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Antioxidant Properties and Oxidative Transformation of Different Chromone Derivatives

Nowadays, there is an increase in the application of natural products for the prevention of different disorders or adjuvant substances next to pharmacological treatment. Phytochemicals include different chromone derivatives, which possess a wide spectrum of biological activity. The aim of the presen...

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Autores principales: Csepanyi, Evelin, Szabados-Furjesi, Peter, Kiss-Szikszai, Attila, Frensemeier, Lisa M., Karst, Uwe, Lekli, Istvan, Haines, David D., Tosaki, Arpad, Bak, Istvan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6153751/
https://www.ncbi.nlm.nih.gov/pubmed/28383511
http://dx.doi.org/10.3390/molecules22040588
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author Csepanyi, Evelin
Szabados-Furjesi, Peter
Kiss-Szikszai, Attila
Frensemeier, Lisa M.
Karst, Uwe
Lekli, Istvan
Haines, David D.
Tosaki, Arpad
Bak, Istvan
author_facet Csepanyi, Evelin
Szabados-Furjesi, Peter
Kiss-Szikszai, Attila
Frensemeier, Lisa M.
Karst, Uwe
Lekli, Istvan
Haines, David D.
Tosaki, Arpad
Bak, Istvan
author_sort Csepanyi, Evelin
collection PubMed
description Nowadays, there is an increase in the application of natural products for the prevention of different disorders or adjuvant substances next to pharmacological treatment. Phytochemicals include different chromone derivatives, which possess a wide spectrum of biological activity. The aim of the present study was the investigation of the antioxidant activity, cytotoxicity and oxidative transformation of nine chromone derivatives. First, we investigated the radical scavenging activity (ABTS), the oxygen radical absorption capacity (ORAC) and the ferric reducing antioxidant power (FRAP) of the investigated molecules. The cytotoxic effects of the compounds were tested on H9c2 cell cultures by the MTT assay. Each compound showed a significant ORAC value compared to the reference. However, the compound 865 possess significantly higher FRAP and ABTS activity in comparison with the reference and other tested molecules, respectively. Based on these assays, the compound 865 was selected for further analysis. In these experiments, we investigated the oxidative metabolism of the compound in vitro. The molecule was oxidized by the Fenton reaction, artificial porphyrin and electrochemistry; then, the formed products were identified by mass spectrometry. Four possible metabolites were detected. The results revealed the compound 865 to possess good antioxidant properties and to be stable metabolically; hence, it is worth investigating its effects in vivo.
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spelling pubmed-61537512018-11-13 Antioxidant Properties and Oxidative Transformation of Different Chromone Derivatives Csepanyi, Evelin Szabados-Furjesi, Peter Kiss-Szikszai, Attila Frensemeier, Lisa M. Karst, Uwe Lekli, Istvan Haines, David D. Tosaki, Arpad Bak, Istvan Molecules Article Nowadays, there is an increase in the application of natural products for the prevention of different disorders or adjuvant substances next to pharmacological treatment. Phytochemicals include different chromone derivatives, which possess a wide spectrum of biological activity. The aim of the present study was the investigation of the antioxidant activity, cytotoxicity and oxidative transformation of nine chromone derivatives. First, we investigated the radical scavenging activity (ABTS), the oxygen radical absorption capacity (ORAC) and the ferric reducing antioxidant power (FRAP) of the investigated molecules. The cytotoxic effects of the compounds were tested on H9c2 cell cultures by the MTT assay. Each compound showed a significant ORAC value compared to the reference. However, the compound 865 possess significantly higher FRAP and ABTS activity in comparison with the reference and other tested molecules, respectively. Based on these assays, the compound 865 was selected for further analysis. In these experiments, we investigated the oxidative metabolism of the compound in vitro. The molecule was oxidized by the Fenton reaction, artificial porphyrin and electrochemistry; then, the formed products were identified by mass spectrometry. Four possible metabolites were detected. The results revealed the compound 865 to possess good antioxidant properties and to be stable metabolically; hence, it is worth investigating its effects in vivo. MDPI 2017-04-06 /pmc/articles/PMC6153751/ /pubmed/28383511 http://dx.doi.org/10.3390/molecules22040588 Text en © 2017 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Csepanyi, Evelin
Szabados-Furjesi, Peter
Kiss-Szikszai, Attila
Frensemeier, Lisa M.
Karst, Uwe
Lekli, Istvan
Haines, David D.
Tosaki, Arpad
Bak, Istvan
Antioxidant Properties and Oxidative Transformation of Different Chromone Derivatives
title Antioxidant Properties and Oxidative Transformation of Different Chromone Derivatives
title_full Antioxidant Properties and Oxidative Transformation of Different Chromone Derivatives
title_fullStr Antioxidant Properties and Oxidative Transformation of Different Chromone Derivatives
title_full_unstemmed Antioxidant Properties and Oxidative Transformation of Different Chromone Derivatives
title_short Antioxidant Properties and Oxidative Transformation of Different Chromone Derivatives
title_sort antioxidant properties and oxidative transformation of different chromone derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6153751/
https://www.ncbi.nlm.nih.gov/pubmed/28383511
http://dx.doi.org/10.3390/molecules22040588
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