Key Laboratory of Coastal Biology and Bioresource Utilization, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China.
Center for Ocean Mega-Science, Chinese Academy of Sciences, 7 Nanhai Road, Qingdao 266071, China.
Mar Drugs. 2020 Mar 16;18(3):163. doi: 10.3390/md18030163.
Chitosan is an active biopolymer, and the combination of it with other active groups can be a valuable method to improve the potential application of the resultant derivatives in food, cosmetics, packaging materials, and other industries. In this paper, a series of ,,-trimethyl--(ureidopyridinium)acetyl chitosan derivatives were synthesized. The combination of chitosan with ureidopyridinium group and quaternary ammonium group made it achieve developed water solubility and biological properties. The structures of chitosan and chitosan derivatives were confirmed by FTIR, H NMR spectra, and elemental analysis. The prepared chitosan derivatives were evaluated for antioxidant property by 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging ability, hydroxyl radical scavenging ability, and superoxide radical scavenging ability. The results revealed that the synthesized chitosan derivatives exhibited improved antioxidant activity compared with chitosan. The chitosan derivatives were also investigated for antifungal activity against as well as , and they showed a significant inhibitory effect on the selected phytopathogen. Meanwhile, CCK-8 assay was used to test the cytotoxicity of chitosan derivatives, and the results showed that most derivatives had low toxicity. These data suggested to develop analogs of chitosan derivatives containing ureidopyridinium group and quaternary ammonium group, which will provide a new kind of promising biomaterials having decreased cytotoxicity as well as excellent antioxidant and antimicrobial activity.
壳聚糖是一种活性生物聚合物,将其与其他活性基团结合可以是提高所得衍生物在食品、化妆品、包装材料等行业潜在应用的一种有价值的方法。在本文中,合成了一系列,,-三甲基--(尿嘧啶吡啶鎓)乙酰壳聚糖衍生物。壳聚糖与尿嘧啶吡啶鎓基团和季铵基团的结合使其实现了良好的水溶性和生物性能。壳聚糖及其衍生物的结构通过傅里叶变换红外光谱(FTIR)、核磁共振谱(H NMR)和元素分析得到确认。通过 1,1-二苯基-2-苦基肼(DPPH)自由基清除能力、羟基自由基清除能力和超氧自由基清除能力评估了制备的壳聚糖衍生物的抗氧化性能。结果表明,合成的壳聚糖衍生物与壳聚糖相比表现出增强的抗氧化活性。还研究了壳聚糖衍生物对 和 的抗真菌活性,它们对所选植物病原菌表现出显著的抑制作用。同时,使用 CCK-8 assay 测试了壳聚糖衍生物的细胞毒性,结果表明大多数衍生物具有低毒性。这些数据表明,开发含有尿嘧啶吡啶鎓基团和季铵基团的壳聚糖衍生物类似物,将提供一种新的有前途的生物材料,具有降低的细胞毒性以及优异的抗氧化和抗菌活性。