Chitosan-caffeic acid-genipin films presenting enhanced antioxidant activity and stability in acidic media

Carbohydr Polym. 2013 Jan 2;91(1):236-43. doi: 10.1016/j.carbpol.2012.08.033. Epub 2012 Aug 17.

Abstract

The use of chitosan films has been limited due to their high degradability in aqueous acidic media. In order to produce chitosan films with high antioxidant activity and insoluble in acid solutions caffeic acid was grafted to chitosan by a radical mechanism using ammonium cerium (IV) nitrate (60 mM). Genipin was used as cross-linker. This methodology originated films with 80% higher antioxidant activity than the pristine film. Also, these films only lost 11% of their mass upon seven days immersion into an aqueous solution at pH 3.5 under stirring. The films surface wettability (contact angle 105°), mechanical properties (68 MPa of tensile strength and 4% of elongation at break), and thermal stability for temperatures lower than 300 °C were not significantly influenced by the covalent linkage of caffeic acid and genipin to chitosan. Due to their characteristics, mainly higher antioxidant activity and lower solubility, these are promising materials to be used as active films.

MeSH terms

  • Antioxidants / chemistry*
  • Caffeic Acids / chemistry*
  • Chitosan / chemistry*
  • Drug Stability
  • Glucosamine / chemistry
  • Hydrogen-Ion Concentration
  • Iridoids / chemistry*
  • Mechanical Phenomena
  • Solubility
  • Surface Properties
  • Temperature

Substances

  • Antioxidants
  • Caffeic Acids
  • Iridoids
  • Chitosan
  • genipin
  • Glucosamine