N-辛基-O-聚乙二醇壳聚糖衍生物的制备与表征

以自然界富有的天然壳聚糖为原料,在其分子结构的2位—NH2上引入部分疏水性辛基,并对其余的—NH2进行有效保护;然后在3,6位的—OH上引入亲水性聚乙二醇基团,合成了具有两亲性的N-辛基-O-聚乙二醇壳聚糖衍生物。通过FTIR,1HNMR和元素分析对衍生物的分子结构和N-位、O-位取代度进行了表征。该壳聚糖衍生物具有两亲性,水溶性好,且分子结构中保留了可用于后续交联反应的活性—NH2,在制备两亲性壳聚糖微球型药物载体领域具有潜在的应用价值。

Preparation and Characterization of N-Octyl-O-poly (Ethylene Glycol) Chitosan Derivatives

An amphiphilic N-octyl-O-poly(ethylene glycol) chitosan was prepared by grafting successively octyl groups onto amino groups at C-2 position as hydrophobic moieties and polyethylene glycol(PEG) groups onto hydroxyl groups at C-6,C-3 as hydrophilic ones.A certain amount of —NH2 was retained in the structure of chitosan derivatives through the protection by phthalic anhydride.The chemical structures and degree of N-and O-substitution of chitosan derivatives were characterized by FTIR,1HNMR and elementary analysis.The amphiphilic property for the convenient self-assembly and the preserved —NH2 groups for the progressive chemical cross-linking make the resultant N-octyl-O-PEG chitosan soluble in water and potentially applicable in preparing the stable chitosan hollow microspheres as drug-carriers.