Novel Copper-Containing Cytotoxic Agents Based on 2-Thioxoimidazolones
Тип публикации: Journal Article
Дата публикации: 2020-09-28
scimago Q1
wos Q1
БС1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
32985193
Drug Discovery
Molecular Medicine
Краткое описание
A series of 73 ligands and 73 of their Cu+2 and Cu+1 copper complexes with different geometries, oxidation states of the metal, and redox activities were synthesized and characterized. The aim of the study was to establish the structure-activity relationship within a series of analogues with different substituents at the N(3) position, which govern the redox potentials of the Cu+2/Cu+1 redox couples, ROS generation ability, and intracellular accumulation. Possible cytotoxicity mechanisms, such as DNA damage, DNA intercalation, telomerase inhibition, and apoptosis induction have been investigated. ROS formation in MCF-7 cells and 3D spheroids was proven using Pt-nanoelectrode. Drug accumulation and ROS formation at 40-60 µm spheroid depths was found to be the key factor for the drug efficacy in the 3D tumor model, governed by the Cu+2/Cu+1 redox potential. A nontoxic in vivo single dose evaluation for two binuclear mixed-valence Cu+1/Cu+2 redox-active coordination compounds, 72k and 61k, was evaluated.
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Krasnovskaya O. O. et al. Novel Copper-Containing Cytotoxic Agents Based on 2-Thioxoimidazolones // Journal of Medicinal Chemistry. 2020. Vol. 63. No. 21. pp. 13031-13063.
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Krasnovskaya O. O., Guk D. A., Naumov A. E., Nikitina V. N., Semkina A. S., Vlasova K. Y., Pokrovsky V. S., Pokrovsky V., Ryabaya O. O., Karshieva S. S., Skvortsov D., Skvortsov D. A., Zhirkina I. V., Shafikov R. R., Gorelkin P., Gorelkin P. V., Vaneev A. N., Erofeev A. V., Erofeev A. S., Mazur D. M., Тафеенко В. А., Tafeenko V. A., Pergushov V. I., Melnikov M. Y., Melnikov M. Ya., Soldatov M., Shapovalov V. V., Shapovalov V. V., Soldatov A., Soldatov A. V., Akasov R. A., Gerasimov V. M., Sakharov D. A., Moiseeva A. A., Zyk N. V., Beloglazkina E. K., Majouga A. G. Novel Copper-Containing Cytotoxic Agents Based on 2-Thioxoimidazolones // Journal of Medicinal Chemistry. 2020. Vol. 63. No. 21. pp. 13031-13063.
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TY - JOUR
DO - 10.1021/acs.jmedchem.0c01196
UR - https://pubs.acs.org/doi/10.1021/acs.jmedchem.0c01196
TI - Novel Copper-Containing Cytotoxic Agents Based on 2-Thioxoimidazolones
T2 - Journal of Medicinal Chemistry
AU - Krasnovskaya, Olga O.
AU - Guk, Dmitry A.
AU - Naumov, Alexey E
AU - Nikitina, Vita N
AU - Semkina, Alevtina S.
AU - Vlasova, Kseniya Yu.
AU - Pokrovsky, Vadim S.
AU - Pokrovsky, Vadim
AU - Ryabaya, Oksana O
AU - Karshieva, Saida S
AU - Skvortsov, Dmitry
AU - Skvortsov, Dmitry A.
AU - Zhirkina, Irina V
AU - Shafikov, Radik R
AU - Gorelkin, Peter
AU - Gorelkin, Petr V.
AU - Vaneev, Alexander N.
AU - Erofeev, Alexander V.
AU - Erofeev, Alexander S.
AU - Mazur, Dmitrii M.
AU - Тафеенко, В. А.
AU - Tafeenko, Viktor A.
AU - Pergushov, Vladimir I
AU - Melnikov, Mikhail Y.
AU - Melnikov, Mikhail Ya
AU - Soldatov, Mikhail
AU - Shapovalov, Viktor V.
AU - Shapovalov, Victor V
AU - Soldatov, Alexander
AU - Soldatov, Alexander V.
AU - Akasov, Roman A.
AU - Gerasimov, Vasily M
AU - Sakharov, Dmitry A.
AU - Moiseeva, Anna A.
AU - Zyk, Nikolay V.
AU - Beloglazkina, Elena K.
AU - Majouga, Alexander G.
PY - 2020
DA - 2020/09/28
PB - American Chemical Society (ACS)
SP - 13031-13063
IS - 21
VL - 63
PMID - 32985193
SN - 0022-2623
SN - 1520-4804
ER -
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@article{2020_Krasnovskaya,
author = {Olga O. Krasnovskaya and Dmitry A. Guk and Alexey E Naumov and Vita N Nikitina and Alevtina S. Semkina and Kseniya Yu. Vlasova and Vadim S. Pokrovsky and Vadim Pokrovsky and Oksana O Ryabaya and Saida S Karshieva and Dmitry Skvortsov and Dmitry A. Skvortsov and Irina V Zhirkina and Radik R Shafikov and Peter Gorelkin and Petr V. Gorelkin and Alexander N. Vaneev and Alexander V. Erofeev and Alexander S. Erofeev and Dmitrii M. Mazur and В. А. Тафеенко and Viktor A. Tafeenko and Vladimir I Pergushov and Mikhail Y. Melnikov and Mikhail Ya Melnikov and Mikhail Soldatov and Viktor V. Shapovalov and Victor V Shapovalov and Alexander Soldatov and Alexander V. Soldatov and Roman A. Akasov and Vasily M Gerasimov and Dmitry A. Sakharov and Anna A. Moiseeva and Nikolay V. Zyk and Elena K. Beloglazkina and Alexander G. Majouga},
title = {Novel Copper-Containing Cytotoxic Agents Based on 2-Thioxoimidazolones},
journal = {Journal of Medicinal Chemistry},
year = {2020},
volume = {63},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://pubs.acs.org/doi/10.1021/acs.jmedchem.0c01196},
number = {21},
pages = {13031--13063},
doi = {10.1021/acs.jmedchem.0c01196}
}
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Krasnovskaya, Olga O., et al. “Novel Copper-Containing Cytotoxic Agents Based on 2-Thioxoimidazolones.” Journal of Medicinal Chemistry, vol. 63, no. 21, Sep. 2020, pp. 13031-13063. https://pubs.acs.org/doi/10.1021/acs.jmedchem.0c01196.