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Synthesis, structure, and cytotoxicity of platinum(iv) complexes bearing aminoxyl and dichloroacetate ligands

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Abstract

New platinum(iv)-aminoxyl complexes (PACs) 2a,b, bearing an aminoxyl radical with antioxidant properties in the equatorial position and axial dichloroacetate ligands capable of inhibiting the energy production in tumor cells through aerobic glycolysis were synthesized. Complexes 2a,b are characterized by moderate lipophilicity (log Pow ∼2) and differ in the redox properties of aminoxyls. The cytotoxicity of complexes 2a,b was studied on tumor (HeLa, HepG2, MCF-7) and non-cancer cells Vero in comparison with cisplatin (CP), satraplatin (JM216), and previously described PNCs 3a,b bearing axial acetate ligands. The cytotoxicity of 2a,b for tumor cells (IC50 19–171 µmol L−1) is 2–11 times higher than that of complexes 3a,b and comparable to IC50 values for CP and JM216 (10–187 µmol L−1). For non-cancer cells Vero, the cytotoxicity of 2a,b (62–124 µmol L−1) is significantly lower as compared to CP and JM216 (17.6–33 µmol L−1).

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Authors and Affiliations

  1. Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences, 1 prosp. Akad. Semenova, 142432, Chernogolovka, Moscow Region, Russian Federation

    V. D. Sen’, N. V. Filatova, G. V. Shilov & A. A. Terentiev

  2. State University of Education, Research and Education Center in Chernogolovka, Biomedical Institute, 24 ul. Very Voloshinoy, 141014, Mytishchi, Moscow Region, Russian Federation

    A. A. Terentiev

  3. Department of Fundamental Physical and Chemical Engineering, Lomonosov Moscow State University, Build. 51, 1 Leninskie Gory, 119991, Moscow, Russian Federation

    A. A. Terentiev

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  1. V. D. Sen’
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  2. N. V. Filatova
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  3. G. V. Shilov
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  4. A. A. Terentiev
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Correspondence to V. D. Sen’.

Additional information

This work was performed under financial support of Ministry of Science and Higher Education of the Russian Federation (state registration Nos AAAA-A19-1 19071890015-6 and AAAA-A19-119092390076-7).

No human or animal subjects were used in this research.

The authors declare no competing interests.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 7, pp. 1680–1687, July, 2023.

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Sen’, V.D., Filatova, N.V., Shilov, G.V. et al. Synthesis, structure, and cytotoxicity of platinum(iv) complexes bearing aminoxyl and dichloroacetate ligands. Russ Chem Bull 72, 1680–1687 (2023). https://doi.org/10.1007/s11172-023-3948-1

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  • DOI: https://doi.org/10.1007/s11172-023-3948-1

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