Pectin modified with phenolic acids: Evaluation of their emulsification properties, antioxidation activities, and antibacterial activities

Int J Biol Macromol. 2021 Mar 31:174:485-493. doi: 10.1016/j.ijbiomac.2021.01.190. Epub 2021 Feb 3.

Abstract

Three phenolic acids including p-hydroxybenzoic acid (PHBA), 3,4-dihydroxybenzoic acid, (DHBA), and gallic acid (GA) were grafted onto native pectin (Na-Pe) through enzymatic method. Ultraviolet-visible spectrometry, Fourier transform infrared spectroscopy, and 1H NMR analyses were used to explore the reaction mechanism. Results indicated that the p-hydroxyl of the phenolic acids reacted with the methoxycarbonyl of pectin through transesterification, and a covalent connection was formed. The phenolic acid contents of PHBA modified pectin (Ph-Pe), DHBA modified pectin (Dh-Pe), and GA modified pectin (Ga-Pe) were 20.18%, 18.87%, and 20.32%, respectively. After acylation with phenolic acids, the 1,1-diphenyl-2-picryl hydrazine clearance of pectin changed from 7.68% (Na-Pe) to 6.88% (Ph-Pe), 40.80% (Dh-Pe), and 90.30% (Ga-Pe), whereas its inhibition ratio of pectin increased from 3.11% (Na-Pe) to 35.02% (Ph-Pe), 66.36% (Dh-Pe), and 77.89% (Ga-Pe). Moreover, compared with Na-Pe, modified pectins exhibited better emulsification properties and stronger antibacterial activities against both Escherichia coli and Staphylococcus aureus.

Keywords: Pectin; Phenolic acids; Transesterification.

MeSH terms

  • Acylation
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Emulsifying Agents / chemistry
  • Emulsifying Agents / pharmacology
  • Escherichia coli / drug effects
  • Escherichia coli / growth & development
  • Esterification
  • Gallic Acid / chemistry*
  • Hydroxybenzoates / chemistry*
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Microbial Viability / drug effects
  • Parabens / chemistry*
  • Pectins / chemistry
  • Pectins / pharmacology*
  • Sodium / chemistry
  • Spectroscopy, Fourier Transform Infrared
  • Staphylococcus aureus / drug effects
  • Staphylococcus aureus / growth & development

Substances

  • Anti-Bacterial Agents
  • Emulsifying Agents
  • Hydroxybenzoates
  • Parabens
  • protocatechuic acid
  • Gallic Acid
  • Pectins
  • Sodium
  • 4-hydroxybenzoic acid