海因改性N-季铵化壳聚糖衍生物的合成及其抗菌性能

doi:10.16085/j.issn.1000-6613.2015.01.033

化工进展 ›› 2015, Vol. 34 ›› Issue (1): 188-192,233.DOI: 10.16085/j.issn.1000-6613.2015.01.033

海因改性N-季铵化壳聚糖衍生物的合成及其抗菌性能

陈燕燕, 李明春, 辛梅华, 林意华

华侨大学材料科学与工程学院, 环境友好功能材料教育部工程中心, 福建厦门 361021

收稿日期:2014-04-24 修回日期:2014-05-28 出版日期:2015-01-05 发布日期:2015-01-05
通讯作者: 辛梅华,教授,博士生导师,研究方向为功能高分子材料研究。E-mail mhxin@hqu.edu.cn。
作者简介:陈燕燕(1987-),女,硕士研究生。
基金资助:
福建省重点科技项目(2009H0030)、福建省自然科学基金(2011J01312和2012J01396)及科技部科技人员服务企业项目(2009GJC40030)。

Synthesis and antibacterial research of hydantoin modified quaternary ammonium chitosan

CHEN Yanyan, LI Mingchun, XIN Meihua, LIN Yihua

School of Material Science and Engineering, Engineering Research Center of Environment-Friendly Functional Materials, Ministry of Education, Huaqiao University, Xiamen 361021, Fujian, China

Received:2014-04-24 Revised:2014-05-28 Online:2015-01-05 Published:2015-01-05

摘要/Abstract

摘要： 在酸性条件下,以壳聚糖与环氧季铵盐为原料反应得到水溶性良好的产物N-(2-羟丙基三甲基氯化铵)壳聚糖(HTCC),再用实验室自制的环氧海因改性,得到O-羟丙基(5,5-二甲基海因)-N-(2-羟丙基三甲基氯化铵)壳聚糖衍生物(GH-HTCC),用 FTIR、¹H NMR、UV-VIS和EA 等对产物进行表征。抗菌实验结果表明,产物对两种菌种都有一定的抗菌活性,对金黄色葡萄球菌的抗菌活性优于大肠杆菌;GH-HTCC的抗菌活性优于HTCC,并随环氧海因取代度的增加而增强;低浓度的乙二胺四乙酸(EDTA)增强了HTCC和GH-HTCC的抗菌活性,而高浓度的EDTA在一定程度上抑制了二者的抗菌活性。

关键词: 壳聚糖, 季铵化, 环氧海因, 乙二胺四乙酸, 抗菌活性

Abstract: Under acidic condition, N-(2-hydroxy)propyl-3-trimethyl ammonium chloride chitosan (HTCC) was synthesized by reaction of chitosan and glycidy quaternized salts. Then 3-glycidy-5, 5- dimethyl hydantoin (made in our lab) was used to synthesize O-hydroxy-propyl (5, 5-dimethyl hydantoin)-N-(2-hydroxy)propyl-3-trimethyl ammonium chloride chitosan (GH-HTCC). The products were confirmed by FTIR, ¹H NMR, UV-VIS, EA. The results of antibacterial tests indicated antibacterial activity of these products with better antimicrobial activity against S. aureus than against E. coil. Antibacterial activity of GH-HTCC was stronger than HTCC and increased as the degree of substitution increased. A lower concentration of EDTA improved antibacterial activity of HTCC and GH-HTCC, but a higher concentration of EDTA inhibited antibacterial activity.

Key words: chitosan, quaternized, 3-glycidyl-5,5-dimethyl hydantoin, EDTA, antibacterial activity

中图分类号:

O636.1

陈燕燕, 李明春, 辛梅华, 林意华. 海因改性N-季铵化壳聚糖衍生物的合成及其抗菌性能[J]. 化工进展, 2015, 34(1): 188-192,233.

CHEN Yanyan, LI Mingchun, XIN Meihua, LIN Yihua. Synthesis and antibacterial research of hydantoin modified quaternary ammonium chitosan[J]. Chemical Industry and Engineering Progree, 2015, 34(1): 188-192,233.

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海因改性N-季铵化壳聚糖衍生物的合成及其抗菌性能

Synthesis and antibacterial research of hydantoin modified quaternary ammonium chitosan

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