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Synthesis and Structure of Novel Copper(II) Complexes with N,O- or N,N-Donors as Radical Scavengers and a Functional Model of the Active Sites in Metalloenzymes

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Institute of Chemistry, Jan Kochanowski University in Kielce, Uniwersytecka 7, 25-406 Kielce, Poland
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Institute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
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Faculty of Chemistry, Nicolaus Copernicus University in Toruń, Gagarina 7, 87-100 Toruń, Poland
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Faculty of Chemistry, Jagiellonian University, Ingardena 3, 30-060 Kraków, Poland
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Department of Chemistry, Gdańsk University of Technology, Gabriela Narutowicza 11/12, 80-233 Gdańsk, Poland
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Faculty of Rehabilitation, University of Rehabilitation in Warsaw, Kasprzaka 49, 01-234 Warsaw, Poland
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Endocrinology Clinic, Regional Hospital in Kielce, Artwińskiego 6, 25-734 Kielce, Poland
8
Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, R. Weigl 12, 53-114 Wrocław, Poland
*
Authors to whom correspondence should be addressed.
Academic Editor: Luigi Casella
Int. J. Mol. Sci. 2021, 22(14), 7286; https://doi.org/10.3390/ijms22147286
Received: 9 June 2021 / Revised: 25 June 2021 / Accepted: 1 July 2021 / Published: 6 July 2021
(This article belongs to the Section Physical Chemistry and Chemical Physics)
To evaluate the antioxidant activity of potential synthetic enzyme mimetics, we prepared new five copper(II) complexes via a self-assembly method and named them [Cu(2-(HOCH2)py)3](ClO4)2 (1), [Cu(2-(HOCH2)py)2(H2O)2]SiF6 (2), [Cu2(2-(HOCH2CH2)py)2(2-(OCH2CH2)py)2](ClO4)2 (3), [Cu(pyBIm)3](BF4)2·1.5H2O (4) and [Cu(py2C(OH)2)2](ClO4)2 (5). The synthetic protocol involved N,O- or N,N-donors: 2-(hydroxymethyl)pyridine (2-(HOCH2)py), 2-(hydroxyethyl)pyridine (2-(HOCH2CH2)py), 2-(2-pyridyl)benzimidazole (pyBIm), di(2-pyridyl)ketone (py2CO). The obtained Cu(II) complexes were fully characterised by elemental analysis, FTIR, EPR, UV-Vis, single-crystal X-ray diffraction and Hirshfeld surface analysis. Crystallographic and spectroscopic analyses confirmed chromophores of both monomeric ({CuN3O3} (1), {CuN2O4} (2), {CuN6} (4), {CuN4O2} (5)) and dimeric complex ({CuN2O3} (3)). Most of the obtained species possessed a distorted octahedral environment, except dimer 3, which consisted of two copper centres with square pyramidal geometries. The water-soluble compounds (1, 3 and 5) were selected for biological testing. The results of the study revealed that complex 1 in solutions displayed better radical scavenging activity than complexes 3, 5 and free ligands. Therefore, complex 1 has been selected for further studies to test its activity as an enzyme mimetic. The chosen compound was tested on the erythrocyte lysate of two groups of patients after undergoing chemotherapy and chemoradiotherapy. The effect of the tested compound (1) on enzyme activity levels (TAS, SOD and CAT) suggests that the selected complex can be treated as a functional mimetic of the enzymes. View Full-Text
Keywords: copper(II) complexes; N,O- and N,N-donors; X-ray crystal structure; antioxidant activity; enzyme mimetic copper(II) complexes; N,O- and N,N-donors; X-ray crystal structure; antioxidant activity; enzyme mimetic
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MDPI and ACS Style

Masternak, J.; Zienkiewicz-Machnik, M.; Łakomska, I.; Hodorowicz, M.; Kazimierczuk, K.; Nosek, M.; Majkowska-Młynarczyk, A.; Wietrzyk, J.; Barszcz, B. Synthesis and Structure of Novel Copper(II) Complexes with N,O- or N,N-Donors as Radical Scavengers and a Functional Model of the Active Sites in Metalloenzymes. Int. J. Mol. Sci. 2021, 22, 7286. https://doi.org/10.3390/ijms22147286

AMA Style

Masternak J, Zienkiewicz-Machnik M, Łakomska I, Hodorowicz M, Kazimierczuk K, Nosek M, Majkowska-Młynarczyk A, Wietrzyk J, Barszcz B. Synthesis and Structure of Novel Copper(II) Complexes with N,O- or N,N-Donors as Radical Scavengers and a Functional Model of the Active Sites in Metalloenzymes. International Journal of Molecular Sciences. 2021; 22(14):7286. https://doi.org/10.3390/ijms22147286

Chicago/Turabian Style

Masternak, Joanna, Małgorzata Zienkiewicz-Machnik, Iwona Łakomska, Maciej Hodorowicz, Katarzyna Kazimierczuk, Milena Nosek, Amelia Majkowska-Młynarczyk, Joanna Wietrzyk, and Barbara Barszcz. 2021. "Synthesis and Structure of Novel Copper(II) Complexes with N,O- or N,N-Donors as Radical Scavengers and a Functional Model of the Active Sites in Metalloenzymes" International Journal of Molecular Sciences 22, no. 14: 7286. https://doi.org/10.3390/ijms22147286

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