熊果酸氨基酸偶联物的合成及保肝活性

熊果酸氨基酸偶联物的合成及保肝活性

朱建勤;陈晖;陶佳颐;李燕;方唯硕

【期刊名称】《中国药物化学杂志》 【年(卷),期】2011(021)003

【摘要】目的 设计合成熊果酸28位氨基酸偶联物并测定其保肝活性.方法 以熊果酸为起始原料,首先将3位羟基进行酯保护,28位羧基与保护的氨基酸反应,然后脱保护基,得到偶联物.利用肝细胞培养和小鼠急性肝损伤CCl4、ConA筛选模型分别测定偶联物的体外、体内保肝活性.结果 与结论得到3个未见报道的化合物,其结构经核磁共振谱和质谱确定.水溶性测定结果显示3个偶联物的水溶性很低,保肝试验结果显示3个偶联物无明显的保肝活性.%Ursolic acid is a pentacyclic

triterpenoid

showing

anticancer,

anti-virus,

anti-

inflammatory, hepatoprotective and anti-microbial activities. In order to improve its water solubility so as to enhance its bioavailability, three amino acid conjugates of ursolic acid were designed and synthesized. Starting from ursolic acid,its 3-OH was protected by esterification first, and then 28-COOH reacted with the protected amino acid reagents. After deprotection, three targeted compounds,5a,5b and 5c, were obtained. These new compounds were characterized by various spectroscopic methods, including 1 H-NMR, 13C-NMR and ESI-MS. The in vitro and in vivo hepatoprotective activity was measured in GalN inducing hepatocyte injury model, and CCl4 and ConA inducing hepatocyte injury model, respectively. No apparent hepatoprotective