Abstract
Cu(II), Ni(II), Zn(II), Co(II), Fe(II), Mn(II) carboxylates containing a pharmacophoric glycoluril fragment were obtained for the first time. The proposed structure of the complexes was established using elemental analysis, spectral methods, and magnetochemistry. Structure of one of the copper(II) complexes was proved by X-ray diffraction analysis. Antibacterial and fungicidal activity of all the compounds was studied. It was shown that the starting acids are inactive, while some complexes exhibit antibacterial activity.
REFERENCES
Wong, V.L., Vummaleti, S.C., Cavallo, L., White, A.P., Nolan, S.P., and Hii, K.K., Chem. Eur. J., 2016, no. 22, p. 13320. https://doi.org/10.1002/chem.201601762
Yamaguchi, KI., Koshino, S., Akagi, F., Suzuki, M., Uehara, A., and Suzuki, S., J. Am. Chem. Soc., 1997, vol. 119, no. 24, p. 5752. https://doi.org/10.1021/ja963982+
Peskov, M.V., Miao, X.H., Heryadi, D., Eppinger, J., and Schwingenschlögl, U., J. Phys. Chem. (C), 2013, vol. 117, no. 10, p. 5462. https://doi.org/10.1021/jp400172s
Chen, X., Cui, A.-L., Liu, C.-M., and Kou, H.-Z., Trans. Met. Chem., 2013, vol. 38, p. 683.
Kalinnikov, V.T., Rakitin, Yu.V., and Hatfield, W.E., Inorg. Chim. Acta, 1978, vol. 31, p. 1. https://doi.org/10.1016/S0020-1693(00)94971-5
Zeng, M., Chen, X., and Kou, H.-Z., Magnetochemistry, 2021, vol. 7, no. 7, p. 105. https://doi.org/10.3390/magnetochemistry7070105
Popov, L.D., Borodkin, C.A., Kiskin, M.A., Pavlov, A.A., Efimov, N.N., Ugolkova, E.A., Minin, V.V., and Shcherbakov, I.N., Russ. J. Coord. Chem., vol. 48, no. 2, p. 75. https://doi.org/10.31857/S0132344X22020062
Utochnikova, V., Kalyakina, A., and Kuzmina, N., Inorg. Chem. Comm., 2012, no. 19, p. 4. https://doi.org/10.1016/j.inoche.2011.11.009
Kalyakina, A., Utochnikova, V., Bushmarinov, I., Ananyev, I., Eremenko, I., Volz, D., Ronicke, F., and Schepers, U., Chem. Eur. J., 2015, vol. 21, no. 49, p. 17921. https://doi.org/10.1002/chem.201501816
Kalinovskaya, I.V., Popov, L.D., and Zadorozhnaya, A.N., Russ. J. Appl. Chem., 2022, vol. 95, no. 4. Р. 529. https://doi.org/10.1134/S1070427222040085
Rogala, P., Czerwonka, G., Michałkiewicz, S., Hodorowicz, M., Barszcz, B., and Jabłońska-Wawrzycka, A., Chem. Biodivers., 2019, vol. 16, no. 11, p. 1 https://doi.org/10.1002/cbdv.201900403
Liu, T.-F., Liu, J., Tian, C., Cao, M., Lin, Z., and Cao, R., Inorg. Chem., 2011, vol. 50, no. 6, p. 2264. https://doi.org/10.1021/ic1019229
Rao, C.N.R., Natarajan, S., and Vaidhyanathan, R., Angew. Chem. Int. Ed., 2004, vol. 43, p. 1466. https://doi.org/10.1002/anie.200300588
Mashkovskii, M.D., Lekarstvennye sredstva (Drugs), Moscow: Novaya Volna, 2016, vol. 1, p. 216.
Kravchenko, A.N., Baranov, V.V., Anikina, L.V., Vikharev, Yu.B., Bushmarinov, I.S., and Nelyubina, Yu.V., Russ. J. Bioorg. Chem., 2012, vol. 38, no. 5, p. 550. https://doi.org/10.1134/S106816201205007X
Kravchenko, A.N., Baranov, V.V., and Gazieva, G.A., Russ. Chem. Rev., 2018, vol. 87, no. 1, p. 89. https://doi.org/10.1070/RCR4763
Anikina, L.V., Vikharev, Yu.B., Baranov, V.V., Malyshev, O.R., and Kravchenko, A.N., Mendeleev Commun., 2018, vol. 28, no. 3, p. 317. https://doi.org/10.1016/j.mencom.2018.05.030
Kravchenko, A.N., Maksareva, E.Yu., Belyakov, P.A., Sigachev, A.S., Chegaev, K.Yu., Lyssenko, K.A., Lebedev, O.V, and Makhova, N.N., Russ. Chem. Bull., 2003, vol. 52, p. 192. https://doi.org/10.1023/A:1022473004714
Kravchenko, A.N., Lyssenko, K.A., Chikunov, I.E., Belyakov, P.A., Il’in, M.M., Baranov, V.V., Nelyubina, Yu.V., Davankov, V.A., Pivina, T.S., Makhova, N.N., and Antipin, M.Yu., Russ. Chem. Bull., 2009, vol. 58, p. 395. https://doi.org/10.1007/s11172-010-0022-6
Figgis, B.N., Nature, 1958, vol. 182, p. 1568. https://doi.org/10.1038/1821568a0
Sheldrick, G.M., Acta Crystallogr. (A), 2008, vol. 64, p. 112. https://doi.org/10.1107/S0108767307043930
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J., Howard, J.A.K., and Puschmann, H., J. Appl. Cryst., 2009, vol. 42, p. 339. https://doi.org/10.1107/S0021889808042726
Burlov, A.S., Vlasenko, V.G., Koshchienko, Yu.V., Makarova, N.I., Zubenko, A.A., Drobin, Yu.D., Fetisov, L.N., Kolodina, A.A., Zubavichus, Ya.V., Trigub, A.L., Levchenkov, S.I., and Garnovskii, D.A., Polyhedron, 2018, vol. 144, p. 249. https://doi.org/10.1016/j.poly.2018.01.020
Burlov, A.S., Vlasenko, V.G., Koshchienko, Yu.V., Makarova, N.N.., Zubenko, A.A., Drobin, Yu.D., Borodkin, G.S., Metelitsa, A.V., Zubavichus, Y.V., and Garnovskii, D.A., Polyhedron, 2018, vol. 154, p. 65. https://doi.org/10.1016/j.poly.2018.07.034
Metody eksperimental’noi khimioterapii (Experimental Chemotherapy Methods), Pershin, G.N., Ed., Moscow: Meditsina, 1971.
ACKNOWLEDGMENTS
IR and NMR spectra were recorded at the Center for Collective Use “Molecular Spectroscopy” and the Educational and Scientific Laboratory of Resonance Spectroscopy of the Department of Chemistry of Natural and Macromolecular Compounds of the Southern Federal University.
Funding
X-ray diffraction studies were carried out using the scientific equipment of the Center for Research on the Structure of Molecules of the Institute of Organoelement Compounds. A.N. Nesmeyanov RAS with the support of the Ministry of Science and Higher Education of the Russian Federation as part of the governmental task (no. 075-03-2023-642).
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Baranov, V.V., Vikrishchuk, N.I., Zubenko, A.A. et al. Synthesis, Structure, and Biological Activity of New Metal Carboxylate Complexes Containing a Glycoluril Fragment. Russ J Gen Chem 93, 863–869 (2023). https://doi.org/10.1134/S1070363223040126
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DOI: https://doi.org/10.1134/S1070363223040126