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由精氨酸双链表面活性剂制备的新型阳离子囊泡:疏水基团对抗菌活性和细胞毒性的作用。

New cationic vesicles prepared with double chain surfactants from arginine: Role of the hydrophobic group on the antimicrobial activity and cytotoxicity.

作者信息

Pinazo A, Petrizelli V, Bustelo M, Pons R, Vinardell M P, Mitjans M, Manresa A, Perez L

机构信息

Department of Chemical and Surfactant Technology, IQAC, CSIC, C/JordiGirona 18-26, 08034 Barcelona, Spain.

Departament of Physiology, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XIII s/n, 08028 Barcelona, Spain.

出版信息

Colloids Surf B Biointerfaces. 2016 May 1;141:19-27. doi: 10.1016/j.colsurfb.2016.01.020. Epub 2016 Jan 14.

DOI:10.1016/j.colsurfb.2016.01.020
PMID:26820106
Abstract

Cationic double chain surfactants have attracted much interest because they can give rise to cationic vesicles that can be used in biomedical applications. Using a simple and economical synthetic approach, we have synthesized four double-chain surfactants with different alkyl chain lengths (LANHCx). The critical aggregation concentration of the double chain surfactants is at least one order of magnitude lower than the CMC of their corresponding single-chain LAM and the solutions prepared with the LANHCx contain stable cationic vesicles. Encouragingly, these new arginine derivatives show very low haemolytic activity and weaker cytotoxic effects than conventional dialkyl dimethyl ammonium surfactants. In addition, the surfactant with the shortest alkyl chain exhibits good antimicrobial activity against Gram-positive bacteria. The results show that a rational design applied to cationic double chain surfactants might serve as a promising strategy for the development of safe cationic vesicular systems.

摘要

阳离子双链表面活性剂引起了人们的广泛关注,因为它们可以形成可用于生物医学应用的阳离子囊泡。通过一种简单且经济的合成方法,我们合成了四种具有不同烷基链长度的双链表面活性剂(LANHCx)。双链表面活性剂的临界聚集浓度比其相应单链LAM的临界胶束浓度至少低一个数量级,并且用LANHCx制备的溶液含有稳定的阳离子囊泡。令人鼓舞的是,这些新型精氨酸衍生物的溶血活性非常低,且细胞毒性作用比传统的二烷基二甲基铵表面活性剂弱。此外,具有最短烷基链的表面活性剂对革兰氏阳性菌表现出良好的抗菌活性。结果表明,对阳离子双链表面活性剂进行合理设计可能是开发安全阳离子囊泡系统的一种有前景的策略。

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