Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) Binding
Sn(II) binds to kaempferol (HKaem, 3,4′,5,7-tetrahydroxy-2-(4-hydroxyphenyl)-4<i>H</i>-1-benzopyran-4-one) at the 3,4-site forming [Sn(II)(Kaem)<sub>2</sub>] complex in ethanol. DPPH<sup>•</sup> scavenging efficiency of HKaem is dramatically decreased by SnCl<s...
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| Format: | Article |
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MDPI AG
2020-04-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/25/8/1975 |
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| author | Zhi-Yin Yang Ling-Ling Qian Yi Xu Meng-Ting Song Chao Liu Rui-Min Han Jian-Ping Zhang Leif H. Skibsted |
| author_facet | Zhi-Yin Yang Ling-Ling Qian Yi Xu Meng-Ting Song Chao Liu Rui-Min Han Jian-Ping Zhang Leif H. Skibsted |
| author_sort | Zhi-Yin Yang |
| collection | DOAJ |
| description | Sn(II) binds to kaempferol (HKaem, 3,4′,5,7-tetrahydroxy-2-(4-hydroxyphenyl)-4<i>H</i>-1-benzopyran-4-one) at the 3,4-site forming [Sn(II)(Kaem)<sub>2</sub>] complex in ethanol. DPPH<sup>•</sup> scavenging efficiency of HKaem is dramatically decreased by SnCl<sub>2</sub> coordination due to formation of acid inhibiting deprotonation of HKaem as ligands and thus reduces the radical scavenging activity of the complex via a sequential proton-loss electron transfer (SPLET) mechanism. Moderate decreases in the radical scavenging of HKaem are observed by Sn(CH<sub>3</sub>COO)<sub>2</sub> coordination and by contact between Sn and HKaem, in agreement with the increase in the oxidation potential of the complex compared to HKaem, leading to a decrease in antioxidant efficiency for fruits and vegetables with Sn as package materials. |
| first_indexed | 2024-03-10T20:16:05Z |
| format | Article |
| id | doaj.art-155338f08e744a38b77f6b2308181617 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T20:16:05Z |
| publishDate | 2020-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-155338f08e744a38b77f6b23081816172023-11-19T22:30:49ZengMDPI AGMolecules1420-30492020-04-01258197510.3390/molecules25081975Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) BindingZhi-Yin Yang0Ling-Ling Qian1Yi Xu2Meng-Ting Song3Chao Liu4Rui-Min Han5Jian-Ping Zhang6Leif H. Skibsted7Department of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, ChinaDepartment of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, ChinaDepartment of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, ChinaDepartment of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, ChinaDepartment of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, ChinaDepartment of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, ChinaDepartment of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, ChinaDepartment of Food Science, University of Copenhagen, Rolighedsvej 26, DK-1958 Frederiksberg C, DenmarkSn(II) binds to kaempferol (HKaem, 3,4′,5,7-tetrahydroxy-2-(4-hydroxyphenyl)-4<i>H</i>-1-benzopyran-4-one) at the 3,4-site forming [Sn(II)(Kaem)<sub>2</sub>] complex in ethanol. DPPH<sup>•</sup> scavenging efficiency of HKaem is dramatically decreased by SnCl<sub>2</sub> coordination due to formation of acid inhibiting deprotonation of HKaem as ligands and thus reduces the radical scavenging activity of the complex via a sequential proton-loss electron transfer (SPLET) mechanism. Moderate decreases in the radical scavenging of HKaem are observed by Sn(CH<sub>3</sub>COO)<sub>2</sub> coordination and by contact between Sn and HKaem, in agreement with the increase in the oxidation potential of the complex compared to HKaem, leading to a decrease in antioxidant efficiency for fruits and vegetables with Sn as package materials.https://www.mdpi.com/1420-3049/25/8/1975metal-flavonoid complexradical scavengingSn(II)kaempferol |
| spellingShingle | Zhi-Yin Yang Ling-Ling Qian Yi Xu Meng-Ting Song Chao Liu Rui-Min Han Jian-Ping Zhang Leif H. Skibsted Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) Binding Molecules metal-flavonoid complex radical scavenging Sn(II) kaempferol |
| title | Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) Binding |
| title_full | Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) Binding |
| title_fullStr | Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) Binding |
| title_full_unstemmed | Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) Binding |
| title_short | Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) Binding |
| title_sort | kinetic studies on radical scavenging activity of kaempferol decreased by sn ii binding |
| topic | metal-flavonoid complex radical scavenging Sn(II) kaempferol |
| url | https://www.mdpi.com/1420-3049/25/8/1975 |
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