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Cytotoxic Copper(II) Complexes Based on 2,2'-Bipyridine/1,10-Phenanthroline and 5-(4-Chlorophenyl)-1H-tetrazole: Synthesis and Structures

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Abstract

Five coordination compounds [Cu2(Bipy)2L4]·C2H5OH (Iа, Ib), [Cu2(Dmbipy)2L4] (II), [Cu2(Phen)2L4]·H2O (IIIa), [Cu2(Dmphen)2L4] (IVa), and [Cu2(Phendione’)2L4]·2C2H5OH·2H2O (V) are synthesized from 5-(4-chlorophenyl)-1H-tetrazole (HL), where Bipy is 2,2'-bipyridine, Dmbipy is 4,4'-dimethyl-2,2'-bipyridine, Phen is 1,10-phenanthroline, Dmphen is 4,7-dimethyl-1,10-phenanthroline, and Phendione’ is 6-ethoxy-6-hydroxy-1,10-phenanthrolin-5-one. The crystal structures of the complexes are determined by X-ray diffraction (XRD) of single crystals (CIF files CCDC nos. 2225368 (Ia), 2225369 (Ib), 2225370 (II), 2225372 (IIIa), 2225373 (IVa), and 2225371 (V)). The compounds are binuclear due to the bridging function of the tetrazolate anion, and the coordination number of copper is five in all synthesized complexes. The cytotoxic activity of the complexes against the Hep2 and HepG2 cancer cell lines and non-cancerous human fibroblasts MRC-5 is studied. The complexes exhibit pronounced cytotoxic properties, and compound V has the maximum selectivity index with respect to the cancer cells.

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ACKNOWLEDGMENTS

The authors are grateful to A.P. Zubareva and N.N. Komardina for elemental analysis data; to A.S. Sukhikh, T.S. Sukhikh, V.Yu. Komarov, and V.N. Yudin for kindly presented data measured at the X-ray Diffraction Center for Collective Use of the Nikolaev Institute of Inorganic Chemistry (Siberian Branch, Russian Academy of Sciences); to D.G. Samsonenko for the XRD data for complex Ia; and to M.O. Matveeva for performing powder XRD.

Funding

This work was supported by the Ministry of Science and Higher Education of the Russian Federation (project no. 121031700321-3). The cytotoxic properties of the compounds were studied using the equipment of the Proteomic Analysis Center for Collective Use supported by the Ministry of Science and Higher Education of the Russian Federation (agreement no. 075-15-2021-691).

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Authors and Affiliations

  1. Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, Russia

    Yu. A. Golubeva, K. S. Smirnova, A. S. Berezin & E. V. Lider

  2. Research Institute of Molecular Biology and Biophysics, Federal Research Center of Fundamental and Translational Medicine, Novosibirsk, Russia

    L. S. Klyushova

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  1. Yu. A. Golubeva
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  2. K. S. Smirnova
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  3. L. S. Klyushova
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  4. A. S. Berezin
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  5. E. V. Lider
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Correspondence to E. V. Lider.

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Translated by E. Yablonskaya

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Golubeva, Y.A., Smirnova, K.S., Klyushova, L.S. et al. Cytotoxic Copper(II) Complexes Based on 2,2'-Bipyridine/1,10-Phenanthroline and 5-(4-Chlorophenyl)-1H-tetrazole: Synthesis and Structures. Russ J Coord Chem 49, 528–541 (2023). https://doi.org/10.1134/S1070328423600110

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