Synthesis and biophysical analysis of Naringin-Chitooligosaccharide complex

Nat Prod Res. 2021 Jan;35(2):305-311. doi: 10.1080/14786419.2019.1628752. Epub 2019 Jun 13.

Abstract

In this study, new complexes of Naringin and Chitooligosaccharide (Nari-COS) at different mole ratios (1:1, 1:5, 1:10) were prepared by spray-drying method so as to enhance the water solubility and weaken the bitterness of naringin. At the same time, the antioxidant and the antibacterial properties of this complex were evaluated. SEM, FTIR, 1H NMR analysis confirmed the successful synthesis of Nari-COS formed through hydrogen bonds between the A, B rings of naringin and COS. Nari-COS exhibited significantly better water solubility, reduced bitterness, stronger antioxidant capacity, and enhanced antibacterial property in comparison to pure naringin, benefitting the extensive application of natural products in foods.

Keywords: Antioxidant capacity; Chitooligosaccharide; Complex; Debittering; Naringin; Solubility.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Chitin / analogs & derivatives*
  • Chitin / chemical synthesis
  • Chitin / chemistry
  • Chitosan
  • Drug Compounding
  • Electronic Nose
  • Escherichia coli / drug effects
  • Flavanones / chemistry*
  • Flavanones / pharmacology*
  • Hydrogen Bonding
  • Magnetic Resonance Spectroscopy
  • Oligosaccharides
  • Solubility
  • Spectroscopy, Fourier Transform Infrared
  • Spray Drying
  • Taste
  • Water / chemistry

Substances

  • Anti-Bacterial Agents
  • Antioxidants
  • Flavanones
  • Oligosaccharides
  • oligochitosan
  • Water
  • Chitin
  • Chitosan
  • naringin