Antioxidant activity of N-acyl chitosan oligosaccharide with same substituting degree

Bioorg Med Chem Lett. 2011 Jan 15;21(2):798-800. doi: 10.1016/j.bmcl.2010.11.097. Epub 2010 Dec 9.

Abstract

N-Maleoyl chitosan oligosaccharide (NMCOS) and N-succinyl chitosan oligosaccharide (NSCOS) were prepared by acylation with maleic anhydride and succinic anhydride, respectively. Their structural changes were confirmed by Fourier-transform infrared (FT-IR) spectroscopy and their substituting degrees were determined both as 0.49 by conductometric titration. Their antioxidant activities were evaluated by scavenging superoxide anion O(2·)(-), hydroxyl radical ()OH and determination of reducing power. The 50% inhibition concentrations (IC(50)) of NMCOS and NSCOS scavenging effect on O(2)(·-) were 2.25 and 3.27mg/mL, respectively. The IC(50) of NMCOS scavenging effect on (·)OH was 0.24mg/mL, however, at the same concentration determined, the value of NSCOS on (·)OH was 30.5%. The reducing powers of NMCOS and NSCOS at the concentration of 2.40mg/mL were determined as 0.46 and 0.41, respectively. The above results showed that NMCOS has better antioxidant activities, which may be related to the fact that maleoyl has stronger electron-withdrawing effect than succinyl.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry*
  • Antioxidants / pharmacology*
  • Chitosan / chemistry*
  • Chitosan / pharmacology*
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / pharmacology
  • Hydroxyl Radical / metabolism
  • Oligosaccharides / chemistry*
  • Oligosaccharides / pharmacology*
  • Oxidation-Reduction
  • Superoxides / metabolism

Substances

  • Antioxidants
  • Free Radical Scavengers
  • Oligosaccharides
  • Superoxides
  • Hydroxyl Radical
  • Chitosan