Preparation, antibacterial activity, and structure-activity relationship of low molecular weight κ-carrageenan

Int J Biol Macromol. 2024 May;266(Pt 1):131021. doi: 10.1016/j.ijbiomac.2024.131021. Epub 2024 Mar 22.

Abstract

κ-Carrageenan (KC) is a polysaccharide widely used in food industry. It has been widely studied for its excellent physicochemical and beneficial properties. However, the high molecular weight and high viscosity of KC make it difficult to be absorbed and to exert its' biological activities, thus limit its extensive industrial application. In order to solve this problem, five low molecular weight κ-carrageenans (DCPs) were prepared by the degradation of KC using hydrogen peroxide (H2O2) and ascorbic acid (AH2). The chemical compositions and structure characteristics of the DCPs were then determined. The results showed that H2O2 and AH2 could effectively degrade KC to DCPs, and DCPs remained the basic skeletal structure of KC. DCPs showed good antibacterial activities against Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Bacillus subtilis. The Minimum Inhibitory Concentration (MIC) of DCPs with the highest antibacterial effects were 5.25, 4.5, 5.25, and 4.5 mg/mL, respectively. This is due to the underlying mechanism of DCPs that bind to the bacterial membrane proteins and change the membrane permeability, thus exerting antibacterial activity. In addition, Spearman's rank correlation and Ridge regression analysis revealed that the molecular weight and the contents of 3,6-anhydro-D-galactose, aldehyde group, carboxyl, and sulfate were the main structural characteristics affecting the antibacterial activity. Our findings reveal that the H2O2-AH2 degradation treatment could significantly improve the antibacterial activity of KC and provide insights into the quantitative structure-activity relationships of the antibacterial activity of DCPs.

Keywords: Antibacterial activity; H(2)O(2)-AH(2) degradation; Low molecular weight carrageenan; Structure-activity relationship; κ-Carrageenan.

MeSH terms

  • Anti-Bacterial Agents* / chemistry
  • Anti-Bacterial Agents* / pharmacology
  • Ascorbic Acid / chemistry
  • Ascorbic Acid / pharmacology
  • Carrageenan* / chemistry
  • Carrageenan* / pharmacology
  • Escherichia coli / drug effects
  • Hydrogen Peroxide / chemistry
  • Hydrogen Peroxide / pharmacology
  • Microbial Sensitivity Tests
  • Molecular Weight*
  • Staphylococcus aureus / drug effects
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Carrageenan
  • Hydrogen Peroxide
  • Ascorbic Acid