壳聚糖季铵盐的合成及其抗菌活性

Synthesis and antibacterial activities of quaternary ammonium salt of chitosan.

作者信息

Jia Z, shen D, Xu W

机构信息

Department of Chemistry, Zhejiang University, Box 3140, Kaixuan Road 268, Hangzhou 310029, People's Republic of China.

出版信息

Carbohydr Res. 2001 Jun 22;333(1):1-6. doi: 10.1016/s0008-6215(01)00112-4.

Abstract

Chitosan derivatives with quaternary ammonium salt, such as N,N,N-trimethyl chitosan, N-N-propyl-N,N-dimethyl chitosan and N-furfuryl-N,N-dimethyl chitosan were prepared using different 96% deacetylated chitosan of M(v) 2.14x10(5), 1.9x10(4), 7.8x10(3). Amino groups on chitosan react with aldehydes to from a Schiff base intermediate. Quaternized chitosan were obtained by reaction of a Schiff base with methyl iodide. The yields, degree of quaternization and water-solubility of quaternized chitosan were influenced by the molecular weight of the chitosan sample. The antibacterial activities of quaternized chitosan against Escherichia coli were explored by calculation of the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) in water, 0.25 and 0.50% acetic acid medium. Results show the antibacterial activities of quaternized chitosan against E. coli is related to its molecular weight. Antibacterial activities of quaternized chitosan in acetic acid medium is stronger than that in water. Their antibacterial activities is increased as the concentration of acetic acid is increased. It was also found that the antibacterial activity of quaternized chitosan against E. coli is stronger than that of chitosan.

摘要

具有季铵盐的壳聚糖衍生物,如N,N,N-三甲基壳聚糖、N-丙基-N,N-二甲基壳聚糖和N-糠基-N,N-二甲基壳聚糖,是使用不同的脱乙酰度为96%、粘均分子量分别为2.14×10⁵、1.9×10⁴、7.8×10³的壳聚糖制备的。壳聚糖上的氨基与醛反应形成席夫碱中间体。季铵化壳聚糖是通过席夫碱与甲基碘反应得到的。季铵化壳聚糖的产率、季铵化程度和水溶性受壳聚糖样品分子量的影响。通过计算在水、0.25%和0.50%乙酸介质中的最低抑菌浓度(MIC)和最低杀菌浓度(MBC),探讨了季铵化壳聚糖对大肠杆菌的抗菌活性。结果表明,季铵化壳聚糖对大肠杆菌的抗菌活性与其分子量有关。季铵化壳聚糖在乙酸介质中的抗菌活性强于在水中的抗菌活性。随着乙酸浓度的增加,它们的抗菌活性增强。还发现季铵化壳聚糖对大肠杆菌的抗菌活性强于壳聚糖。

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