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目的以pH敏感的酰胺键为连接臂,制备两亲性壳聚糖衍生物。方法通过在壳聚糖2-NH2上引入疏水辛基和pH敏感的酰胺键,制备两亲性壳聚糖接枝共聚物,用FTIR、1H-NMR和13C-NMR对其结构进行表征,使用XRD、DSC对其物理性质进行分析,采用紫外-可见分光光度计和粒径仪评价其pH敏感性。结果合成了7种取代度的N-辛基-N’-(2-羧基环己甲酰基)-壳聚糖,在pH 5.0~6.0内具有pH敏感性。结论合成的pH敏感衍生物有望用于智能型药物释放系统,在体内特定部位(肿瘤、梗塞)或细胞内(内涵体、细胞质)释放包载的难溶性药物。
Aim To prepare amphiphilic chitosan derivatives by using pH-sensitive amide bond as linker. Methods Amphiphilic chitosan graft copolymers were prepared by introducing hydrophobic octyl and pH-sensitive amide bonds onto chitosan 2-NH2. Their structures were characterized by FTIR, 1H-NMR and 13C-NMR. The physical properties were analyzed by XRD and DSC. The pH sensitivity was evaluated by UV-visible spectrophotometer and particle size analyzer. Results Seven kinds of substituted N - octyl - N ’- (2 - carboxycyclohexanecarboxy) - chitosan were synthesized and have pH sensitivity in pH 5.0 ~ 6.0. CONCLUSIONS The synthetic pH-sensitive derivatives are expected to be used in intelligent drug delivery systems to release entrapped, poorly soluble drugs in specific parts of the body (tumor, infarct) or intracellular (endosomes, cytoplasm).