Design and synthesis of cellulose derivatives with antioxidant activity

Macromol Biosci. 2008 Jan 9;8(1):86-95. doi: 10.1002/mabi.200700110.

Abstract

In this study we report the synthesis and characterisation of cellulose ferulate, lipoate and alpha-tocopherulate, and their ability to inhibit lipid peroxidation in rat-liver microsomal membranes, induced in vitro by two different sources of free radicals: tert-butyl hydroperoxide and 2,2'-azobis-(2-amidinopropane). We also compared the antioxidant efficiency of the ferulate derivatives obtained through two different synthetic runs, and of a tocopherulate derivative prepared from 6-carboxycellulose. This study showed that the designed systems, preserving the antioxidant activity of the free substrates, are more effective in protecting from tert-butyl hydroperoxide than from 2,2'-azobis-(2-amidinopropane). Moreover, the cellulose ferulate with the higher degree of substitution acted as the best antioxidant.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antioxidants / chemical synthesis*
  • Cellulose / chemical synthesis*
  • Coumaric Acids / chemistry*
  • Free Radicals / toxicity
  • Lipid Peroxidation / drug effects
  • Magnetic Resonance Spectroscopy
  • Microsomes, Liver / drug effects
  • Microsomes, Liver / metabolism
  • Molecular Structure
  • Rats
  • Thioctic Acid / chemistry*
  • alpha-Tocopherol / chemistry*
  • tert-Butylhydroperoxide

Substances

  • Antioxidants
  • Coumaric Acids
  • Free Radicals
  • Thioctic Acid
  • Cellulose
  • tert-Butylhydroperoxide
  • ferulic acid
  • alpha-Tocopherol
  • microcrystalline cellulose