Non-radical synthesis of amide chitosan with p-coumaric acid and caffeic acid and its application in pork preservation

Int J Biol Macromol. 2022 Dec 1;222(Pt B):1778-1788. doi: 10.1016/j.ijbiomac.2022.09.263. Epub 2022 Oct 1.

Abstract

p-Coumaric acid and caffeic acid were grafted onto chitosan through a non-radical synthesis method to improve the properties of chitosan and expand its application in food industry. Structural characterization demonstrated that the -COOH of the two phenolic acids were bonded to the -NH2 of the chitosan and formed an acylamino. The grafting ratios of p-coumaric acid-modified chitosan (Cm-CTS) and caffeic acid-modified chitosan (Cf-CTS) reached 10.30 % and 9.78 %, respectively. After modification, the water solubility of the chitosan greatly improved from 9.33 % (native chitosan, Nt-CTS) to 77.33 % (Cm-CTS) and 100 % (Cf-CTS). Besides, the involvement of phenolic acid and caffeic acid endowed the chitosan with strengthened antioxidation and antibacterial activities against Escherichia coli and Staphylococcus aureus. Nt-CTS and the modified chitosans were coated on the pork surface. The results indicated that Nt-CTS effectively inhibited pork spoilage and the modified chitosans could further prolong the shelf life of pork.

Keywords: Chitosan; Food packaging; Phenolic acid.

MeSH terms

  • Amides / pharmacology
  • Animals
  • Anti-Bacterial Agents / pharmacology
  • Caffeic Acids / chemistry
  • Chitosan* / chemistry
  • Escherichia coli
  • Pork Meat*
  • Red Meat*
  • Swine

Substances

  • Chitosan
  • p-coumaric acid
  • Amides
  • caffeic acid
  • Caffeic Acids
  • phenolic acid
  • Anti-Bacterial Agents