脂酰丙氨酸酯同系凝胶因子的合成与评价叶连宝秦凌浩王晓明.DOCVIP

脂酰丙氨酸酯同系凝胶因子的合成与评价 叶连宝，秦凌浩，王晓明，胡巧红 （广东药学院 广东广州 510006） 摘要：目的 合成十四、十六、十八酰丙氨酸甲酯，并对其胶凝能力进行考察。方法 以丙氨酸甲酯，十四、十六、十八酰氯为原料，合成十四、十六、十八酰丙氨酸甲酯，采用IR、1H-NMR、MS确证其结构，对不同溶剂、不同温度及不同链长的胶凝能力进行研究。 结果 成功合成了目标化合物，该类凝胶因子可以在大多数的有机溶剂中形成凝胶，尤其是在注射用大豆油和MCT中的成胶性能较理想。 结论 合成得到目标化合物具有较好的胶凝能力，为今后使用该类凝胶因子制备超分子凝胶提供理论依据。 关键词：脂酰丙氨酸酯；凝胶因子；合成；评价 中图分类号 Synthesis and evaluation of long-chain acyl alanine methyl ester gelator Ye Lianbao, Qin Linghao, Wang Xiaoming, Hu Qiaohong (Guangdong Pharmaceutical University, Guangdong Guangzhou, 510006, China) Abstract: Objective To synthesize N-tetradecanoyl, N-hexadecanoyl and N-octadecanoyl alanine methyl ester gelator and investigate their gelling ability. Method Gelators of N-tetradecanoyl, N-hexadecanoyl and N-octadecanoyl alanine methyl ester were synthesized with alanine methyl ester, N-tetradecanoyl chloride, N-hexadecanoyl chloride and N-octadecanoyl chloride as maretials. The chemical structures of gelators were confirmed by MS, IR, 1H-NMR. gelling ability of different solvent，different temperature and different chain length were investigated. Results N-tetradecanoyl, N-hexadecanoyl and N-octadecanoyl alanine methyl ester gelators were synthesized, and can form gel in many solvents, especially in injection soyabean and MCT. Conclusions N-tetradecanoyl, N-hexadecanoyl and N-octadecanoyl alanine methyl ester gelators had good gelling ability. This research can supply theoretical foundation for preparing supermolecular gel using these gelators as mareials. Keywords: acyl alanine methyl ester; gelator; synthesis; evaluation (Supported by Foundation for Distinguished Young Talents in Higher Education of Guangdong No.2009400, Guangdong Provincial Department of Science and Technology No.2010A030200038, and Science and Technology Bureau of Guangzhou No. 2010Y1-C841). Corresponding author: Hu Qiaohong, Tel:86-20 E-mail:123628284@ 研究表明，某些小分子化合物在浓度很低的情况下，可以通过分子间氢键、π-π堆积、范德华力和静电作用等分子间作用力自组装形成三维网状结构，使大部分的非水溶剂形成凝胶，这类凝胶与使用水溶性高分子材料制备的亲水凝胶不同，因此被称为有机凝胶或超分子凝胶（