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O-季铵化低聚壳聚糖芳香醛席夫碱衍生物的制备及其抑菌活性    

Study on Synthesis and Antibacterial Activity of O-Quaternized N-Aryl Chitooligosaccharides Schiff's Base Derivatives

文献类型:期刊文献

中文题名:O-季铵化低聚壳聚糖芳香醛席夫碱衍生物的制备及其抑菌活性

英文题名:Study on Synthesis and Antibacterial Activity of O-Quaternized N-Aryl Chitooligosaccharides Schiff's Base Derivatives

作者:韩永萍[1];刘红梅[1];周文平[1];贺志福[1];潘福娣[1]

第一作者:韩永萍

机构:[1]北京联合大学生物工程学院生物质废弃物资源化利用北京市重点实验室

第一机构:北京联合大学生物化学工程学院生物医药系

年份:2016

卷号:57

期号:3

起止页码:140-145

中文期刊名:化学世界

外文期刊名:Chemical World

收录:CSCD:【CSCD_E2015_2016】;

基金:北京市科技计划 Z12110000131200;校级科技成果转化项目 52213591113/001

语种:中文

中文关键词:低聚壳聚糖;席夫碱;抑菌

外文关键词:chitooligosaccharides(COS); Schiff; antibacterial activity

摘要:以低聚壳聚糖为对象,苯甲醛、水杨醛、香草醛为改性试剂,设计合成了一系列O-季铵盐低聚壳聚糖芳香醛席夫碱衍生物。产物元素分析发现其席夫碱取代度接近100%,电位滴定确定产物的季铵盐接枝率在35%左右。抑菌活性研究表明,合成的各种O-季铵盐低聚壳聚糖芳香醛席夫碱衍生物抑菌活性明显增强,活性大小依次为香草醛改性物>水杨醛改性物>苯甲醛改性物>低聚壳聚糖。抑菌活性构效关系分析表明,低聚壳聚糖通过芳香醛席夫碱改性引入了酚羟基抑菌活性中心,但酚羟基的抑菌活性受空间位阻影响较大。
The N-aryl chitooligosaccharides (COS) derivatives were synthesized from benzaldehyde, salicylal and vanillin, and subsequently grafted with N-(3-chloro-2-hydroxy propyl) trirnethyl ammonium chlo- ride. According to the C/N element analysis, the extent of N-substitution of all COS Schiff derivatives was almost closed to 100% and the degree of quaternization was about 35%. The antibacterial activity results showed N-vanillin Schiff base COS〉N-salicylal Schiff base COS〉N-benzaldehyde Schiff base COS〉 COS. The analysis on the structure and activity relationship of COS derivatives showed that the phenol hy- droxyl group from N-aryl Schiff COS was the center of antibacterial activity, but its activity was restricted by steric hindrance.

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