摘要
目的:建立龙胆苦苷乙酰化结构修饰的技术工艺并考察其乙酰化产物的理化特性。方法:以反应时间、反应温度、乙酸酐与龙胆苦苷的摩尔比为考察因素,通过正交试验优选龙胆苦苷乙酰化结构修饰的技术工艺,并对显著影响因素进行单因素试验考察;通过表观油/水分配系数、稳定性试验及粉体学基本性质等的考察探讨龙胆苦苷乙酰化产物的理化特性。结果:最佳乙酰化工艺为以吡啶为催化剂,乙酸酐为乙酰化剂,乙酸酐-龙胆苦苷(10∶1),20℃反应12 h;乙酰化产物得率94.02%。纯化物经紫外光谱、质谱等鉴定为四乙酰化龙胆苦苷,其在水中的表观油/水分配系数(P)的lg P=1.40,P随p H增大而降低;乙酰化龙胆苦苷对高温和酸敏感、对高湿和强光不敏感、流动性欠佳。结论:龙胆苦苷的乙酰化结构修饰工艺稳定可控。其乙酰化产物体内吸收特性优于龙胆苦苷本身,可有效提高后者的生物利用度。
Objective： To establish the structural modified technology of gentiopicroside, and investigate the physicochemical properties of its acetylated product. Method： Orthogonal test was adopted to optimize the structural modified technology of gentiopicroside with reaction time,reaction temperature and molar ratio of acetic anhydride-gentiopicroside as factors,then single factor test was designed for optimizing the most significant factor. The apparent oil / water partition coefficient,stability test and powder properties were studied for investigating the physicochemical properties of the acetylated product. Result： Optimum acetylation process was established with pyridine as catalyst, acetic anhydride as acetylation agent, molar ratio of acetic anhydridegentiopicroside（ 10 ∶ 1）, reaction at 20 ℃ for 12 hours. Yield of the acetylated product was 94. 02%. The reaction product, purified by silica gel column chromatography, was determined to be tetra-acetylated gentiopicroside by ultraviolet spectrum and mass spectrum; lg P of the apparent oil / water partition coefficient（ P）was 1. 40,P reduced with increasing p H value. Tetra-acetyl gentiopicroside was sensitive to high temperature and acid,not sensitive to high humidity and strong light. Tetra-acetyl gentiopicroside had poor liquidity. Conclusion：The optimized technology for structural modification of gentiopicroside is stable and controllable. Absorption characteristics of the acetylated product in vivo is better than that of gentiopicroside, which can improve its bioavailability.
出处
《中国实验方剂学杂志》
CAS
CSCD
北大核心
2016年第18期13-16,共4页
Chinese Journal of Experimental Traditional Medical Formulae
基金
江西省卫生厅中医药科研计划项目(2012A150)
关键词
龙胆苦苷
理化性质
乙酰化
结构修饰
gentiopicroside
physicochemical properties
acetylation
structural modification
