新型壳聚糖双季铵盐的制备及其抗氧化活性

将2,3-环氧丙基三甲基氯化铵(CTA)与壳聚糖反应,制备了水溶性壳聚糖季铵盐(HTCC),然后,以HTCC与氯乙酰氯反应得到氯乙酰壳聚糖季铵盐(CAHTCC),最后,以吡啶取代CAHTCC中的活泼氯,得到水溶性壳聚糖双季铵盐(PAHTCC)。 通过红外光谱和¹³C核磁共振光谱等技术手段对产物结构进行了表征,同时测试了原料壳聚糖及其衍生物清除羟自由基、超氧阴离子以及DPPH的活性。 结果表明,PAHTCC的活性较原料壳聚糖及壳聚糖单季铵盐HTCC均有明显提高,在实验浓度1.6 g/L时,其对羟自由基、超氧阴离子及DPPH的清除率分别达到68.5%、74.3%和80.8%。 聚阳离子性大幅增强,进而抗氧化活性提高。

Preparation and Antioxidant Activity of Novel Double Quaternary Ammonium Salt Derivative of Chitosan

Water soluble chitosan quaternary ammonium salt derivative (HTCC) was prepared via reaction of chitosan and 2,3-epoxy propyl trimethyl ammonium chloride (CAT) firstly. Secondly, CAHTCC was obtained by reaction of chloroacetyl chloride and HTCC. Finally, double quaternary ammonium salt derivative of chitosan (PAHTCC) was synthesized by reaction of pyridine and CAHTCC. The structure of HTCC, CAHTCC and PAHTCC were characterized by FT-IR and ¹³C NMR. The HO·, ·O^2-, ·DPPH scavenging activities of the derivatives were tested. The results show that, the antioxidant activity of PAHTCC is enhanced comparing with chitosan, HTCC and CAHTCC. The HO·, ·O^2-, ·DPPH scavenging rate of PAHTCC is 68.5%, 74.3% and 80.8% at 1.6 g/L, respectively. The reason may be attributed to the double quaternary ammonium salt structure in PAHTCC molecule.