外层接环糊精的树枝状聚酰胺-胺的合成与表征

Synthesis and Characterization of Novel Polyamidoamine Dendrimer with β-Cyclodextrin on Their Periphery

研究通过多次重复麦克尔加成和酯的酰胺化两步反应得到不同代数的树枝状聚酰胺-胺(PA-MAM);对β-环糊精(β-CD)采用磺酰化和氨化两步改性反应得到氨化的β-CD衍生物(β-CD-6-E);利用酯的胺解反应,首次将β-CD-6-E接枝到半代的PAMAM表层,得到环糊精修饰的树枝状聚酰胺-胺(PA-MAM-g-β-CD)。通过FT-IR、NMR、DSC、元素分析、动态激光光散射粒度仪等方法对所合成的产物进行了表征。结果表明,合成产物的结构与设计结构吻合,2.5代PAMAM的粒径约为2.13 nm,外层接β-CD后其粒径增大到4.51 nm。

Novel polymer carriers for controlled drug delivery were developed via a combination of polyamidoamine（PAMAM） dendrimers and β-cyclodextrin（β-CD） as external layer. At first, PAMAM dendrimers with generations 1 to 5 were synthesized on the basis of the exhaustive Michael addition and the exhaustive amidation reactions with repeating alternatively. 6-o-Tosyl- β-cyclodextrin （β-CD-6-OTs） was prepared by the reaction of β-CD with p-toluenesulfonyl chloride in the presence of sodium hydroxide using water as the solvent. And β-CD-6-OTs obtained was further aminated by ethylenediamine. The dendrimer derivatives consisting of a dendritic PA- MAM core and β-CD grafts were synthesized by amidation reaction. Their macromolecular structures were characterized by FT-IR, 1H-NMR, βC-NMR, DSC and particle size analyses. The results indicate that the dendrimer derivatives have been synthesized, the particle size of 2.5G PA- MAM dendrimer is about 2.13 nm, and the particle size distribution of PAMAM-g-β-CD is about 4.51 nm. owing to the special structure, the PAMAM-g-β-CD dendrimers may be used as novel controlled polymer drug delivery systems.