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NICKEL(II) COMPLEXES WITH ‘NON INNOCENT’ LIGANDS – CYCLOAMINOMETHYL DERIVATIVES OF 1,2-DIHYDROXYBENZENE: SOD-LIKE AND ANTIMICROBIAL ACTIVITY
H. I. Harbatsevich, N. V. Loginova , K. A. Nabebina, S. I. Stakhevich, I. N. Slabko, N. P. Osipovich, G. A. Ksendzova, I. I. Azarko
Pages: 129-133
DOI: 10.21175/RadJ.2017.02.027
Received: 12 FEB 2017, Received revised: 1 MAY 2017, Accepted: 26 JUN 2017, Published online: 28 OCT 2017
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The process of Ni(II) ion complexation with cycloaminomethyl derivatives of 1,2-dihydroxybenzene in a water-ethanol medium was investigated. It was found potentiometrically that the complexes with the ratio M : L = 1 : 2 were formed in the solution, their overall stability constants were equal to 7,9∙1014–1,6∙1015. The Ni(II) complexes synthesized were shown to be amorphous, neutral, and thermally stable up to 150 °C. Their coordination polyhedra have the composition [NiO2N2] and planar square geometry. It was shown that the Ni(II) complexes demonstrate a moderate or high level of antimicrobial activity against bacteria and fungi strains tested, as well as the ability to neutralize superoxide.
- N. V. Loginova et al., “Redox-active silver(I) complexes with sterically hindered 1.2-dihydroxybenzene derivatives: Reduction of cytochrome c and antimicrobial activity,” in Cytochromes b and c: Biochemical Properties. Biological Functions and Electrochemical Analysis, R. Thom, Ed., New York (NY), USA: Nova Science Publishers, 2013, ch. 5, pp. 121-172.
- M. Gielen, E. R. T. Tiekink, Metallotherapeutic drugs and metal-based diagnostic agents: The Use of Metals in Medicine, Weinheim, Germany: Wiley-VCH, 2005.
DOI: 10.1002/0470864052
- C. T. Walsh et al., “Nickel enzymes,” Biochemistry, vol. 26, no. 16, pp. 4901–4906, Aug. 1987.
DOI: 10.1021/bi00390a001 PMid: 3311157
- R. G. Chaudhary, “Synthesis of Ni nanoparticles: Microscopic investigation, an efficient catalyst and effective antibacterial activity,” Adv. Mater. Lett., vol. 6, no. 11, pp. 990–998, Jul. 2015.
DOI: 10.5185/amlett.2015.5901
- K. B. Holt et al., “Interaction of silver(I) ions with the respiratory chain of Escherichia coli: an electrochemical and scanning electrochemical microscopy study of the antimicrobial mechanism of micromolar Ag+,” Biochemistry, vol. 44, no. 39, pp. 13214–13223, Sep. 2005.
DOI: 10.1021/bi0508542 PMid: 16185089
- M. M. Huycke et al., “Enterococcus faecalis produces extracellular superoxide and hydrogen peroxide that damages colonic epithelial cell DNA,” Carcinogenesis, vol. 23, no. 3, pp. 529–536, Mar. 2002.
DOI: 10.1093/carcin/23.3.529 PMid: 11895869
- J. M. McCord, “Superoxide Dismutase. An enzymic function for erythrocuprein (hemocuprein),” J. Biol. Chem., vol. 244, no. 22, pp. 6049–6055, Nov. 1969.
PMiD: 5389100
- B. A. Omar, “Superoxide dismutase: pharmacological developments and applications,” Adv. Pharmacol., vol. 23, pp. 109–161, Jun. 1992.
DOI: 10.1016/S1054-3589(08)60964-3
- G. Czapski., “Requirements for SOD mimics operating in vitro to work also in vivo,” Free Radic. Res. Commun., vol. 12–13, no. 1, pp. 167–171, Jul. 1991.
DOI: 10.3109/10715769109145782
- D. P. Riley, “Functional mimics of superoxide dismutase enzymes as therapeutic agents,” Chem. Rev., vol. 99, no. 9, pp. 2573–1588, Jul. 1999.
DOI: 10.1021/cr980432g PMid: 11749493
- A. Leo et al., “Partition coefficients and their uses,” Chem. Rev., vol. 71, no. 6, pp. 525–616, Dec. 1971.
DOI: 10.1021/cr60274a001
- V. Lorian, Antibiotics in Laboratory Medicine, Philadelphia (PA), USA: Lippincott Williams & Wilkins, 2005.
PMid: 15993169
- K. Hyland et al., “Superoxide dismutase assay using alkaline dimethylsulfoxide as superoxide anion-generating system,” Anal. Biochem., vol. 135, no. 2, pp. 280–287, Dec. 1983.
DOI: 10.1016/0003-2697(83)90684-X
- G. G. Mohamed et al., “Synthesis, spectroscopic and thermal characterization of sulpiride complexes of iron, manganese, copper, cobalt, nickel and zinc salts. Antibacterial and antifungal activity,” Spectrochim. Act., vol. 76, no. 3–4, pp. 341–347, Aug. 2010.
DOI: 10.1016/j.saa.2010.03.016 PMid: 20418151
- W. J. Geary, “The use of conductivity measurements in organic solvents for the characterization of coordination compounds,” Coord. Chem. Rev., vol. 7, no. 1, pp. 81–122, Oct. 1971.
DOI: 10.1016/S0010-8545(00)80009-0
- W. Lewandowski, “The influence of metals on the electronic system of biologically important ligands. Spectroscopic study of benzoates, salicylates,. nicotinates and isoorotates,” J. Inorg. Biochem., vol. 99, no. 7, pp. 1407–1423, Jul. 2005.
DOI: 10.1016/j.jinorgbio.2005.04.010 PMid: 15927261
- K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds: Part A: Theory and Applications in Inorganic Chemistry, 6th ed., Hoboken (NJ), USA: Wiley & Sons Inc., 1997.
DOI: 10.1002/9780470405840
- Inorganic Electronic Structure and Spectroscopy, A. B. P. Lever, E. I. Solomon, Eds.,New York (NY), USA: John Wiley & Sons Inc., 2006.
- F. Basolo, R. G. Pearson, Mechanisms of Inorganic Reactions: A study of metal complexes in solution, New York, USA: Wiley & Sons,1958.
- D. A. Shultz et al., “Preparation and characterization of a bis-semiquinone: a bidetate dianion biradical,” J. Org. Chem., vol. 60, no. 12, pp. 3578–3579, Apr. 1995.
DOI: 10.1021/jo00117a004
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