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

Molecules. 2020 Apr 23;25(8):1975. doi: 10.3390/molecules25081975.

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: Sn(II); kaempferol; metal-flavonoid complex; radical scavenging.

MeSH terms

  • Free Radical Scavengers / chemistry*
  • Free Radical Scavengers / pharmacology*
  • Kaempferols / chemistry*
  • Kaempferols / pharmacology*
  • Kinetics
  • Molecular Structure
  • Spectrum Analysis
  • Tin Radioisotopes / chemistry*

Substances

  • Free Radical Scavengers
  • Kaempferols
  • Tin Radioisotopes
  • kaempferol