Pt(IV) Prodrugs with Non-Steroidal Anti-inflammatory Drugs in the Axial Position
Daniil V. Spector
1, 2
,
Kirill G. Pavlov
1
,
Roman A. Akasov
3, 4
,
Alexander N. Vaneev
1, 2
,
Alexander S. Erofeev
1, 2
,
Petr V. Gorelkin
2
,
Vita N. Nikitina
1
,
Elena V. Lopatukhina
2
,
Alevtina S. Semkina
5, 6
,
Kseniya Yu. Vlasova
1, 5
,
Vitaly A. Roznyatovsky
1
,
Nikolay V Ulyanovskiy
7
,
Ilya Pikovskoi
7
,
Sergey A. Sypalov
7
,
Maxim A. Abakumov
2, 5
,
Yulia L Volodina
8
,
Alina A. Markova
9, 10
,
Albina S Petrova
11, 12
,
Dmitrii M. Mazur
1
,
Dmitry A. Sakharov
13
,
Nikolay V. Zyk
1
,
Alexander G. Majouga
1, 2, 13
,
Olga O. Krasnovskaya
1, 2
1
2
5
7
Publication type: Journal Article
Publication date: 2022-06-08
scimago Q1
wos Q1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
35675651
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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39
Total citations:
39
Citations from 2024:
22
(56%)
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GOST
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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.
GOST all authors (up to 50)
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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.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.jmedchem.1c02136
UR - https://pubs.acs.org/doi/10.1021/acs.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 - Akasov, Roman A.
AU - Vaneev, Alexander N.
AU - Erofeev, Alexander S.
AU - Gorelkin, Petr V.
AU - Nikitina, Vita N.
AU - Lopatukhina, Elena V.
AU - Semkina, Alevtina S.
AU - Vlasova, Kseniya Yu.
AU - Skvortsov, Dmitrii A.
AU - Roznyatovsky, Vitaly A.
AU - Ulyanovskiy, Nikolay V
AU - Pikovskoi, Ilya
AU - Sypalov, Sergey A.
AU - Garanina, Anastasiia S
AU - Vodopyanov, Stepan S
AU - Abakumov, Maxim A.
AU - Volodina, Yulia L
AU - Markova, Alina A.
AU - Petrova, Albina S
AU - Mazur, Dmitrii M.
AU - Sakharov, Dmitry A.
AU - Zyk, Nikolay V.
AU - Beloglazkina, Elena K.
AU - Majouga, Alexander G.
AU - Krasnovskaya, Olga O.
PY - 2022
DA - 2022/06/08
PB - American Chemical Society (ACS)
SP - 8227-8244
IS - 12
VL - 65
PMID - 35675651
SN - 0022-2623
SN - 1520-4804
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2022_Spector,
author = {Daniil V. Spector and Kirill G. Pavlov and Roman A. Akasov and Alexander N. Vaneev and Alexander S. Erofeev and Petr V. Gorelkin and Vita N. Nikitina and Elena V. Lopatukhina and Alevtina S. Semkina and Kseniya Yu. Vlasova and Dmitrii A. Skvortsov and Vitaly A. Roznyatovsky and Nikolay V Ulyanovskiy and Ilya Pikovskoi and Sergey A. Sypalov and Anastasiia S Garanina and Stepan S Vodopyanov and Maxim A. Abakumov and Yulia L Volodina and Alina A. Markova and Albina S Petrova and Dmitrii M. Mazur and Dmitry A. Sakharov and Nikolay V. Zyk 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://pubs.acs.org/doi/10.1021/acs.jmedchem.1c02136},
number = {12},
pages = {8227--8244},
doi = {10.1021/acs.jmedchem.1c02136}
}
Cite this
MLA
Copy
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://pubs.acs.org/doi/10.1021/acs.jmedchem.1c02136.