Muñoz Antonio, Illescas Beatriz M, Luczkowiak Joanna, Lasala Fátima, Ribeiro-Viana Renato, Rojo Javier, Delgado Rafael, Martín Nazario
Departamento de Química Orgánica, Fac. C.C. Químicas, Universidad Complutense de Madrid, Av. Complutense s/n, 28040 Madrid, Spain.
J Mater Chem B. 2017 Aug 28;5(32):6566-6571. doi: 10.1039/c7tb01379e. Epub 2017 Aug 4.
A series of amphiphilic glycodendro[60]fullerene monoadducts were efficiently synthesized using the CuAAC "click chemistry" approach. These glycodendrofullerenes can self-assemble in aqueous media, in a process favoured through π-π interactions between the [60]fullerene moieties. This aggregation process leads to big and well-defined compact micelles with a uniform size and spherical-shape. The supramolecular aggregates were characterized using electronic microscopy (SEM and TEM), light scattering methods (DLS) and X-ray methodologies (SAXS and XRD). The antiviral efficiency of these aggregates has been tested in an experimental infection assay using Ebola virus glycoprotein (EboGP) pseudotyped viral particles on Jurkat cells overexpressing DC-SIGN and an improvement in the IC value with respect to other systems endowed with a higher number of carbohydrate ligands is observed.
采用铜催化的叠氮化物-炔烃环加成（CuAAC）“点击化学”方法高效合成了一系列两亲性糖树枝状[60]富勒烯单加合物。这些糖树枝状富勒烯能够在水性介质中自组装，该过程因[60]富勒烯部分之间的π-π相互作用而受到促进。这种聚集过程导致形成尺寸均匀且呈球形的大的、结构明确的紧密胶束。使用电子显微镜（扫描电子显微镜和透射电子显微镜）、光散射方法（动态光散射）和X射线方法（小角X射线散射和X射线衍射）对超分子聚集体进行了表征。在使用埃博拉病毒糖蛋白（EboGP）假型病毒颗粒对过表达DC-SIGN的Jurkat细胞进行的实验感染试验中测试了这些聚集体的抗病毒效率，并且观察到相对于具有更多碳水化合物配体的其他系统，其半数抑制浓度（IC）值有所改善。
