The evaluation of antioxidant and antifungal properties of 6-amino-6-deoxychitosan in vitro

Int J Biol Macromol. 2018 Feb;107(Pt A):595-603. doi: 10.1016/j.ijbiomac.2017.09.028. Epub 2017 Sep 14.

Abstract

We synthesized 6-amino-6-deoxychitosan (NCS) through a series of reactions from chitosan (CS). The antioxidant ability of CS and NCS were investigated in vitro, including that of DPPH-radical and hydrogen peroxide, reducing power, chelating abilities and inhibition of lipid peroxidation. As expected, after the introduction of amino groups, antioxidant ability had improved significantly. Especially, scavenging effect against DPPH-radical and hydrogen peroxide of NCS were 97% and 92% at 1.6mg/mL, respectively. Moreover, inhibition of lipid peroxidation was 57% at 0.1mg/mL. And the reducing power of NCS was 0.68 at 0.8mg/mL. Meanwhile, inhibitory effects against four fungi were also tested. Antifungal activity of NCS were better than those of CS and antifungal activity had improved more than 20% at 0.5mg/mL against these four kinds of plant pathogens. Based on the above results, it was reasonable to speculate that the obtained antioxidant ability and antifungal activity of NCS might benefit from amino groups on chitosan backbone. These in vitro results suggest the possibility that NCS as antioxidant compound could be effectively alleviate oxidative stress and thus inhibit the oxidative mechanisms that lead to degenerative diseases.

Keywords: 6-Amino-6-deoxychitosan; Antifungal activity; Antioxidant ability; Chitosan.

MeSH terms

  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / pharmacology*
  • Antioxidants / chemical synthesis
  • Antioxidants / pharmacology*
  • Biphenyl Compounds / antagonists & inhibitors
  • Biphenyl Compounds / chemistry
  • Chitosan / analogs & derivatives*
  • Chitosan / chemical synthesis
  • Chitosan / pharmacology
  • Fusarium / drug effects*
  • Fusarium / growth & development
  • Hydrogen Peroxide / antagonists & inhibitors
  • Hydrogen Peroxide / chemistry
  • Iron Chelating Agents / chemical synthesis
  • Iron Chelating Agents / pharmacology*
  • Linoleic Acid / chemistry
  • Lipid Peroxidation
  • Microbial Sensitivity Tests
  • Picrates / antagonists & inhibitors
  • Picrates / chemistry
  • Structure-Activity Relationship

Substances

  • 6-amino-6-deoxy-chitosan
  • Antifungal Agents
  • Antioxidants
  • Biphenyl Compounds
  • Iron Chelating Agents
  • Picrates
  • Chitosan
  • Linoleic Acid
  • Hydrogen Peroxide
  • 1,1-diphenyl-2-picrylhydrazyl