Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) Binding

Zhi-Yin Yang; Ling-Ling Qian; Yi Xu; Meng-Ting Song; Chao Liu; Rui-Min Han; Jian-Ping Zhang; Leif H. Skibsted

doi:10.3390/molecules25081975

Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) Binding

Zhi-Yin Yang, Ling-Ling Qian, Yi Xu, Meng-Ting Song, Chao Liu, Rui-Min Han, Jian-Ping Zhang, Leif H. Skibsted

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Abstract

Sn(II) binds to kaempferol (HKaem, 3,4⁰,5,7-tetrahydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one) at the 3,4-site forming [Sn(II)(Kaem)₂] complex in ethanol. DPPH^• scavenging efficiency of HKaem is dramatically decreased by SnCl₂ 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(CH₃COO)₂ 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.

Original language	English
Article number	1975
Journal	Molecules
Volume	25
Issue number	8
Number of pages	13
ISSN	1420-3049
DOIs	https://doi.org/10.3390/molecules25081975
Publication status	Published - 2020

Keywords

Kaempferol
Metal-flavonoid complex
Radical scavenging
Sn(II)

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Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) BindingFinal published version, 5.97 MBLicence: CC BY

Cite this

@article{2f18bfa66b3a4ffe944295cc5718bb9c,

title = "Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) Binding",

abstract = "Sn(II) binds to kaempferol (HKaem, 3,40,5,7-tetrahydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one) at the 3,4-site forming [Sn(II)(Kaem)2] complex in ethanol. DPPH• scavenging efficiency of HKaem is dramatically decreased by SnCl2 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(CH3COO)2 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.",

keywords = "Kaempferol, Metal-flavonoid complex, Radical scavenging, Sn(II)",

author = "Zhi-Yin Yang and Ling-Ling Qian and Yi Xu and Meng-Ting Song and Chao Liu and Rui-Min Han and Jian-Ping Zhang and Skibsted, {Leif H.}",

year = "2020",

doi = "10.3390/molecules25081975",

language = "English",

volume = "25",

journal = "Molecules",

issn = "1420-3049",

publisher = "M D P I AG",

number = "8",

}

TY - JOUR

T1 - Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) Binding

AU - Yang, Zhi-Yin

AU - Qian, Ling-Ling

AU - Xu, Yi

AU - Song, Meng-Ting

AU - Liu, Chao

AU - Han, Rui-Min

AU - Zhang, Jian-Ping

AU - Skibsted, Leif H.

PY - 2020

Y1 - 2020

N2 - Sn(II) binds to kaempferol (HKaem, 3,40,5,7-tetrahydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one) at the 3,4-site forming [Sn(II)(Kaem)2] complex in ethanol. DPPH• scavenging efficiency of HKaem is dramatically decreased by SnCl2 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(CH3COO)2 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.

AB - Sn(II) binds to kaempferol (HKaem, 3,40,5,7-tetrahydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one) at the 3,4-site forming [Sn(II)(Kaem)2] complex in ethanol. DPPH• scavenging efficiency of HKaem is dramatically decreased by SnCl2 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(CH3COO)2 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.

KW - Kaempferol

KW - Metal-flavonoid complex

KW - Radical scavenging

KW - Sn(II)

U2 - 10.3390/molecules25081975

DO - 10.3390/molecules25081975

M3 - Journal article

C2 - 32340303

AN - SCOPUS:85083782016

VL - 25

JO - Molecules

JF - Molecules

SN - 1420-3049

IS - 8

M1 - 1975

ER -