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

Molecules (Apr 2020)

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

Affiliations

Zhi-Yin Yang: Department of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, China
Ling-Ling Qian: Department of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, China
Yi Xu: Department of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, China
Meng-Ting Song: Department of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, China
Chao Liu: Department of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, China
Rui-Min Han: Department of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, China
Jian-Ping Zhang: Department of chemistry, Renmin University of China, No. 59 ZhongGuanCun Street, Beijing 100872, China
Leif H. Skibsted: Department of Food Science, University of Copenhagen, Rolighedsvej 26, DK-1958 Frederiksberg C, Denmark

DOI: https://doi.org/10.3390/molecules25081975
Journal volume & issue: Vol. 25, no. 8
p. 1975

Abstract

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Sn(II) binds to kaempferol (HKaem, 3,4′,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.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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