Bioinspired double-positively charged phosphodicholine-chitosan and zwitterionic phosphorylcholine-chitosan conjugates: The associated water structure, biocompatibility and antibacterial action
Bioinspired double-positively charged phosphodicholine-chitosan and zwitterionic phosphorylcholine-chitosan conjugates: The associated water structure, biocompatibility and antibacterial action
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仿生双正电荷磷酸二胆碱-壳聚糖和两性离子磷酸胆碱-壳聚糖缀合物：相关的水结构、生物相容性和抗菌作用
DOI：
10.1016/j.reactfunctpolym.2016.03.018
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发表时间：
2016-06-01
影响因子：
5.1
通讯作者：
Zhao, Jianhao
中科院分区：
文献类型：
--
作者：
Cao, Zhaoyu;Wu, Minming;Zhao, Jianhao
通过 Atherton-Todd 反应合成了仿生双正电荷磷酸二胆碱 (PdC)-壳聚糖缀合物，经 H-1 和 P-31 NMR 谱证实，该缀合物在碱性溶液中可水解为两性离子磷酸胆碱 (PC)-壳聚糖。热分析表明，由于PdC和PC基团的引入，PdC-壳聚糖和PC-壳聚糖均存在冻结结合水，这意味着带双正电荷的PdC-壳聚糖可能表现出与两性离子PC-壳聚糖优异的生物相容性。细胞毒性、溶血性和抗菌活性表明，PdC-壳聚糖在生理条件下对大肠杆菌和金黄色葡萄球菌表现出较高的抗菌活性，并且具有非常低的细胞毒性和溶血活性，因为其对哺乳动物细胞膜的细菌膜具有高度选择性裂解，这主要是由于静电相互作用的竞争和PdC的抑制水的屏蔽作用，而生物相容性PC-壳聚糖没有表现出抗菌活性由于其不结垢的特性。结果表明，生物相容性双正电荷含 PdC 仿生聚合物可能为开发安全有效的抗菌剂提供一种有前景的方法。 (C) 2016 Elsevier B.V. 保留所有权利。
Bioinspired double-positively charged phosphodicholine (PdC)-chitosan conjugate was synthesized via Atherton-Todd reaction, which can hydrolyze to zwitterionic phosphorylcholine (PC)-chitosan in basic solutions, confirmed by H-1 and P-31 NMR spectra. Thermal analysis revealed that there existed the freezing bound water due to the introduction of PdC and PC groups for both PdC-chitosan and PC-chitosan, implying that double-positively charged PdC-chitosan may exhibit excellent biocompatibility as zwitterionic PC-chitosan. Cytotoxicity, hemolysis and antibacterial activity evidenced that PdC-chitosan displayed high antibacterial activity against Escherichia coli and Staphylococcus aureus under physiological conditions, and very low cytotoxicity and hemolytic activity, owing to its highly selective lysis of bacterial membranes over mammalian cell membranes mainly resulting from the competition of electrostatic interactions and shielding effect of the restrained water of PdC, while biocompatible PC-chitosan showed no antibacterial activity due to its non-fouling property. The results indicated that biocompatible double-positively charged PdC-containing bioinspired polymers may provide a promising approach for developing safe and effective antibacterial agents. (C) 2016 Elsevier B.V. All rights reserved.