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SYNTHESIS, STRUCTURE, AND STUDY OF THE BIOLOGICAL ACTIVITY OF Co(II), Ni(II), AND Cu(II) COMPLEXES WITH AN ENAMINEDIONE DERIVATIVE

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Abstract

[Cu(L)2] (1), [Co(L)2] (2), [Ni(L)2]·H2O (3) complexes where L is 2-{[(2-methoxyphenyl)amino]methylene}-5,5-dimethyl-cyclohexane-1,3-dionate are synthesized. Single crystals of complexes 1-3 are obtained. According to X-ray crystallographic data, in the Co and Ni complexes, a coordination polyhedron N2O4 is a distorted octahedron, and in the Cu complex, N2O2 is a distorted square. L is a tridentate ligand coordinated by oxygen atoms of carbonyl and methoxy groups as well as the nitrogen atom of the amide group. The cytotoxic properties of 2-{[(2-methoxyphenyl)amino]methylene}-5,5-dimethyl-cyclohexane-1,3-dione and respective complexes are studied on the Hep2 cell line (human laryngeal carcinoma). The compounds are shown to not exhibit cytotoxic properties in the studied concentration range (1-50 μM). Antibacterial, protistocidal, and fungistatic properties of HL, its structural analogue 2-anilinomethylidene-5,5-dimethylcyclohexane-1,3-dione (HL1), and complexes on their base are also studied. The antibacterial activity of HL and [Co(L1)2(C2H5OH)2] against S. aureus, of HL1 and [Co(L)2] against E. coli is revealed within 25-30% of the activity of reference drugs (ciprofloxacin, furazolidone). The [Ni(L1)2(C2H5OH)2] complex is found to have a pronounced protistocidal activity. Furthermore, the behavior of the [Ni(L)2]·H2O complex in phosphate buffered saline is analyzed at storage times t = 0 h, 24 h, 48 h and also in an aqueous solution at different pH values.

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Funding

The work was performed within the State Contract of the Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences for fundamental scientific research.

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Authors and Affiliations

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

    Yu. A. Eremina, E. A. Ermakova, T. S. Sukhikh, D. G. Samsonenko & E. V. Lider

  2. Institute of Molecular Biology and Biophysics, Subdivision of FRC FTM, Novosibirsk, Russia

    L. S. Klyushova

  3. Novosibirsk State University, Novosibirsk, Russia

    E. A. Ermakova & I. V. El’tsov

  4. Kuban State University, Krasnodar, Russia

    V. V. Dotsenko

  5. North Caucasian Area Research Veterinary Institute, Federal Rostov Agrarian Scientific Center, Novocherkassk, Russia

    A. A. Zubenko, L. N. Fetisov & K. N. Kononenko

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  1. Yu. A. Eremina
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  2. E. A. Ermakova
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  3. T. S. Sukhikh
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Correspondence to E. V. Lider.

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Translated from Zhurnal Strukturnoi Khimii, 2021, Vol. 62, No. 2, pp. 325-337 https://doi.org/10.26902/JSC_id68376 .

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Eremina, Y.A., Ermakova, E.A., Sukhikh, T.S. et al. SYNTHESIS, STRUCTURE, AND STUDY OF THE BIOLOGICAL ACTIVITY OF Co(II), Ni(II), AND Cu(II) COMPLEXES WITH AN ENAMINEDIONE DERIVATIVE. J Struct Chem 62, 309–320 (2021). https://doi.org/10.1134/S0022476621020165

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