Kinetic Studies on Radical Scavenging Activity of Kaempferol Decreased by Sn(II) Binding
Open Access
Abstract
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.Keywords
Funding Information
- National Natural Science Foundation of China (No. 21573284 and 21673288)
This publication has 43 references indexed in Scilit:
- Iron complexes of dietary flavonoids: Combined spectroscopic and mechanistic study of their free radical scavenging activityFood Chemistry, 2011
- Polyphenol-modified glassy carbon electrodes for copper detectionSensors and Actuators B: Chemical, 2011
- Radical-Scavenging Activity and Mechanism of Resveratrol-Oriented Analogues: Influence of the Solvent, Radical, and SubstitutionThe Journal of Organic Chemistry, 2009
- Tin Chemistry: Fundamentals, Frontiers, and ApplicationsJournal of the American Chemical Society, 2009
- Puerarin and Conjugate Bases as Radical Scavengers and Antioxidants: Molecular Mechanism and Synergism with β-CaroteneJournal of Agricultural and Food Chemistry, 2007
- Synthesis, Electrochemical, Spectral, and Antioxidant Properties of Complexes of Flavonoids with Metal IonsSynthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry, 2003
- Processing‐induced changes in total phenolics and procyanidins in clingstone peachesJournal of the Science of Food and Agriculture, 2002
- Effect of flavonoids on hydroxyl radical formation by fenton-type reactions; influence of the iron chelatorPhytochemistry, 1992
- Stability of flavonoid complexes of copper(II) and flavonoid antioxidant activityAnalytica Chimica Acta, 1976
- The Acidity and Basicity Scale in the System Ethanol—Water. The Evaluation of Degenerate Activity Coefficients for Single Ions1aJournal of the American Chemical Society, 1953