Molecular interactions between 3,4-dihydroxyphenylglycol and pectin and antioxidant capacity of this complex in vitro

Carbohydr Polym. 2018 Oct 1:197:260-268. doi: 10.1016/j.carbpol.2018.05.089. Epub 2018 May 31.

Abstract

This study explored the interaction of pectin with 3,4-dihydroxyphenylglycol (DHPG), a potent phenolic antioxidant naturally found in olive fruit, via encapsulation into pectinate beads. MALDI TOF-TOF analysis supported the formation of complexes between DHPG and pectin. A combination of covalent bonds (ester bonds) and non-covalent interactions, mostly hydrogen bonding, were suggested as the cause of DHPG-pectin complex formation. Free radical scavenging assays confirmed that DHPG maintained its antioxidant activity after complexation and after a digestion simulated in vitro with gastric and intestinal fluids. Therefore, DHPG-pectin beads could reach the large intestine and contribute to a healthy antioxidant environment.

Keywords: 3,4-Dihydroxyphenylglycol; Antioxidant; Covalent binding; MALDI TOF-TOF MS; No-covalent binding; Phenol-pectin complex.

MeSH terms

  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Colon / drug effects
  • Colon / metabolism
  • Humans
  • Magnetic Resonance Spectroscopy
  • Methoxyhydroxyphenylglycol / analogs & derivatives*
  • Methoxyhydroxyphenylglycol / chemistry
  • Methoxyhydroxyphenylglycol / pharmacology
  • Oxidative Stress / drug effects
  • Pectins / chemistry
  • Pectins / pharmacology*
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

  • Antioxidants
  • Methoxyhydroxyphenylglycol
  • Pectins
  • 3,4-dihydroxyphenylglycol