Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (08): 1450-1458.DOI: 10.6023/cjoc201204018 Previous Articles     Next Articles

Articles

藤黄酸衍生物的合成及抗肿瘤活性研究

张生烈a,b, 李乾a,b, 张磊a,b, 孙昊鹏a,b, 尤启冬a,b,c   

  1. a 天然药物活性组分与药效国家重点实验室 中国药科大学 南京 210009;
    b 中国药科大学药物化学教研室 南京 210009;
    c 江苏省肿瘤发生与干预重点实验室 中国药科大学 南京 210009
  • 收稿日期:2012-04-18 修回日期:2012-05-09 发布日期:2012-05-11
  • 通讯作者: 孙昊鹏, 尤启冬 E-mail:youqidong@gmail.com;sunhaopeng@163.com
  • 基金资助:

    国家自然科学基金(No. 90713038)和重大新药创制科技重大专项(No. 2009ZX09501-003)资助项目.

Synthesis and Bioevaluation of Gambogic Acid Derivatives as Antitumor Agents

Zhang Shengliea,b, Li Qiana,b, Zhang Leia,b, Sun Haopenga,b, You Qidonga,b,c   

  1. a State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009;
    b Department of Medicinal Chemstry, China Pharmaceutical University, Nanjing 210009;
    c Jiangsu Key Laboratory of Carcinogenesis and Intervention, China Pharmaceutical University, Nanjing 210009
  • Received:2012-04-18 Revised:2012-05-09 Published:2012-05-11
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 90713038) and the National Key Program for New Drug Development (No. 2009ZX09501-003).

Seventeen new compounds were synthesized from gambogic acid (GA) with the structural modification of C-32. The reaction steps included selective epoxidation, periodate oxidation, methylation, Jones oxidation, different conditions of esterification, amidation, etc. The structures of target compounds were confirmed by NMR, IR and MS/ESI techniques. Their antitumor activities were evaluated in vitro by MTT assay. The results showed that compounds 5, 7, 8 and 13 were more potent than GA to human hepatoma cells (HepG2) and colon carcinoma cells (HCT-116).

Key words: gambogic acid, derivative, synthesis, antitumor, biological activity