Structural and Antioxidant Properties of Compounds Obtained from Fe2+ Chelation by Juglone and Two of Its Derivatives: DFT, QTAIM, and NBO Studies
The chelating ability of juglone and two of its derivatives towards Fe2+ ion and the antioxidant activity (AOA) of the resulting chelates and complexes (in the presence of H2O and CH3OH as ligands) in gas phase is reported via bond dissociation enthalpy, ionization potential, proton dissociation ent...
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Wiley
2016-01-01
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| Series: | Bioinorganic Chemistry and Applications |
| Online Access: | http://dx.doi.org/10.1155/2016/8636409 |
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| author | Aymard Didier Tamafo Fouegue Julius Numbonui Ghogomu Désiré Bikélé Mama Nyiang Kennet Nkungli Elie Younang |
| author_facet | Aymard Didier Tamafo Fouegue Julius Numbonui Ghogomu Désiré Bikélé Mama Nyiang Kennet Nkungli Elie Younang |
| author_sort | Aymard Didier Tamafo Fouegue |
| collection | DOAJ |
| description | The chelating ability of juglone and two of its derivatives towards Fe2+ ion and the antioxidant activity (AOA) of the resulting chelates and complexes (in the presence of H2O and CH3OH as ligands) in gas phase is reported via bond dissociation enthalpy, ionization potential, proton dissociation enthalpy, proton affinity, and electron transfer enthalpy. The DFT/B3LYP level of theory associated with the 6-31+G(d,p) and 6-31G(d) Pople-style basis sets on the atoms of the ligands and the central Fe(II), respectively, was used. Negative chelation free energies obtained revealed that juglone derivatives possessing the O-H substituent (L2) have the greatest ability to chelate Fe2+ ion. Apart from 1B, thermodynamic descriptors of the AOA showed that the direct hydrogen atom transfer is the preferred mechanism of the studied molecules. NBO analysis showed that the Fe-ligand bonds are all formed through metal to ligand charge transfer. QTAIM studies revealed that among all the Fe-ligand bonds, the O1-Fe bond of 1A is purely covalent. The aforementioned results show that the ligands can be used to fight against Fe(II) toxicity, thus preserving human health, and fight against the deterioration of industrial products. In addition, most of the complexes studied have shown a better AOA than their corresponding ligands. |
| format | Article |
| id | doaj-art-081d9dfdea68406db58960a4e41bd340 |
| institution | OA Journals |
| issn | 1565-3633 1687-479X |
| language | English |
| publishDate | 2016-01-01 |
| publisher | Wiley |
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| series | Bioinorganic Chemistry and Applications |
| spelling | doaj-art-081d9dfdea68406db58960a4e41bd3402025-08-20T02:01:34ZengWileyBioinorganic Chemistry and Applications1565-36331687-479X2016-01-01201610.1155/2016/86364098636409Structural and Antioxidant Properties of Compounds Obtained from Fe2+ Chelation by Juglone and Two of Its Derivatives: DFT, QTAIM, and NBO StudiesAymard Didier Tamafo Fouegue0Julius Numbonui Ghogomu1Désiré Bikélé Mama2Nyiang Kennet Nkungli3Elie Younang4Department of Chemistry, Faculty of Science, University of Dschang, P.O. Box 67, Dschang, CameroonDepartment 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, CameroonThe chelating ability of juglone and two of its derivatives towards Fe2+ ion and the antioxidant activity (AOA) of the resulting chelates and complexes (in the presence of H2O and CH3OH as ligands) in gas phase is reported via bond dissociation enthalpy, ionization potential, proton dissociation enthalpy, proton affinity, and electron transfer enthalpy. The DFT/B3LYP level of theory associated with the 6-31+G(d,p) and 6-31G(d) Pople-style basis sets on the atoms of the ligands and the central Fe(II), respectively, was used. Negative chelation free energies obtained revealed that juglone derivatives possessing the O-H substituent (L2) have the greatest ability to chelate Fe2+ ion. Apart from 1B, thermodynamic descriptors of the AOA showed that the direct hydrogen atom transfer is the preferred mechanism of the studied molecules. NBO analysis showed that the Fe-ligand bonds are all formed through metal to ligand charge transfer. QTAIM studies revealed that among all the Fe-ligand bonds, the O1-Fe bond of 1A is purely covalent. The aforementioned results show that the ligands can be used to fight against Fe(II) toxicity, thus preserving human health, and fight against the deterioration of industrial products. In addition, most of the complexes studied have shown a better AOA than their corresponding ligands.http://dx.doi.org/10.1155/2016/8636409 |
| spellingShingle | Aymard Didier Tamafo Fouegue Julius Numbonui Ghogomu Désiré Bikélé Mama Nyiang Kennet Nkungli Elie Younang Structural and Antioxidant Properties of Compounds Obtained from Fe2+ Chelation by Juglone and Two of Its Derivatives: DFT, QTAIM, and NBO Studies Bioinorganic Chemistry and Applications |
| title | Structural and Antioxidant Properties of Compounds Obtained from Fe2+ Chelation by Juglone and Two of Its Derivatives: DFT, QTAIM, and NBO Studies |
| title_full | Structural and Antioxidant Properties of Compounds Obtained from Fe2+ Chelation by Juglone and Two of Its Derivatives: DFT, QTAIM, and NBO Studies |
| title_fullStr | Structural and Antioxidant Properties of Compounds Obtained from Fe2+ Chelation by Juglone and Two of Its Derivatives: DFT, QTAIM, and NBO Studies |
| title_full_unstemmed | Structural and Antioxidant Properties of Compounds Obtained from Fe2+ Chelation by Juglone and Two of Its Derivatives: DFT, QTAIM, and NBO Studies |
| title_short | Structural and Antioxidant Properties of Compounds Obtained from Fe2+ Chelation by Juglone and Two of Its Derivatives: DFT, QTAIM, and NBO Studies |
| title_sort | structural and antioxidant properties of compounds obtained from fe2 chelation by juglone and two of its derivatives dft qtaim and nbo studies |
| url | http://dx.doi.org/10.1155/2016/8636409 |
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