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Zinc(II) halide and copper(II) bromide complexes with caffeine: structures, physicochemical properties, and biological activity

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Abstract

This study provides a comparative characterization of the structural parameters and cytotoxicity of zinc halide and copper(II) bromide complexes with caffeine (caf) of the composition [Zn(caf)(H2O)X2] (X = Cl, Br, I) and [Cu(caf)2Br2] (1). The cytotoxicity of the complexes is dose-dependent in all cell lines. The concentrations of the complexes, at which they are more cytotoxic against cancer cells (MCF-7) than against stem cells (DPSC), were determined. The synthesized complexes exhibited synergism of cytotoxicity.

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References

  1. J. Ferlay, I. Soerjomataram, R. Dikshit, S. Eser, C. Mathers, M. Rebelo, D. M. Parkin, D. Forman, F. Bray, Int. J. Cancer, 2015, 136, E359; DOI: https://doi.org/10.1002/ijc.29210.

    Article  CAS  Google Scholar 

  2. U. Ndagi, N. Mhlongo, M. E. Soliman, Drug Design Development Therapy, 2017, 11, 599.

    Article  CAS  Google Scholar 

  3. D. R. Boer, A. Canals, M. Coll, J. Chem. Soc., Dalton Trans., 2009, 38, 399; DOI: https://doi.org/10.1039/b809873p.

    Article  Google Scholar 

  4. K. M. Deo, B. J. Pages, D. L. Ang, C. P. Gordon, J. R. Aldrich-Wright, Int. J. Mol. Sci., 2016, 17, 1818; DOI:https://doi.org/10.3390/ijms17111818.

    Article  Google Scholar 

  5. Y. Gou, J. Li, B. Fan, B. Xu, M. Zhou, F. Yang, Eur. J. Med. Chem., 2017, 134, 207; DOI: https://doi.org/10.1016/j.ejmech.2017.04.026.

    Article  CAS  Google Scholar 

  6. F. Bacher, C. Wittmann, M. Nové, G. Spengler, M. A. Marć, E. A. Enyedy, D. Darvasiová, P. Rapta, T. Reinere, V. B. Arion, J. Chem. Soc., Dalton Trans., 2019, 48, 10464; DOI: https://doi.org/10.1039/c9dt01238a.

    Article  CAS  Google Scholar 

  7. L. Prashanth, K. K. Kattapagari, R. T. Chitturi, V. R. R. Baddam, L. K. Prasad, J. Dr. NTR Univ. Health Sci., 2015, 4, 75; DOI:https://doi.org/10.4103/2277-8632.158577.

    Article  Google Scholar 

  8. R. Tabti, N. Tounsi, C. Gaiddon, E. Bentouhami, L. Désaubry, Med. Chem., 2017, 7(5), 875; DOI: https://doi.org/10.4172/2161-0444.1000445.

    Article  Google Scholar 

  9. M. L. Turski, D. J. Thiele, J. Biol. Chem., 2009, 284, 717.

    Article  CAS  Google Scholar 

  10. R. Sanyal, S. K. Dash, S. Das, S. Chattopadhyay, S. Roy, D. Das, J. Biolog. Inorg. Chem., 2014, 19, 1099; DOI: https://doi.org/10.1007/s00775-014-1148-z.

    Article  CAS  Google Scholar 

  11. N S. Rukk, L. G. Kuzmina, G. A. Davydova, G. A. Buzanov, V. M. Retivov, S. K. Belus, E. I. Kozhukhova, A. E. Barmashov, A. A. Khrulev, M. A. Simonova, V. N. Krasnoperova, Mendeleev Commun., 2019, 29, 640.

    Article  CAS  Google Scholar 

  12. L. P. Vartanyan, M. B. Kolesova, G. F. Gornaeva, Yu. I. Pustovalov, Psikhofarm. Biol. Narkol. [Psychopharm. Biol. Narcol.], 2005, 5, 1093 (in Russian).

    Google Scholar 

  13. M. Melnik, O. Sprusansky, P. Musil, Adv. Biol. Chem., 2014, 4, 274.

    Article  Google Scholar 

  14. J. J. Hu, S.-Q. Bai, H. H. Yeh, D. J. Young, Y. Chi, T.S.A. Hor, J. Chem. Soc., Dalton Trans., 2011, 40, 4402; DOI: https://doi.org/10.1039/c0dt01380c.

    Article  CAS  Google Scholar 

  15. B. Ivanova, Turk. J. Chem., 2007, 31, 97.

    CAS  Google Scholar 

  16. H. A. Mohamed, B. M. R. Lake, T. Laing, M. Roger, R. M. Phillips, C. E. Willans, J. Chem. Soc., Dalton Trans., 2015, 44, 7563; DOI: https://doi.org/10.1039/c4dt03679d.

    Article  CAS  Google Scholar 

  17. B. Bertrand, L. Stefan, M. Pirrotta, D. Monchaud, E. Bodio, P. Richard, P. L. Gendre, E. Warmerdam, M. H. de Jager, G. M. M. Groothuis, M. Picquet, A. Casini, Inorg. Chem., 2014, 53, 2296; https://doi.org/10.1021/ic403011h.

    Article  CAS  Google Scholar 

  18. J.-J. Zhang, J. K. Muenzner, M. A. Abu el Maaty, B. Karge, R. Schobert, S. Wolfl, I. Ott, J. Chem. Soc., Dalton Trans., 2016, 45, 13161; DOI: https://doi.org/10.1039/C6DT02025A.

    Article  CAS  Google Scholar 

  19. G. Bandoli, M. C. Biagini, D. A. Clemente, G. Rizzardi, Inorg. Chim. Acta, 1976, 20, 71.

    Article  CAS  Google Scholar 

  20. N. S. Rukk, L. G. Kuzmina, R. S. Shamsiev, G. A. Davydova, E. A. Mironova, A. M. Ermakov, G. A. Buzanov, A. Yu. Skryabina, A. N. Streletskii, G. A. Vorob’eva, V. M. Retivov, P. A. Volkov, S. K. Belus, E. I. Kozhukhova, V. N. Krasnoperova, Inorg. Chim. Acta, 2019, 487, 184; DOI: https://doi.org/10.1016/j.ica.2018.11.036.

    Article  CAS  Google Scholar 

  21. T. Mossman, J. Immunol. Methods, 1983, 65(1–2), 55.

    Article  Google Scholar 

  22. R. A. Poltavtseva, Yu. A. Nikonova, I. I. Selezneva, A. K. Yaroslavtseva, V. N. Stepanenko, R. S. Esipov, S. V. Pavlovich, I. V. Klimantsev, N. V. Tyutyunnik, T. K. Grebennik, A. V. Nikolaeva, G. T. Sukhikh, Bull. Exp. Biol. Med., 2014, 158, 164; DOI: https://doi.org/10.1007/s10517-014-2714-7.

    Article  CAS  Google Scholar 

  23. J. P. Henderson, J. Byun, M. V. Williams, M. L. McCormick, W. C. Parks, L. A. Ridnour, J. W. Heinecke, Proc. Nat. Acad. Sci. USA, 2001, 98, 1631; DOI: https://doi.org/10.1073/pnas.041146998.

    Article  CAS  Google Scholar 

  24. Bruker, SAINT (Version 6.02a), Bruker AXS Inc., Madison, Wisconsin, 2001, USA.

  25. O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Hovard, H. Puschmann, J. Appl. Crystallogr., 2009, 42, 339.

    Article  CAS  Google Scholar 

  26. SHELXTL-Plus, Version 5.10, Bruker AXS Inc., Madison, Wisconsin (USA), 1997.

  27. C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe, E. Pidcock, L. Rodriguez-Monge, R. Taylor, J. van de Streek, P. A. Wood, J. Appl. Crystallogr., 2008, 41, 466; DOI: https://doi.org/10.1107/S0021889807067908.

    Article  CAS  Google Scholar 

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Correspondence to N. S. Rukk.

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Based on the materials of the XXI Mendeleev Congress on General and Applied Chemistry (September 9–13, 2019, St. Petersburg, Russia).

https://www.cancer.org/research/cancer-facts-statistics/global.html.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1394–1400, July, 2020.

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Rukk, N.S., Kuzmina, L.G., Davydova, G.A. et al. Zinc(II) halide and copper(II) bromide complexes with caffeine: structures, physicochemical properties, and biological activity. Russ Chem Bull 69, 1394–1400 (2020). https://doi.org/10.1007/s11172-020-2914-4

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  • DOI: https://doi.org/10.1007/s11172-020-2914-4

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