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Fe(III) and Cu(II) Complexes of Chlorogenic Acid: Spectroscopic, Thermal, Anti-/Pro-Oxidant, and Cytotoxic Studies
Complexes of chlorogenic acid (5-CQA) with copper(II) and iron(III) were synthesized in a solid state and examined by means of FT-IR, thermogravimetric, and elemental analyses. The molar stoichiometric ratios of metal:ligand for the solid forms of the complexes were established as Cu(II):L = 1:2 and...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9572621/ https://www.ncbi.nlm.nih.gov/pubmed/36234176 http://dx.doi.org/10.3390/ma15196832 |
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author | Kalinowska, Monika Gryko, Kamila Gołębiewska, Ewelina Świderski, Grzegorz Lewandowska, Hanna Pruszyński, Marek Zawadzka, Małgorzata Kozłowski, Maciej Sienkiewicz-Gromiuk, Justyna Lewandowski, Włodzimierz |
author_facet | Kalinowska, Monika Gryko, Kamila Gołębiewska, Ewelina Świderski, Grzegorz Lewandowska, Hanna Pruszyński, Marek Zawadzka, Małgorzata Kozłowski, Maciej Sienkiewicz-Gromiuk, Justyna Lewandowski, Włodzimierz |
author_sort | Kalinowska, Monika |
collection | PubMed |
description | Complexes of chlorogenic acid (5-CQA) with copper(II) and iron(III) were synthesized in a solid state and examined by means of FT-IR, thermogravimetric, and elemental analyses. The molar stoichiometric ratios of metal:ligand for the solid forms of the complexes were established as Cu(II):L = 1:2 and Fe(III):L = 2:3 (L: 5-CQA), with the possible coordination through the carboxylate group and the hydroxyl group from the catechol moiety. In an aqueous solution at pH = 7.4, the composition of the complexes was Cu(II):L = 1:1, and Fe(III):L = 1:1 and 1:2. The Cu(II) and Fe(III) complexes with 5-CQA showed lower antioxidant properties, as estimated by the spectrophotometric methods with DPPH(•), ABTS(•+), and HO(•) radicals, than the ligand alone, whereas in the lipid peroxidation inhibition assay, the metal complexes revealed a higher antioxidant activity than 5-CQA. Cu(II) 5-CQA showed the highest pro-oxidant activity in the Trolox oxidation assays compared to the other studied compounds. The lipophilic parameters of the compounds were estimated using the HPLC method. 5-CQA and its complexes with Fe(III) and Cu(II) were not toxic to HaCaT cells in a tested concentration range of 0.15–1000 nM after a 24 h incubation time. |
format | Online Article Text |
id | pubmed-9572621 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-95726212022-10-17 Fe(III) and Cu(II) Complexes of Chlorogenic Acid: Spectroscopic, Thermal, Anti-/Pro-Oxidant, and Cytotoxic Studies Kalinowska, Monika Gryko, Kamila Gołębiewska, Ewelina Świderski, Grzegorz Lewandowska, Hanna Pruszyński, Marek Zawadzka, Małgorzata Kozłowski, Maciej Sienkiewicz-Gromiuk, Justyna Lewandowski, Włodzimierz Materials (Basel) Article Complexes of chlorogenic acid (5-CQA) with copper(II) and iron(III) were synthesized in a solid state and examined by means of FT-IR, thermogravimetric, and elemental analyses. The molar stoichiometric ratios of metal:ligand for the solid forms of the complexes were established as Cu(II):L = 1:2 and Fe(III):L = 2:3 (L: 5-CQA), with the possible coordination through the carboxylate group and the hydroxyl group from the catechol moiety. In an aqueous solution at pH = 7.4, the composition of the complexes was Cu(II):L = 1:1, and Fe(III):L = 1:1 and 1:2. The Cu(II) and Fe(III) complexes with 5-CQA showed lower antioxidant properties, as estimated by the spectrophotometric methods with DPPH(•), ABTS(•+), and HO(•) radicals, than the ligand alone, whereas in the lipid peroxidation inhibition assay, the metal complexes revealed a higher antioxidant activity than 5-CQA. Cu(II) 5-CQA showed the highest pro-oxidant activity in the Trolox oxidation assays compared to the other studied compounds. The lipophilic parameters of the compounds were estimated using the HPLC method. 5-CQA and its complexes with Fe(III) and Cu(II) were not toxic to HaCaT cells in a tested concentration range of 0.15–1000 nM after a 24 h incubation time. MDPI 2022-10-01 /pmc/articles/PMC9572621/ /pubmed/36234176 http://dx.doi.org/10.3390/ma15196832 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Kalinowska, Monika Gryko, Kamila Gołębiewska, Ewelina Świderski, Grzegorz Lewandowska, Hanna Pruszyński, Marek Zawadzka, Małgorzata Kozłowski, Maciej Sienkiewicz-Gromiuk, Justyna Lewandowski, Włodzimierz Fe(III) and Cu(II) Complexes of Chlorogenic Acid: Spectroscopic, Thermal, Anti-/Pro-Oxidant, and Cytotoxic Studies |
title | Fe(III) and Cu(II) Complexes of Chlorogenic Acid: Spectroscopic, Thermal, Anti-/Pro-Oxidant, and Cytotoxic Studies |
title_full | Fe(III) and Cu(II) Complexes of Chlorogenic Acid: Spectroscopic, Thermal, Anti-/Pro-Oxidant, and Cytotoxic Studies |
title_fullStr | Fe(III) and Cu(II) Complexes of Chlorogenic Acid: Spectroscopic, Thermal, Anti-/Pro-Oxidant, and Cytotoxic Studies |
title_full_unstemmed | Fe(III) and Cu(II) Complexes of Chlorogenic Acid: Spectroscopic, Thermal, Anti-/Pro-Oxidant, and Cytotoxic Studies |
title_short | Fe(III) and Cu(II) Complexes of Chlorogenic Acid: Spectroscopic, Thermal, Anti-/Pro-Oxidant, and Cytotoxic Studies |
title_sort | fe(iii) and cu(ii) complexes of chlorogenic acid: spectroscopic, thermal, anti-/pro-oxidant, and cytotoxic studies |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9572621/ https://www.ncbi.nlm.nih.gov/pubmed/36234176 http://dx.doi.org/10.3390/ma15196832 |
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