Abstract
New coordination compounds of Co(II), Ni(II), and Cu(II) halides with 2-methyl-1,2,4-triazolo[1,5-a]benzimidazole (L), [Co(L)2Cl2] (Ia), [Ni(L)2(H2O)4]Cl2 · 4H2O (II), and [Сu2(L)4(µ-Br)2Br2] (IIIa), are synthesized. The complexes are studied by X-ray structure analysis (СIF files CCDC nos. 1825006–1825008), electronic (diffuse reflectance) spectroscopy, and IR spectroscopy. In compounds Ia, II, and IIIa, ligand L is coordinated to the metal by the N4 atom of the triazole fragment. The study of the cytotoxic effect of the ligand and synthesized complexes on the Hep-2 line (laryngeal cancer cells) shows a considerably higher activity of the copper(II) complex than that of the ligand.
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REFERENCES
Goker, H., Alp, M., and Yildiz, S., Molecules, 2005, vol. 10, p. 1377.
Iwao, E., Yamamoto, K., Yokoyama, Y., et al., J. Infect. Chemother., 2004, vol. 10, p. 90.
Aminabhavi, T.M., Biradar, N.S., and Patil, S.B., Inorg. Chim. Acta, 1986, vol. 125, p. 125.
Tewari, A.K. and Mishra, A., Indian J. Chem., B, 2007, vol. 45, p. 489.
Boiani, M. and Gonzalez, M., J. Med. Chem., 2005, vol. 5, p. 409.
Mavrova, A.Ts., Wesselinova, D., and Anichina, K., J. Chem. Technol. Met., 2016, vol. 51, p. 660.
Akbay, A., Oren, I., Temiz-Arpaci, O., et al., Arzneim. Forsch., 2003, vol. 53, p. 266.
Yurdakul, S. and Kurt, M., J. Mol. Struct., 2003, vol. 650, p. 181.
Singh, V.P., Katiyar, A., and Singh, S., J. Coord. Chem., 2009, vol. 62, p. 1336.
Gumus, F., Algul, O., Eren, G., et al., Eur. J. Med. Chem., 2003, vol. 38, p. 473.
Sau, D.K., Butcher, R.J., Chaudhuri, S., and Saha, N., Mol. Cell. Biochem., 2003, vol. 253, p. 21.
Mylonas, S., Valavanidis, A., Dimitropoulos, K., et al., J. Inorg. Biochem., 1988, vol. 34, p. 265.
Mothilal, K.K., Karunakaran, C., and Rajendran, A., Murugesan, R., J. Inorg. Biochem., 2004, vol. 98, p. 322.
Podunavac-Kuzmanovic, S.O. and Cvetcovic, D.M., J. Serb. Chem. Soc., 2007, vol. 72, p. 459.
Devereux, M., O’Shea, D., Kellett, A., et al., J. Inorg. Biochem., 2007, vol. 101, p. 881.
Paolini, J.P., Top. Heterocycl. Chem., Weissderger, A. and Taylor, E.C., Eds., New York: Intersci., 1977, p. 1.
Kuz’menko, V.V., Kuz’menko, T.A., Pozharskii, A.F., et al., Khim. Geterotsikl. Soedin., 1989, vol. 25, no. 2, p. 168.
Han, X., Pin, S.S., Burris, K., et al., Bioorg. Med. Chem. Lett., 2005, vol. 15, p. 4029.
Anisimova, V.A., Spasov, A.A., Tolpygin, I.E., et al., Khim.-farm. Zh., 2010, vol. 44, no. 7, p. 7.
Gütlich, P. and Goodwin, H., Top Curr. Chem., 2004, vol. 233, p. 1.
Halcrow, M.A., Spin-Crossover Materials Properties and Applications, UK: Wiley, 2013.
Lavrenova, L.G. and Shakirova, O.G., Eur. J. Inorg. Chem., 2013, nos. 5−6, p. 670.
Kane, J.M., Dudley, M.W., Sorensen, S.M., and Miller, F.P., J. Med. Chem., 1988, vol. 31, p. 1253.
Kane, J.M., Baron, B.M., Dudley, M.W., et al., J. Med. Chem., 1990, vol. 33, p. 2772.
Kochikyan, T.V., Samvelyan, M.A., Arutyunyan, E.V., et al., Pharm. Chem. J., 2011, vol. 44, p. 525.
Matesanz, A.I., Joie, C., and Souza, P., Dalton Trans., 2010, vol. 39, p. 7059.
Groessl, M., Reisner, E., Hartinger, C.G., et al., J. Med. Chem., 2007, vol. 50, p. 2185.
Bagihalli, G.B., Avaji, P.G., Patil, S.A., and Badami, P.S., Eur. J. Med. Chem., 2008, vol. 43, p. 2639.
Groom, C.R., Bruno, I.J., Lightfoot, M.P., and Wards, C., Acta Crystallogr., Sect. B: Struct. Sci., Cryst. Eng. Mater., 2016, vol. 72, p.171.
ICSD web version 3.7.0 released. FIZ Karlsruhe, 2017. https://www.fiz-karlsruhe.de.
APEX2 (version 1.08), SAINT (version 7.03), SADABS (version 2.11), SHELXTL (version 6.12), Madison: Bruker AXS Inc., 2004.
Sheldrick, G.M., Acta Crystalllogr., Sect. C: Struct. Chem., 2015, vol. 71, p. 3.
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J., et al., J. Appl. Crystallogr., 2009, vol. 42, p. 339.
Lavrenova, L.G., Kuz’menko, T.A., Ivanova, A.D., et al., New J. Chem., 2017, vol. 41, p. 4341.
Lever, A.B.P., Inorganic Electronic Spectroscopy, Amsterdam: Elsevier, 1987.
ACKNOWLEDGMENTS
The cytotoxicity of the synthesized compounds was studied using the equipment of the Proteomics Center for Collective Use at the Institute of Molecular Biology and Biophysics of the Federal Research Center of Fundamental and Translational Medicine (Novosibirsk, Russia).
The authors are grateful to N.P. Korotkevich for the detection of diffraction patterns, to N.I. Alferova for recording IR spectra, and to I.V. Yushina for recording electronic spectra.
This work was supported by the Russian Foundation for Basic Research, project no. 16-53-00020 Vel_a.
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Translated by E. Yablonskaya
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Dyukova, I.I., Kuz’menko, T.A., Komarov, V.Y. et al. Coordination Compounds of Cobalt(II), Nickel(II), and Copper(II) Halides with 2-Methyl-1,2,4-Triazolo[1,5-a]benzimidazole. Russ J Coord Chem 44, 755–764 (2018). https://doi.org/10.1134/S107032841812014X
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DOI: https://doi.org/10.1134/S107032841812014X