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.
Article PDF
Similar content being viewed by others
Avoid common mistakes on your manuscript.
References
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.
U. Ndagi, N. Mhlongo, M. E. Soliman, Drug Design Development Therapy, 2017, 11, 599.
D. R. Boer, A. Canals, M. Coll, J. Chem. Soc., Dalton Trans., 2009, 38, 399; DOI: https://doi.org/10.1039/b809873p.
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.
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.
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.
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.
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.
M. L. Turski, D. J. Thiele, J. Biol. Chem., 2009, 284, 717.
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.
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.
L. P. Vartanyan, M. B. Kolesova, G. F. Gornaeva, Yu. I. Pustovalov, Psikhofarm. Biol. Narkol. [Psychopharm. Biol. Narcol.], 2005, 5, 1093 (in Russian).
M. Melnik, O. Sprusansky, P. Musil, Adv. Biol. Chem., 2014, 4, 274.
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.
B. Ivanova, Turk. J. Chem., 2007, 31, 97.
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.
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.
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.
G. Bandoli, M. C. Biagini, D. A. Clemente, G. Rizzardi, Inorg. Chim. Acta, 1976, 20, 71.
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.
T. Mossman, J. Immunol. Methods, 1983, 65(1–2), 55.
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.
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.
Bruker, SAINT (Version 6.02a), Bruker AXS Inc., Madison, Wisconsin, 2001, USA.
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Hovard, H. Puschmann, J. Appl. Crystallogr., 2009, 42, 339.
SHELXTL-Plus, Version 5.10, Bruker AXS Inc., Madison, Wisconsin (USA), 1997.
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.
Author information
Authors and Affiliations
Corresponding author
Additional information
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.
Rights and permissions
About this article
Cite this article
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
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-020-2914-4