Department of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, 300071, PR China.
Chemistry. 2012 Apr 2;18(14):4208-15. doi: 10.1002/chem.201103445. Epub 2012 Feb 28.
A multiple supramolecular assembly, in which a folic acid-modified β-cyclodextrin (1) acted as a target unit, an adamantanyl porphyrin (2) acted as a linker unit, and graphene oxide acted as a carrier unit, was successfully fabricated through non-covalent interactions and comprehensively investigated by means of UV/Vis, fluorescence, and X-ray photoelectron spectroscopies, and electron microscopy. Significantly, the graphene oxide unit could associate with the anticancer drug doxorubicin through π-π interactions, and the folic acid-modified β-cyclodextrin unit could recognize the folic acid receptors in cancer cells. Owing to the cooperative contribution of these three units, the resulting multiple supramolecular assembly, after association with doxorubicin, exhibited better drug activity and much lower toxicity than free doxorubicin in vivo.
一种多重超分子组装体,其中叶酸修饰的β-环糊精(1)作为靶单元,金刚烷卟啉(2)作为连接单元,氧化石墨烯作为载体单元,通过非共价相互作用成功制备,并通过紫外/可见分光光度法、荧光光谱法和 X 射线光电子能谱法以及电子显微镜进行了全面研究。值得注意的是,氧化石墨烯单元可以通过π-π 相互作用与抗癌药物阿霉素结合,叶酸修饰的β-环糊精单元可以识别癌细胞中的叶酸受体。由于这三个单元的协同作用,所得的多重超分子组装体与阿霉素结合后,在体内表现出比游离阿霉素更好的药物活性和低得多的毒性。