Silva O Fernando, de Rossi Rita H, Correa N Mariano, Silber Juana J, Falcone R Darío
Instituto de Investigaciones en Físico-Química de Córdoba, INFIQC-CONICET, Facultad de Ciencias Químicas, Departamento de Química Orgánica, Universidad Nacional de Córdoba Ciudad Universitaria Córdoba Argentina
Departamento de Química, Universidad Nacional de Río Cuarto Agencia Postal # 3 C. P. X5804BYA Río Cuarto Argentina.
RSC Adv. 2018 Apr 3;8(23):12535-12539. doi: 10.1039/c8ra01482e.
The present work shows the synthesis of a new type of catanionic surfactant, ModCD14-BHD, which involves an anionic amphiphilic cyclodextrin and the cationic benzyl--hexadecyldimethylammonium (BHD). It is obtained from the simple association of the cationic surfactant benzyl--hexadecyldimethylammonium chloride (BHDC) and β-cyclodextrin (β-CD) monosubstituted with an alkenyl succinate group (Mod-β-CD14). ModCD14-BHD form unilamellar vesicles spontaneously in water, while the individual components (BHDC and Mod-β-CD14) do not. The vesicles were character-ized by dynamic light scattering (DLS), transmission electron microscopy (TEM), scanning electron microscopy (SEM) and H NMR techniques. We suggest that the formation of an inclusion complex between some of the cyclodextrins units and the long hydrocarbon moiety of the cationic surfactant play a crucial role in the vesicles formation. Besides, some or the cavities are available to interact with an external guest. We think that the new surfactant molecule has properties that may lead to important applications in biomedical and pharmaceutical sciences.
本研究展示了一种新型阴阳离子表面活性剂ModCD14 - BHD的合成，它由一种阴离子两亲性环糊精和阳离子苄基十六烷基二甲基铵（BHD）组成。它是通过阳离子表面活性剂苄基十六烷基二甲基氯化铵（BHDC）与用烯基琥珀酸酯基团单取代的β - 环糊精（Mod - β - CD14）简单缔合得到的。ModCD14 - BHD在水中能自发形成单层囊泡，而其单个组分（BHDC和Mod - β - CD14）则不能。通过动态光散射（DLS）、透射电子显微镜（TEM）、扫描电子显微镜（SEM）和核磁共振氢谱（¹H NMR）技术对囊泡进行了表征。我们认为，一些环糊精单元与阳离子表面活性剂的长烃链部分之间形成包合物在囊泡形成过程中起关键作用。此外，一些空腔可用于与外部客体相互作用。我们认为这种新型表面活性剂分子具有的特性可能使其在生物医学和制药科学领域有重要应用。
