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通过引入季铵盐和磺酸甜菜碱可定制抗菌和细胞毒性壳聚糖衍生物。

Tailorable antibacterial and cytotoxic chitosan derivatives by introducing quaternary ammonium salt and sulfobetaine.

机构信息

Nanshan District Key Lab for Biopolymers and Safety Evaluation, Guangdong Research Center for Interfacial Engineering of Functional Materials, College of Materials Science and Engineering, Shenzhen University, Shenzhen 518060, PR China.

Department of Pathogen Biology, School of Basic Medical Sciences, Shenzhen University Health Sciences Center, Shenzhen 518060, China.

出版信息

Int J Biol Macromol. 2022 Oct 1;218:992-1001. doi: 10.1016/j.ijbiomac.2022.07.122. Epub 2022 Jul 22.

DOI:10.1016/j.ijbiomac.2022.07.122
PMID:35878673
Abstract

Chitosan (CS) derivatives with improved water solubility, antibacterial activity and adequate biocompatibility are attracting increasingly interest in medical application. Herein, we have successfully synthesized isocyanate terminated quaternary ammonium salt (IQAS) and sulfopropylbetaine (ISB) to be readily covalently bounded to CS skeleton by selective reaction with amino and hydroxyl groups. And their molecular structures and crystallinity were confirmed by Fourier transform infrared spectroscopy, proton nuclear magnetic resonance, and X-ray diffraction. The effect of the substitution degree, carbon chain length, content ratio of IQAS/ISB on their water solubility, antibacterial activity and cytotoxicity were systematically investigated, which shows that those properties of the CS derivatives can be tailored by adjusting the grafted antibacterial agents and their additive amount. The structure-property relationship of these CS derivatives may provide a solid guidance on the development of CS derivatives for more efficient practical applications.

摘要

壳聚糖(CS)衍生物具有改善的水溶性、抗菌活性和适当的生物相容性,因此在医学应用中越来越受到关注。在这里,我们成功地合成了异氰酸酯封端的季铵盐(IQAS)和磺丙基甜菜碱(ISB),通过与氨基和羟基的选择性反应,很容易与 CS 骨架共价结合。傅里叶变换红外光谱、质子核磁共振和 X 射线衍射证实了它们的分子结构和结晶度。系统研究了取代度、碳链长度、IQAS/ISB 含量比对其水溶性、抗菌活性和细胞毒性的影响,结果表明,通过调整接枝抗菌剂及其添加量,可以调整 CS 衍生物的这些性质。这些 CS 衍生物的结构-性能关系可为 CS 衍生物的开发提供坚实的指导,以实现更有效的实际应用。

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