摘要
目的合成一种自组装超分子有机凝胶因子——棕榈酰-苯丙氨酸甲酯(C16-L-Phe-OMe),并对其进行结构表征和性质考察。方法以L-苯丙氨酸甲酯盐酸盐为母核、棕榈酰氯为酰化剂,合成棕榈酰-苯丙氨酸甲酯凝胶因子,采用IR、^1H-NMR、MS等手段对其结构进行表征,并考察其熔点、在各种植物油中的最低胶凝浓度、相转变温度等凝胶行为。结果IR、^1H-NMR、MS等分析结果表明合成物质的结构为棕榈酰-苯丙氨酸甲酯,产率为73.40%,熔程为71.5~72.3℃,室温下在橄榄油、一级大豆油、葵花油、大豆油、花生油中的最低胶凝浓度分别为150、160、160、170、190g·L^-1,相转变温度随凝胶因子浓度的增加而升高。结论 C16-L-Phe-OMe的制备工艺简单,在橄榄油、一级大豆油、葵花油中具有很强的胶凝能力,是一种优良的有机凝胶因子,适于作为药物控释载体。
Objective To synthesize N-palmityl-L-phenylalanine methyl ester(C16-L-Phe-OMe)a kind of self-assembled supramolecular gelator,and characterize its structure and property.Methods Using L-phenylalanine methyl ester and palmityl chloride as materials,gelator of C16-L-Phe-OMe was synthesized.Its structure was characterized by IR,1 H-NMR and MS.Its melting point,minimal gelation concentration and phase transition temperature in some kinds of vegetable oil were determined.Results The results of IR,^1H-NMR and MS showed that C16-L-Phe-OMe was successfully synthesized.The productivity was 73.40%.The melting point was 71.5-72.3℃ and the minimal gelation concentration in olive oil,refined soybean oil,sunflower oil,soybean oil and peanut oil was 150,160,160,170 and 190g·L^-1,respectively at room temperature.The phase transition temperature increased with increasing concentration of C16-L-Phe-OMe.Conclusion The preparation process of C16-LPhe-OMe was flexible.The gelation ability of C16-L-Phe-OMe was very good in olive oil,refined soybean oil and sunflower oil.It was a good organogel gelator and a suitable controlled release drug carrier.
出处
《中国药事》
CAS
2014年第10期1143-1147,共5页
Chinese Pharmaceutical Affairs
基金
自组装超分子有机凝胶给药系统的研究(编号2010Y1-C841)
关键词
药物控释载体
棕榈酰-苯丙氨酸甲酯
超分子有机凝胶
凝胶因子
最低胶凝浓度
相转变温度
controlled release drug carrier
Palmitoyl-phenylalanine methyl ester
supramolecular organogel
gelator
minimal gelation concentration
phase transition temperature