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Guanidinylated Amphiphilic Polycarbonates with Enhanced Antimicrobial Activity by Extending the Length of the Spacer Arm and Micelle Self-Assembly.
Macromolecular Bioscience ( IF 4.4 ) Pub Date : 2020-05-27 , DOI: 10.1002/mabi.202000065
Chloe A Cho 1 , Chao Liang 1 , Janesha Perera 2 , Margaret A Brimble 1 , Simon Swift 2 , Jianyong Jin 1
Affiliation  

Nine guanidinylated amphiphilic polycarbonates are rationally designed and synthesized. Each polymer has the same biodegradable backbone but different side groups. The influence of the hydrophobic/hydrophilic effect on antimicrobial activities and cytotoxicity is systematically investigated. The results verify that tuning the length of the spacer arm between the cationic guanidine group and the polycarbonate backbone is an efficient design strategy to alter the hydrophobic/hydrophilic balance without changing the cationic charge density. A spacer arm of six methylene units (CH2)6 shows the best antimicrobial activity (minimum inhibitory concentration, MIC = 40 µg mL−1 against Escherichia coli, MIC = 20 µg mL−1 against Staphylococcus aureus, MIC = 40 µg mL−1 against Candida albicans) with low hemolytic activity (HC50 > 2560 µg mL−1). Furthermore, the guanidinylated polycarbonates exhibit the ability to self‐assemble and present micelle‐like nanostructure due to their intrinsic amphiphilic macromolecular structure. Transmission electron microscopy and dynamic light scattering measurements confirm polymer micelle formation in aqueous solution with sizes ranging from 82 to 288 nm.

中文翻译:

通过延长间隔臂的长度和胶束的自组装,具有增强的抗菌活性的胍基化两亲聚碳酸酯。

合理设计和合成了九种胍基化两亲聚碳酸酯。每种聚合物具有相同的可生物降解的主链,但具有不同的侧基。系统研究了疏水/亲水作用对抗菌活性和细胞毒性的影响。结果证实,调节阳离子胍基团和聚碳酸酯主链之间的间隔臂的长度是改变疏水/亲水平衡而不改变阳离子电荷密度的有效设计策略。六个亚甲基单元(CH 26的间隔臂显示出最佳的抗菌活性(最低抑菌浓度,对大肠杆菌的MIC = 40 µg mL -1,MIC = 20 µg mL -1金黄色葡萄球菌,MIC = 40 µg mL -1(针对白色念珠菌),溶血活性低(HC 50 > 2560 µg mL -1)。此外,胍基化聚碳酸酯因其固有的两亲大分子结构而具有自组装和呈现胶束状纳米结构的能力。透射电子显微镜和动态光散射测量结果证实了在水溶液中聚合物胶束的形成,尺寸范围为82至288 nm。
更新日期:2020-05-27
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