In Vitro Evaluation of Pro- and Antioxidant Effects of Flavonoid Tricetin in Comparison to Myricetin
Flavonoids are rather common plant phenolic constituents that are known for potent antioxidant effects and can be beneficial for human health. Flavonoids with a pyrogallol moiety are highly efficient reducing agents with possible pro- and antioxidant effects, depending on the reaction milieu. Theref...
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MDPI AG
2020-12-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/25/24/5850 |
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| author | Vladimir Chobot Franz Hadacek Gert Bachmann Wolfram Weckwerth Lenka Kubicova |
| author_facet | Vladimir Chobot Franz Hadacek Gert Bachmann Wolfram Weckwerth Lenka Kubicova |
| author_sort | Vladimir Chobot |
| collection | DOAJ |
| description | Flavonoids are rather common plant phenolic constituents that are known for potent antioxidant effects and can be beneficial for human health. Flavonoids with a pyrogallol moiety are highly efficient reducing agents with possible pro- and antioxidant effects, depending on the reaction milieu. Therefore, the redox properties of myricetin and tricetin were investigated by differential pulse voltammetry and deoxyribose degradation assay. Tricetin proved to be a good antioxidant but only showed negligible pro-oxidant activity in one of the deoxyribose degradation assay variants. Compared to tricetin, myricetin showed pro- and antioxidant effects. The more efficient reducing properties of myricetin are probably caused by the positive mesomeric effect of the enolic 3-hydroxy group on ring C. It is evident that the antioxidant properties of structurally similar flavonoids can be converted to apparent pro-oxidant effects by relatively small structural changes, such as hydroxylation. Since reactive oxygen species (ROS) often serve as secondary messengers in pathological and physiological processes in animal and plant cells, the pro- and antioxidant properties of flavonoids are an important part of controlling mechanisms of tissue signal cascades. |
| first_indexed | 2024-03-10T14:10:00Z |
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| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T14:10:00Z |
| publishDate | 2020-12-01 |
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| spelling | doaj.art-af18d7a887b14074840ed7be4303bba22023-11-21T00:19:55ZengMDPI AGMolecules1420-30492020-12-012524585010.3390/molecules25245850In Vitro Evaluation of Pro- and Antioxidant Effects of Flavonoid Tricetin in Comparison to MyricetinVladimir Chobot0Franz Hadacek1Gert Bachmann2Wolfram Weckwerth3Lenka Kubicova4Division of Molecular Systems Biology, Department of Functional and Evolutionary Ecology, Faculty of Life Sciences, University of Vienna, Althanstrasse 14, A-1090 Vienna, AustriaDepartment of Plant Biochemistry, Albrecht-von-Haller Institut, Georg-August-Universität Göttingen, Justus-von-Liebig-Weg 11, D-37077 Göttingen, GermanyDivision of Molecular Systems Biology, Department of Functional and Evolutionary Ecology, Faculty of Life Sciences, University of Vienna, Althanstrasse 14, A-1090 Vienna, AustriaDivision of Molecular Systems Biology, Department of Functional and Evolutionary Ecology, Faculty of Life Sciences, University of Vienna, Althanstrasse 14, A-1090 Vienna, AustriaDivision of Molecular Systems Biology, Department of Functional and Evolutionary Ecology, Faculty of Life Sciences, University of Vienna, Althanstrasse 14, A-1090 Vienna, AustriaFlavonoids are rather common plant phenolic constituents that are known for potent antioxidant effects and can be beneficial for human health. Flavonoids with a pyrogallol moiety are highly efficient reducing agents with possible pro- and antioxidant effects, depending on the reaction milieu. Therefore, the redox properties of myricetin and tricetin were investigated by differential pulse voltammetry and deoxyribose degradation assay. Tricetin proved to be a good antioxidant but only showed negligible pro-oxidant activity in one of the deoxyribose degradation assay variants. Compared to tricetin, myricetin showed pro- and antioxidant effects. The more efficient reducing properties of myricetin are probably caused by the positive mesomeric effect of the enolic 3-hydroxy group on ring C. It is evident that the antioxidant properties of structurally similar flavonoids can be converted to apparent pro-oxidant effects by relatively small structural changes, such as hydroxylation. Since reactive oxygen species (ROS) often serve as secondary messengers in pathological and physiological processes in animal and plant cells, the pro- and antioxidant properties of flavonoids are an important part of controlling mechanisms of tissue signal cascades.https://www.mdpi.com/1420-3049/25/24/5850agingelectroanalytical methodsFenton reactionfree radicalshomeostasisiron |
| spellingShingle | Vladimir Chobot Franz Hadacek Gert Bachmann Wolfram Weckwerth Lenka Kubicova In Vitro Evaluation of Pro- and Antioxidant Effects of Flavonoid Tricetin in Comparison to Myricetin Molecules aging electroanalytical methods Fenton reaction free radicals homeostasis iron |
| title | In Vitro Evaluation of Pro- and Antioxidant Effects of Flavonoid Tricetin in Comparison to Myricetin |
| title_full | In Vitro Evaluation of Pro- and Antioxidant Effects of Flavonoid Tricetin in Comparison to Myricetin |
| title_fullStr | In Vitro Evaluation of Pro- and Antioxidant Effects of Flavonoid Tricetin in Comparison to Myricetin |
| title_full_unstemmed | In Vitro Evaluation of Pro- and Antioxidant Effects of Flavonoid Tricetin in Comparison to Myricetin |
| title_short | In Vitro Evaluation of Pro- and Antioxidant Effects of Flavonoid Tricetin in Comparison to Myricetin |
| title_sort | in vitro evaluation of pro and antioxidant effects of flavonoid tricetin in comparison to myricetin |
| topic | aging electroanalytical methods Fenton reaction free radicals homeostasis iron |
| url | https://www.mdpi.com/1420-3049/25/24/5850 |
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