Preparation, characterization and antioxidant activity of phenolic acids grafted carboxymethyl chitosan. 2013

Jun Liu, and Jian-feng Lu, and Juan Kan, and Ying-qing Tang, and Chang-hai Jin
College of Food Science and Engineering, Yangzhou University, Yangzhou 225127, Jiangsu, China.

In this study, three phenolic acids including gallic acid (GA), caffeic acid (CA) and ferulic acid (FA) were grafted onto N,O-carboxymethyl chitosan (NOCC) by a free radical mediated grafting method. The grafted copolymers obtained were all water-soluble samples. UV-vis absorption peaks of the grafted copolymers shifted toward longer wavelengths. FT-IR spectroscopy of the grafted copolymers exhibited additional phenolic characteristics of the aromatic ring CC stretching within 1450-1650 cm(-1). NMR spectroscopy of the grafted copolymers showed new peaks at 6.2-7.6 ppm assigned to the phenyl protons of phenolic acids. These results all confirmed the successful grafting of three phenolic acids to NOCC. The conjugation probably occurred at amine of NOCC and carboxyl groups of phenolic acids. The grafted copolymers exhibited decreased crystallinity as compared to NOCC and chitosan. Moreover, antioxidant activity in vitro assays showed that the antioxidant property decreased in the order of GA-g-NOCC>CA-g-NOCC>FA-g-NOCC>NOCC>chitosan. Our results suggested the potential of phenolic acids grafted NOCC for the development of effective antioxidant agents.

UI MeSH Term Description Entries
D010084 Oxidation-Reduction A chemical reaction in which an electron is transferred from one molecule to another. The electron-donating molecule is the reducing agent or reductant; the electron-accepting molecule is the oxidizing agent or oxidant. Reducing and oxidizing agents function as conjugate reductant-oxidant pairs or redox pairs (Lehninger, Principles of Biochemistry, 1982, p471). Redox,Oxidation Reduction
D005609 Free Radicals Highly reactive molecules with an unsatisfied electron valence pair. Free radicals are produced in both normal and pathological processes. Free radicals include reactive oxygen and nitrogen species (RONS). They are proven or suspected agents of tissue damage in a wide variety of circumstances including radiation, damage from environment chemicals, and aging. Natural and pharmacological prevention of free radical damage is being actively investigated. Free Radical
D015227 Lipid Peroxidation Peroxidase catalyzed oxidation of lipids using hydrogen peroxide as an electron acceptor. Lipid Peroxidations,Peroxidation, Lipid,Peroxidations, Lipid
D016166 Free Radical Scavengers Substances that eliminate free radicals. Among other effects, they protect PANCREATIC ISLETS against damage by CYTOKINES and prevent myocardial and pulmonary REPERFUSION INJURY. Free Radical Scavenger,Radical Scavenger, Free,Scavenger, Free Radical,Scavengers, Free Radical
D048271 Chitosan Deacetylated CHITIN, a linear polysaccharide of deacetylated beta-1,4-D-glucosamine. It is used in HYDROGEL and to treat WOUNDS. Poliglusam
D062385 Hydroxybenzoates Benzoate derivatives substituted by one or more hydroxy groups in any position on the benzene ring. Hydroxybenzoic Acids,Acids, Hydroxybenzoic

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