M, thus exceeding the cytotoxic potential of metallodrug cisplatin (IC50 values ranging from 29.9 to 82.0 mu M). The complexes [Cu(L-4)Cl]PF6 (4-PF6) and [Cu(L-5)Cl]PF6 (5-PF6 ) showed only moderate cytotoxicity against A2780, with IC50 = 53.6 mu M, and 33.8 mu M, respectively. The cell cycle profile, time-resolved cellular uptake, interactions with small sulfur-containing biomolecules (cysteine and glutathione), intracellular ROS production, induction of apoptosis and activation of caspases 3/7 were also evaluated in the case of the selected complexes. It has been found that the best performing complexes 1 and 2 cause cell arrest in the G2/M phase and induce apoptosis via the increase in production of ROS, dominantly due to the overproduction of superoxide.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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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
2021
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Dalton Transactions
ISSN
1477-9226
e-ISSN
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Volume of the periodical
50
Issue of the periodical within the volume
33
Country of publishing house
GB - UNITED KINGDOM
Number of pages
14
Pages from-to
11521-11534
UT code for WoS article
000680877300001
EID of the result in the Scopus database
2-s2.0-85113706204