摘要
以壳寡糖和曲酸为化学合成起始物,将曲酸基团引入到壳寡糖的分子链中,制备获得一种新的壳寡糖-O-曲酸聚合物(COS-O-KA),在对其结构进行表征的基础上,对合成产物的分子质量、多分散性指数、水溶性、体外溶血活性、体外生物相容性、DPPH自由基清除能力、ABTS+自由基清除能力和动物毒理性进行研究。结果表明,合成产物结构经核磁共振光谱表征,证明最终成功合成了3个不同取代度的壳寡糖-O-曲酸聚合物[COS-O-KA1-3(COS-O-KA1、COS-O-KA2、COS-O-KA3)]。与原料壳寡糖和曲酸相比,COS-O-KA1-3表现出较好的水溶性、体外溶血活性、体外生物相容性、DPPH自由基清除能力、ABTS+自由基清除能力。在质量浓度为15 mg/mL时,COS-O-KA1-3的溶血率小于20%,而相同浓度的壳寡糖和曲酸的溶血活性则大于30%;在质量浓度为2.5 mg/mL时,壳寡糖、曲酸、COS-O-KA1、COS-O-KA2和COS-O-KA3对DPPH自由基的清除率分别为52.28%、59.33%、85.21%、87.35%和82.83%;合成产物COS-O-KA1-3对ABTS+自由基的清除活性缓慢升高,在质量浓度为2.0 mg/mL时达到稳定水平(83.87%、85.76%、82.33%),远高于壳寡糖(39.65%)和曲酸(46.54%);动物毒理性实验表明,COS-O-KA安全无毒。COS-O-KA有望被作为一种有前途的抗氧化材料。
Chitosan oligosaccharide(COS)and kojic acid(KA)were used as synthetic initiators and the COS-based polymer(COS-O-KA)were synthesized by selective partial alkylation reaction to graft kojic acid onto the COS molecular chain.After characterization of structure by NMR spectroscopy,molecular weight,polydispersity index,water-solubility,hemolysis assay in vitro,biocompatibility in vitro,antioxidant activity,and animal toxicity of COS-O-KA were studied.The results revealed that the three polymers of different substitution degree(COS-O-KA1-3)were synthesized successfully which proved by NMR spectroscopy.In addition,COS-O-KA1-3 exhibited preferable water-solubility,hemolytic activity in vitro,biocompatibility in vitro,and scavenging activity of DPPH free radical and ABTS+free radical in comparison with that of the free COS and KA.Among them,when the concentration was 15 mg/mL,the hemolysis rate of COS-O-KA1-3 was less than 20%,while the hemolysis activity of the same concentration of COS and KA was more than 30%.The DPPH free radical scavenging rates of COS,KA,COS-O-KA1,COS-O-KA2 and COS-O-KA3 were 52.28%,59.33%,85.21%,87.35%and 82.83%,respectively.The scavenging activity of COS-O-KA1-3 on ABTS+free radical increased slowly and reached a stable level(83.87%,85.76%,82.33%,respectively)at 2.0 mg/mL,which was much higher than that of COS(39.65%)and KA(46.54%).Meanwhile,owing to its non-cytotoxicity,COS-O-KA might be considered as a promising material for antioxidant applications.
作者
刘晓丽
夏文水
LIU Xiaoli;XIA Wenshui(State Key Laboratory of Food Science and Technology/School of Food Science and Technology/Collaborative Innovation Center of Food Safety and Quality Control in Jiangsu Province,Jiangnan University,Wuxi 214122,China)
出处
《食品科学技术学报》
CAS
CSCD
北大核心
2020年第5期31-40,共10页
Journal of Food Science and Technology
基金
国家自然科学基金青年基金项目(NSFC 31700709)
中央高校基本科研业务费专项资金资助项目(JUSRP11903)。
关键词
壳寡糖
曲酸
聚合物
理化性质
抗氧化活性
chitosan oligosaccharide
kojic acid
polymer
physicochemical characteristics
antioxidant activity
