Journal of Medicinal Chemistry, volume 65, issue 12, pages 8227-8244
Pt(IV) Prodrugs with Non-Steroidal Anti-inflammatory Drugs in the Axial Position
Spector Daniil V.
1, 2
,
Pavlov Kirill G.
1
,
Akasov Roman A.
3, 4
,
Vaneev Alexander N.
1, 2
,
Erofeev Alexander S.
1, 2
,
Gorelkin Petr V.
2
,
Nikitina Vita N.
1
,
Lopatukhina Elena V.
2
,
Semkina Alevtina S.
5, 6
,
Vlasova Kseniya Yu.
1, 6
,
Roznyatovsky Vitaly A.
1
,
Ulyanovskiy Nikolay V
7
,
Pikovskoi Ilya
7
,
Sypalov Sergey A.
7
,
Abakumov Maxim A.
2, 6
,
Volodina Yulia L
8
,
Markova Alina A.
9, 10
,
Petrova Albina S
11, 12
,
Mazur Dmitrii M.
1
,
Sakharov Dmitry A.
13
,
Zyk Nikolay V.
1
,
Majouga Alexander G.
1, 2, 13
,
Krasnovskaya Olga O.
1, 2
1
2
6
7
Publication type: Journal Article
Publication date: 2022-06-08
Journal:
Journal of Medicinal Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 7.3
ISSN: 00222623, 15204804
Drug Discovery
Molecular Medicine
Abstract
We report herein the design, synthesis, and biological investigation of a series of novel Pt(IV) prodrugs with non-steroidal anti-inflammatory drugs naproxen, diclofenac, and flurbiprofen, as well as these with stearic acid in the axial position. Six Pt(IV) prodrugs 5-10 were designed, which showed superior antiproliferative activity compared to cisplatin as well as an ability to overcome tumor cell line resistance to cisplatin. By tuning the drug lipophilicity via variation of the axial ligands, the most potent Pt(IV) prodrug 7 was obtained, with an enhanced cellular accumulation of up to 153-fold that of cisplatin and nanomolar cytotoxicity both in 2D and 3D cell cultures. Pt2+ species were detected at different depths of MCF-7 spheroids after incubation with Pt(IV) prodrugs using a Pt-coated carbon nanoelectrode. Cisplatin accumulation in vivo in the murine mammary EMT6 tumor tissue of BALB/c mice after Pt(IV) prodrug injection was proved electrochemically as well. The drug tolerance study on BALB/c mice showed good tolerance of 7 in doses up to 8 mg/kg.
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Citations by publishers
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1
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3
4
5
6
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6 publications, 30%
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2 publications, 10%
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1 publication, 5%
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Springer Nature
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Springer Nature
1 publication, 5%
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1
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Spector D. V. et al. Pt(IV) Prodrugs with Non-Steroidal Anti-inflammatory Drugs in the Axial Position // Journal of Medicinal Chemistry. 2022. Vol. 65. No. 12. pp. 8227-8244.
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Spector D. V., Pavlov K. G., Akasov R. A., Vaneev A. N., Erofeev A. S., Gorelkin P. V., Nikitina V. N., Lopatukhina E. V., Semkina A. S., Vlasova K. Y., Skvortsov D. A., Roznyatovsky V. A., Ulyanovskiy N. V., Pikovskoi I., Sypalov S. A., Garanina A. S., Vodopyanov S. S., Abakumov M. A., Volodina Y. L., Markova A. A., Petrova A. S., Mazur D. M., Sakharov D. A., Zyk N. V., Beloglazkina E. K., Majouga A. G., Krasnovskaya O. O. Pt(IV) Prodrugs with Non-Steroidal Anti-inflammatory Drugs in the Axial Position // Journal of Medicinal Chemistry. 2022. Vol. 65. No. 12. pp. 8227-8244.
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TY - JOUR
DO - 10.1021/acs.jmedchem.1c02136
UR - https://doi.org/10.1021%2Facs.jmedchem.1c02136
TI - Pt(IV) Prodrugs with Non-Steroidal Anti-inflammatory Drugs in the Axial Position
T2 - Journal of Medicinal Chemistry
AU - Spector, Daniil V.
AU - Pavlov, Kirill G.
AU - Gorelkin, Petr V.
AU - Nikitina, Vita N.
AU - Lopatukhina, Elena V.
AU - Semkina, Alevtina S.
AU - Skvortsov, Dmitrii A.
AU - Roznyatovsky, Vitaly A.
AU - Ulyanovskiy, Nikolay V
AU - Sypalov, Sergey A.
AU - Garanina, Anastasiia S
AU - Vodopyanov, Stepan S
AU - Markova, Alina A.
AU - Petrova, Albina S
AU - Sakharov, Dmitry A.
AU - Zyk, Nikolay V.
AU - Erofeev, Alexander S.
AU - Akasov, Roman A.
AU - Vaneev, Alexander N.
AU - Vlasova, Kseniya Yu.
AU - Pikovskoi, Ilya
AU - Abakumov, Maxim A.
AU - Volodina, Yulia L
AU - Mazur, Dmitrii M.
AU - Beloglazkina, Elena K.
AU - Majouga, Alexander G.
AU - Krasnovskaya, Olga O.
PY - 2022
DA - 2022/06/08 00:00:00
PB - American Chemical Society (ACS)
SP - 8227-8244
IS - 12
VL - 65
SN - 0022-2623
SN - 1520-4804
ER -
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@article{2022_Spector,
author = {Daniil V. Spector and Kirill G. Pavlov and Petr V. Gorelkin and Vita N. Nikitina and Elena V. Lopatukhina and Alevtina S. Semkina and Dmitrii A. Skvortsov and Vitaly A. Roznyatovsky and Nikolay V Ulyanovskiy and Sergey A. Sypalov and Anastasiia S Garanina and Stepan S Vodopyanov and Alina A. Markova and Albina S Petrova and Dmitry A. Sakharov and Nikolay V. Zyk and Alexander S. Erofeev and Roman A. Akasov and Alexander N. Vaneev and Kseniya Yu. Vlasova and Ilya Pikovskoi and Maxim A. Abakumov and Yulia L Volodina and Dmitrii M. Mazur and Elena K. Beloglazkina and Alexander G. Majouga and Olga O. Krasnovskaya},
title = {Pt(IV) Prodrugs with Non-Steroidal Anti-inflammatory Drugs in the Axial Position},
journal = {Journal of Medicinal Chemistry},
year = {2022},
volume = {65},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021%2Facs.jmedchem.1c02136},
number = {12},
pages = {8227--8244},
doi = {10.1021/acs.jmedchem.1c02136}
}
Cite this
MLA
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Spector, Daniil V., et al. āPt(IV) Prodrugs with Non-Steroidal Anti-inflammatory Drugs in the Axial Position.ā Journal of Medicinal Chemistry, vol. 65, no. 12, Jun. 2022, pp. 8227-8244. https://doi.org/10.1021%2Facs.jmedchem.1c02136.