7-羟基香豆素酰化改性壳聚糖的水溶性与抗菌性  

Water Solubility and Antibacterial Properties of 7-Hydroxycoumarin Acylated Modified Chitosan

作　　者：吴长炜 刘佳宇 邱晓 吕文文 井锐涵 张大伟[1] WU Changwei;LIU Jiayu;QIU Xiao;LYU Wenwen;JING Ruihan;ZHANG Dawei(College of Materials Science and Engineering,Northeast Forestry University,Harbin 150040,China)

机构地区：[1]东北林业大学材料科学与工程学院,黑龙江哈尔滨150040

出　　处：《生物质化学工程》2023年第6期25-31,共7页Biomass Chemical Engineering

基　　金：东北林业大学大学生创新创业训练项目(202210225467)。

摘　　要：采用7-羟基香豆素对壳聚糖(CS)进行酰胺化改性,从而减少壳聚糖分子间的氢键作用提高其水溶性和增强抑菌性。首先以草酰氯为连接剂,对7-羟基香豆素进行酰化改性得到7-甲酯酰氯香豆素,然后通过非均相酰胺化反应,将其接枝到壳聚糖分子上,制得7-羟基香豆素酰化改性壳聚糖(CS-C),并通过红外光谱(FT-IR)、X射线衍射(XRD)仪、热重分析等对CS-C进行溶解性、抗菌性、结晶性以及热稳定性等性能表征。研究结果表明:香豆素已经对CS进行了酰胺化改性且改性的基团主要是在NH_(2)与酰氯键和酯键进行,且当壳聚糖与香豆素的质量比为1∶3时所制备的CS-C-3的结晶度最低、热稳定性最低和—NH_(2)取代度最高,在中性环境下的溶解度可达79.7%,其抑菌性优于CS,对大肠杆菌的最小抑菌浓度(MIC)为0.5 g/L,对金黄葡萄球菌的MIC为1 g/L;对大肠杆菌的最小杀菌浓度(MBC)为4 g/L,对金黄葡萄球菌的MBC为2 g/L。Chitosan(CS)was modified by amidation with 7-hydroxycoumarin to improve its water solubility and enhance the bacteriostatic property by reducing the hydrogen bonding between chitosan molecules.7-Hydroxycoumarin was firstly acylated by oxalyl chloride as a linker,and then coumarin was grafted onto chitosan molecules through a non-homogeneous amidation reaction to produce 7-hydroxycoumarin acylation-modified chitosan(CS-C).The coumarin-modified chitosan products were characterized by infrared spectrometry(FT-IR),X-ray diffraction(XRD)instrument,and thermal gravimetry,etc.,for the solubility,antibacterial activity,crystalline,and thermal stability.The results showed that the chitosan had been amidated by coumarin,and the modified groups were mainly in the NH_(2)and chloride as well as ester bonds.The highest degree of substitution of NH_(2)was found when the mass ratio of chitosan to coumarin was 1∶3,and the solubility mass fraction of the CS-C-3 prepared in this case could reach 79%in a neutral environment.Its bacteriostatic property was better than that of CS,with a minimum inhibitory concentration(MIC)of 0.5 g/L for Escherichia coli and a MIC of 1 g/L for Staphylococcus aureus.A minimum bactericidal concentration(MBC)value of 4 g/L for E.coli and a MBC value of 2 g/L for S.aureus.

关 键 词：酰化壳聚糖 羟基香豆素 中性水溶 抑菌性能 

分 类 号：TQ35[化学工程]