熊果酸和齐墩果酸为同分异构体，同属五环三萜类化合物，具有多种生物活性，如抗肿瘤、抗HIV、抗炎、降糖、保肝、抗疟等生物活性。本文以具有一定生物活性的熊果酸和齐墩果酸为先导化合物，通过对它们C-28位甲酯化及C-3位导入D-苯甘氨酸，共设计合成了4种未见报道的熊果酸、齐墩果酸衍生物，利用IR和1H NMR波谱技术对其结构进行了表征。然后对目标产物进行了人神经胶质瘤U87△GEFR细胞和人肺癌细胞PC9/G体外抗癌活性测试。结果表明U-3对两种癌细胞的抑制作用明显优于熊果酸和齐墩果酸。%Ursolic acid and oleanolic acid are isomers and they both belong to the compound of pentacyclic triterpenoids. They show many biological activities, such as anti-tumor, anti-HIV, anti-inflammatory, hypoglycemic, hepatoprotective, antimalarial and many other kinds of pharmacological effects. We take the natural product ursolic acid and oleanolic acid which with biological activity as the lead compounds for modifying their structures in this paper, four novel ursolic acid and oleanolic acid derivatives were designed and synthesized through methyl esterification at C-28 of ursolic acid and oleanolic acid , and introducing D-phenylglycine at C-3. Structures of all target compounds were confirmed by IR and 1H NMR. These compounds were tested anticancer activity, which were human glioma cell U87△GEFR and human lung cancer cells PC9/G. The results showed that U-3 displayed higher inhibitory activity than ursolic acid and oleanolic acid for these two kinds of cancer cells.
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