Interactions of dietary fiber bound antioxidants with hydroxycinnamic and hydroxybenzoic acids in aqueous and liposome media

Food Chem. 2019 Apr 25:278:294-304. doi: 10.1016/j.foodchem.2018.11.068. Epub 2018 Nov 13.

Abstract

The interactions between dietary fiber (DF)-bound antioxidants and free antioxidants, with different substitution patterns of -OH and -OCH3 groups on their aromatic rings has been investigated. The activity and efficiency of these interactions were examined with a structural approach. Whole wheat (WW) DF-bound antioxidants and 21 hydroxycinnamic acid/hydroxybenzoic acids (HCA/HBA) were used in the experimental studies. Studies were performed in liposome and aqueous media by monitoring lipid oxidation and scavenging of DPPH radical in the presence of WW-bound antioxidants and HCA/HBA derivatives. Predominantly synergistic interactions were observed in aqueous medium, while both synergistic and antagonistic interactions were seen in liposome medium. Concentrations of HCA/HBA and WW-bound antioxidants in mixtures and their 2-way interactions made significant effect on lipid oxidation and radical scavenging reactions, with some exceptions. HCA/HBA derivatives with 3 ,4 -dihydroxyphenyl substitution acted as strong antioxidants in liposome medium, while the number of -OH groups affected antioxidant activity in aqueous medium.

Keywords: Bound antioxidants; Cereal fibers; DPPH; Hydroxybenzoic acids; Hydroxycinnamic acids; Liposomes.

MeSH terms

  • Antioxidants / chemistry*
  • Biphenyl Compounds / chemistry
  • Coumaric Acids / chemistry*
  • Dietary Fiber* / analysis
  • Free Radical Scavengers / chemistry
  • Hydroxybenzoates / chemistry*
  • Liposomes / chemistry*
  • Oxidation-Reduction
  • Picrates / chemistry
  • Structure-Activity Relationship
  • Triticum / metabolism
  • Water / chemistry
  • Whole Grains / chemistry

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Coumaric Acids
  • Dietary Fiber
  • Free Radical Scavengers
  • Hydroxybenzoates
  • Liposomes
  • Picrates
  • Water
  • 1,1-diphenyl-2-picrylhydrazyl