胍基化壳聚糖季铵盐的制备及其抗菌性能

Preparation and Antibacterial Properties of Guanidine Chitosan Quaternary Ammonium Salt

以三聚氯氰(TCT)为中间桥梁,将聚六亚甲基双胍(PHMB)接枝到N-(2-羟丙基-3-甲基氯化铵)壳聚糖(HTCC)上,制备胍基壳聚糖季铵盐(HCP).研究制备HCP的最佳反应条件,采用元素分析、傅里叶变换红外光谱(FTIR)和核磁共振氢谱(^(1)H NMR)对产物的结构进行表征,并测试其抗菌性能.得到HCP的最佳反应条件为HTCC和TCT的摩尔比1.0∶2.5,HTCC和PHMB的质量比1.0∶1.2,缚酸剂为三乙胺,TCT一取代的反应时间8 h,二取代的反应时间14 h,反应温度40℃.结果表明:制得的HCP对大肠杆菌(E.coli)和金黄色葡萄球菌(S.aureus)的最低抑菌质量浓度分别为0.020,0.005 mg·mL^(-1);质量浓度为1.0 mg·mL^(-1)的HCP对E.coli和S.aureus的抑菌率分别为89.8%和100.0%,高于相同质量浓度下HTCC对E.coli和S.aureus的抑菌率18.2%和18.7%.

Guanidine chitosan quaternary ammonium salt(HCP)was prepared by grafting poly(hexamethylene biguanide)(PHMB)onto N-(2-hydroxypropyl trimethylammonium chloride)chitosan(HTCC)using cyanuric chloride(TCT)as the intermediate bridge,and the optimum reaction conditions for the preparation of HCP were studied.The structure of the product was characterized by elemental analysis,Fourier transform infrared spectroscopy(FTIR)and nuclear magnetic resonance hydrogen spectroscopy(^(1)H NMR),and its antibacterial properties were tested.The optimum reaction conditions of HCP were obtained as follows:the molar ratio of HTCC and TCT was 1.0∶2.5,the mass ratio of HTCC and PHMB was 1.0∶1.2,the acid binding agent was triethylamine,the reaction time of one substitution of TCT was 8 h,the reaction time of two substitution was 14 h,and the reaction temperature was 40℃.The results showed that the minimum inhibitory mass concentrations of HCP against Escherichia coli(E.coli)and Staphylococcus aureus(S.aureus)were 0.020 and 0.005 mg·mL^(-1),respectively.The inhibition rates of HCP with mass concentration of 1.0 mg·mL^(-1)on E.coli and S.aureus were 89.8% and 100.0%,respectively,which were higher than those of HTCC at the same mass concentration on E.coli and S.aureus by 18.2% and 18.7%.