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
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-(HOCH<sub>2</sub>)py)<sub>3</sub>](ClO<sub>4</sub>)<sub>2</sub> (<b>1</b>...
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MDPI AG
2021-07-01
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| Series: | International Journal of Molecular Sciences |
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| Online Access: | https://www.mdpi.com/1422-0067/22/14/7286 |
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| author | Joanna Masternak Małgorzata Zienkiewicz-Machnik Iwona Łakomska Maciej Hodorowicz Katarzyna Kazimierczuk Milena Nosek Amelia Majkowska-Młynarczyk Joanna Wietrzyk Barbara Barszcz |
| author_facet | Joanna Masternak Małgorzata Zienkiewicz-Machnik Iwona Łakomska Maciej Hodorowicz Katarzyna Kazimierczuk Milena Nosek Amelia Majkowska-Młynarczyk Joanna Wietrzyk Barbara Barszcz |
| author_sort | Joanna Masternak |
| collection | DOAJ |
| description | 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-(HOCH<sub>2</sub>)py)<sub>3</sub>](ClO<sub>4</sub>)<sub>2</sub> (<b>1</b>), [Cu(2-(HOCH<sub>2</sub>)py)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>]SiF<sub>6</sub> (<b>2</b>), [Cu<sub>2</sub>(2-(HOCH<sub>2</sub>CH<sub>2</sub>)py)<sub>2</sub>(2-(OCH<sub>2</sub>CH<sub>2</sub>)py)<sub>2</sub>](ClO<sub>4</sub>)<sub>2</sub> (<b>3</b>), [Cu(pyBIm)<sub>3</sub>](BF<sub>4</sub>)<sub>2</sub>·1.5H<sub>2</sub>O (<b>4</b>) and [Cu(py<sub>2</sub>C(OH)<sub>2</sub>)<sub>2</sub>](ClO<sub>4</sub>)<sub>2</sub> (<b>5</b>). The synthetic protocol involved N,O- or N,N-donors: 2-(hydroxymethyl)pyridine (2-(HOCH<sub>2</sub>)py), 2-(hydroxyethyl)pyridine (2-(HOCH<sub>2</sub>CH<sub>2</sub>)py), 2-(2-pyridyl)benzimidazole (pyBIm), di(2-pyridyl)ketone (py<sub>2</sub>CO). 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 ({CuN<sub>3</sub>O<sub>3</sub>} (<b>1</b>), {CuN<sub>2</sub>O<sub>4</sub>} (<b>2</b>), {CuN<sub>6</sub>} (<b>4</b>), {CuN<sub>4</sub>O<sub>2</sub>} (<b>5</b>)) and dimeric complex ({CuN<sub>2</sub>O<sub>3</sub>} (<b>3</b>)). Most of the obtained species possessed a distorted octahedral environment, except dimer <b>3</b>, which consisted of two copper centres with square pyramidal geometries. The water-soluble compounds (<b>1</b>, <b>3</b> and <b>5</b>) were selected for biological testing. The results of the study revealed that complex <b>1</b> in solutions displayed better radical scavenging activity than complexes <b>3</b>, <b>5</b> and free ligands. Therefore, complex <b>1</b> 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 (<b>1</b>) on enzyme activity levels (TAS, SOD and CAT) suggests that the selected complex can be treated as a functional mimetic of the enzymes. |
| first_indexed | 2024-03-10T09:38:21Z |
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| id | doaj.art-867d7ff5702e4f978964fa11d48d5697 |
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| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-10T09:38:21Z |
| publishDate | 2021-07-01 |
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| series | International Journal of Molecular Sciences |
| spelling | doaj.art-867d7ff5702e4f978964fa11d48d56972023-11-22T03:56:03ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672021-07-012214728610.3390/ijms22147286Synthesis 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 MetalloenzymesJoanna Masternak0Małgorzata Zienkiewicz-Machnik1Iwona Łakomska2Maciej Hodorowicz3Katarzyna Kazimierczuk4Milena Nosek5Amelia Majkowska-Młynarczyk6Joanna Wietrzyk7Barbara Barszcz8Institute of Chemistry, Jan Kochanowski University in Kielce, Uniwersytecka 7, 25-406 Kielce, PolandInstitute of Physical Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, PolandFaculty of Chemistry, Nicolaus Copernicus University in Toruń, Gagarina 7, 87-100 Toruń, PolandFaculty of Chemistry, Jagiellonian University, Ingardena 3, 30-060 Kraków, PolandDepartment of Chemistry, Gdańsk University of Technology, Gabriela Narutowicza 11/12, 80-233 Gdańsk, PolandFaculty of Rehabilitation, University of Rehabilitation in Warsaw, Kasprzaka 49, 01-234 Warsaw, PolandEndocrinology Clinic, Regional Hospital in Kielce, Artwińskiego 6, 25-734 Kielce, PolandHirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, R. Weigl 12, 53-114 Wrocław, PolandInstitute of Chemistry, Jan Kochanowski University in Kielce, Uniwersytecka 7, 25-406 Kielce, PolandTo 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-(HOCH<sub>2</sub>)py)<sub>3</sub>](ClO<sub>4</sub>)<sub>2</sub> (<b>1</b>), [Cu(2-(HOCH<sub>2</sub>)py)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>]SiF<sub>6</sub> (<b>2</b>), [Cu<sub>2</sub>(2-(HOCH<sub>2</sub>CH<sub>2</sub>)py)<sub>2</sub>(2-(OCH<sub>2</sub>CH<sub>2</sub>)py)<sub>2</sub>](ClO<sub>4</sub>)<sub>2</sub> (<b>3</b>), [Cu(pyBIm)<sub>3</sub>](BF<sub>4</sub>)<sub>2</sub>·1.5H<sub>2</sub>O (<b>4</b>) and [Cu(py<sub>2</sub>C(OH)<sub>2</sub>)<sub>2</sub>](ClO<sub>4</sub>)<sub>2</sub> (<b>5</b>). The synthetic protocol involved N,O- or N,N-donors: 2-(hydroxymethyl)pyridine (2-(HOCH<sub>2</sub>)py), 2-(hydroxyethyl)pyridine (2-(HOCH<sub>2</sub>CH<sub>2</sub>)py), 2-(2-pyridyl)benzimidazole (pyBIm), di(2-pyridyl)ketone (py<sub>2</sub>CO). 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 ({CuN<sub>3</sub>O<sub>3</sub>} (<b>1</b>), {CuN<sub>2</sub>O<sub>4</sub>} (<b>2</b>), {CuN<sub>6</sub>} (<b>4</b>), {CuN<sub>4</sub>O<sub>2</sub>} (<b>5</b>)) and dimeric complex ({CuN<sub>2</sub>O<sub>3</sub>} (<b>3</b>)). Most of the obtained species possessed a distorted octahedral environment, except dimer <b>3</b>, which consisted of two copper centres with square pyramidal geometries. The water-soluble compounds (<b>1</b>, <b>3</b> and <b>5</b>) were selected for biological testing. The results of the study revealed that complex <b>1</b> in solutions displayed better radical scavenging activity than complexes <b>3</b>, <b>5</b> and free ligands. Therefore, complex <b>1</b> 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 (<b>1</b>) on enzyme activity levels (TAS, SOD and CAT) suggests that the selected complex can be treated as a functional mimetic of the enzymes.https://www.mdpi.com/1422-0067/22/14/7286copper(II) complexesN,O- and N,N-donorsX-ray crystal structureantioxidant activityenzyme mimetic |
| spellingShingle | Joanna Masternak Małgorzata Zienkiewicz-Machnik Iwona Łakomska Maciej Hodorowicz Katarzyna Kazimierczuk Milena Nosek Amelia Majkowska-Młynarczyk Joanna Wietrzyk Barbara Barszcz 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 copper(II) complexes N,O- and N,N-donors X-ray crystal structure antioxidant activity enzyme mimetic |
| title | 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 |
| title_full | 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 |
| title_fullStr | 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 |
| title_full_unstemmed | 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 |
| title_short | 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 |
| title_sort | 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 |
| topic | copper(II) complexes N,O- and N,N-donors X-ray crystal structure antioxidant activity enzyme mimetic |
| url | https://www.mdpi.com/1422-0067/22/14/7286 |
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