A novel water-soluble chitosan grafted with nerol: Synthesis, characterization and biological activity

Int J Biol Macromol. 2023 Mar 31:232:123498. doi: 10.1016/j.ijbiomac.2023.123498. Epub 2023 Jan 31.

Abstract

In order to improve the antibacterial activity of chitosan and change its solubility, a novel water-soluble chitosan (CS)-nerol (N) derivative (CS-N) was prepared via Schiff base reaction and grafting reaction. FT-IR, NMR, XRD, TGA and SEM were used to characterize the structure and physicochemical properties, and in vitro antibacterial, antioxidant, and cellular assays were used to test for bioactivity and safety. The results revealed that the C6 hydroxyl group of CS was substituted with N, with a degree of substitution of 38 % for CS-N. Furthermore, compared to CS, CS-N demonstrated superior antibacterial activity against Escherichia coli and Staphylococcus aureus, as well as significant DPPH and ABTS free radical scavenging activity. Most importantly, CS-N did not harm HaCaT cells. In conclusion, this study provides a promising strategy for the design of chitosan derivatives with significant potential for application in pharmaceutical, food and cosmetic applications.

Keywords: Anti-bacterial; Anti-oxidation; Chitosan; Chitosan-derivatives; Water solubility.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Chitosan* / chemistry
  • Escherichia coli
  • Spectroscopy, Fourier Transform Infrared
  • Water

Substances

  • Chitosan
  • geraniol
  • Water
  • Anti-Bacterial Agents