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Synthesis and antitumor activity of new pinane C,N-palladacycles containing l-amino acids as coligands

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Abstract

Four new palladium complexes containing a cyclometallated pinane ligand and l-amino acids (proline, tyrosine, serine, isoleucine) as coligands were synthesized and characterized. For the synthesis, we used the previously described binuclear palladacycle, the opening of the chloride bridges in which provides easy introduction of additional biogenic ligands and obtaining multimodal palladium complexes. All newly obtained compounds were characterized by NMR and IR spectroscopy and elemental analysis. We studied the antitumor activity of the synthesized complexes and reference compounds expressed in their toxic effect against a panel of tumor-derived cell lines A549, SH-SY5Y, Hep-2, and HeLa. It was established that the cytotoxic effect of the palladacycles may be due to the ability of these compounds to cause destruction of mitochondria by depolarizing the mitochondrial membrane. Some structure—activity correlations were revealed.

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Authors and Affiliations

  1. Institute of Chemistry, Komi Science Center of the Ural Branch of the Russian Academy of Sciences, 48 ul. Pervomaiskaya, 167000, Syktyvkar, Russian Federation

    Ya. A. Gur’eva, O. A. Zalevskaya & A. V. Kutchin

  2. Institute of Physiologically Active Compounds, Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of the Russian Academy of Sciences, 1 Severnyi proezd, 142432, Chernogolovka, Moscow Region, Russian Federation

    N. S. Nikolaeva, Yu. R. Aleksandrova, E. Yu. Yandulova & M. E. Neganova

Authors
  1. Ya. A. Gur’eva
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  2. O. A. Zalevskaya
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  3. N. S. Nikolaeva
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  4. Yu. R. Aleksandrova
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  5. E. Yu. Yandulova
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  6. M. E. Neganova
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  7. A. V. Kutchin
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Corresponding author

Correspondence to O. A. Zalevskaya.

Additional information

Dedicated to Academician of the Russian Academy of Sciences I. P. Beletskaya on the occasion of her anniversary.

This work was financially supported by the Russian Foundation for Basic Research (Project No. 20-0300027), the Ministry of Science and Higher Education of the Russian Federation (Russian state assignment Nos 122040600073-3 and 0090-2019-0006).

Spectral studies were performed using the equipment of the Center for Collective Use “Chemistry” of the Institute of Chemistry, Komi Scientific Center of Ural Branch of the Russian Academy of Sciences. All biological tests were carried out on the equipment of the Center for Collective Use of the Institute of Physiologically Active Compounds of the Russian Academy of Sciences (IPAC RAS).

The animals were kept under standard conditions in accordance with Directive 2010/63 EU of the European Parliament and of the Council of the European Union of September 22, 2010 on the protection of animals used for scientific purposes. All experiments with animals were carried out in compliance with international principles and norms in accordance with the decisions of the Commission on Biological Ethics of the IPAC RAS (protocol No. 59 dated May 12, 2022).

The authors declare no competing interests.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 3, pp. 793–801, March, 2023.

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Gur’eva, Y.A., Zalevskaya, O.A., Nikolaeva, N.S. et al. Synthesis and antitumor activity of new pinane C,N-palladacycles containing l-amino acids as coligands. Russ Chem Bull 72, 793–801 (2023). https://doi.org/10.1007/s11172-023-3843-7

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  • DOI: https://doi.org/10.1007/s11172-023-3843-7

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