The Substitution Effect on Reaction Enthalpies of Antioxidant Mechanisms of Juglone and Its Derivatives in Gas and Solution Phase: DFT Study
We examined the structure-reaction enthalpies-antioxidant activity relationship of the molecule library built around juglone and its derivatives at B3LYP/6-31+G(d,p) level. Three major antioxidant mechanisms (hydrogen atom transfer (HAT), single electron transfer-proton transfer (SET-PT), and sequen...
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| Language: | English |
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Wiley
2018-01-01
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| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2018/1958047 |
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| author | Aymard Didier Tamafo Fouegue Désiré Bikélé Mama Julius Numbonui Ghogomu Younang Elie Marie-Annie Etoh |
| author_facet | Aymard Didier Tamafo Fouegue Désiré Bikélé Mama Julius Numbonui Ghogomu Younang Elie Marie-Annie Etoh |
| author_sort | Aymard Didier Tamafo Fouegue |
| collection | DOAJ |
| description | We examined the structure-reaction enthalpies-antioxidant activity relationship of the molecule library built around juglone and its derivatives at B3LYP/6-31+G(d,p) level. Three major antioxidant mechanisms (hydrogen atom transfer (HAT), single electron transfer-proton transfer (SET-PT), and sequential proton loss electron transfer (SPLET)) have been investigated in five solvents and in the gas phase. The delocalization of the unpaired electrons in the radicals or cation radicals has been explored by the natural bond orbital analysis and the interpretation of spin density maps. The results obtained have proven that the HAT mechanism is the thermodynamically preferred mechanism in the gas phase. But, in the solution phase, the SPLET mechanism has been shown to be more predominant than HAT. The reactivity order of compounds towards selected reactive oxygen species has also been studied. |
| format | Article |
| id | doaj-art-840af828ea4642b199803eae4f42d4cf |
| institution | Kabale University |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2018-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-840af828ea4642b199803eae4f42d4cf2025-02-03T06:44:14ZengWileyJournal of Chemistry2090-90632090-90712018-01-01201810.1155/2018/19580471958047The Substitution Effect on Reaction Enthalpies of Antioxidant Mechanisms of Juglone and Its Derivatives in Gas and Solution Phase: DFT StudyAymard Didier Tamafo Fouegue0Désiré Bikélé Mama1Julius Numbonui Ghogomu2Younang Elie3Marie-Annie Etoh4Department of Chemistry, Faculty of Science, University of Dschang, P.O. Box 67, Dschang, CameroonDepartment of Chemistry, Faculty of Science, University of Douala, P.O. Box 24157, Douala, CameroonDepartment of Chemistry, Faculty of Science, University of Dschang, P.O. Box 67, Dschang, CameroonDepartment of Inorganic Chemistry, Faculty of Science, University of Yaoundé I, P.O. Box 812, Yaoundé, CameroonDepartment of Chemistry, Faculty of Science, University of Douala, P.O. Box 24157, Douala, CameroonWe examined the structure-reaction enthalpies-antioxidant activity relationship of the molecule library built around juglone and its derivatives at B3LYP/6-31+G(d,p) level. Three major antioxidant mechanisms (hydrogen atom transfer (HAT), single electron transfer-proton transfer (SET-PT), and sequential proton loss electron transfer (SPLET)) have been investigated in five solvents and in the gas phase. The delocalization of the unpaired electrons in the radicals or cation radicals has been explored by the natural bond orbital analysis and the interpretation of spin density maps. The results obtained have proven that the HAT mechanism is the thermodynamically preferred mechanism in the gas phase. But, in the solution phase, the SPLET mechanism has been shown to be more predominant than HAT. The reactivity order of compounds towards selected reactive oxygen species has also been studied.http://dx.doi.org/10.1155/2018/1958047 |
| spellingShingle | Aymard Didier Tamafo Fouegue Désiré Bikélé Mama Julius Numbonui Ghogomu Younang Elie Marie-Annie Etoh The Substitution Effect on Reaction Enthalpies of Antioxidant Mechanisms of Juglone and Its Derivatives in Gas and Solution Phase: DFT Study Journal of Chemistry |
| title | The Substitution Effect on Reaction Enthalpies of Antioxidant Mechanisms of Juglone and Its Derivatives in Gas and Solution Phase: DFT Study |
| title_full | The Substitution Effect on Reaction Enthalpies of Antioxidant Mechanisms of Juglone and Its Derivatives in Gas and Solution Phase: DFT Study |
| title_fullStr | The Substitution Effect on Reaction Enthalpies of Antioxidant Mechanisms of Juglone and Its Derivatives in Gas and Solution Phase: DFT Study |
| title_full_unstemmed | The Substitution Effect on Reaction Enthalpies of Antioxidant Mechanisms of Juglone and Its Derivatives in Gas and Solution Phase: DFT Study |
| title_short | The Substitution Effect on Reaction Enthalpies of Antioxidant Mechanisms of Juglone and Its Derivatives in Gas and Solution Phase: DFT Study |
| title_sort | substitution effect on reaction enthalpies of antioxidant mechanisms of juglone and its derivatives in gas and solution phase dft study |
| url | http://dx.doi.org/10.1155/2018/1958047 |
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