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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...

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Autores principales: Kalinowska, Monika, Gryko, Kamila, Gołębiewska, Ewelina, Świderski, Grzegorz, Lewandowska, Hanna, Pruszyński, Marek, Zawadzka, Małgorzata, Kozłowski, Maciej, Sienkiewicz-Gromiuk, Justyna, Lewandowski, Włodzimierz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
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.
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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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