Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (6): 1104-1109.DOI: 10.6023/cjoc201403025 Previous Articles     Next Articles

ARTICLE

Lycogarubin C和Lycogalic Acid A的全合成

周妮妮, 史倩, 谢志翔   

  1. 兰州大学功能有机分子化学国家重点实验室 兰州 730000
  • 收稿日期:2014-03-11 修回日期:2014-04-08 发布日期:2014-04-16
  • 通讯作者: 谢志翔 E-mail:xiezix@lzu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 21072083和 21272104)、教育部博士点基金(No. 20110211110009)、中央高校基本科研业务费专项资金(No. lzujbky-2012-56)资助项目.

Total Synthesis of Lycogarubin C and Lycogalic Acid A

Zhou Nini, Shi Qian, Xie Zhixiang   

  1. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000
  • Received:2014-03-11 Revised:2014-04-08 Published:2014-04-16
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21072083, 21272104), the Research Fund for the Doctoral Program of Higher Education of China (No. 20110211110009) and the Fundamental Research Funds for the Central Universities (No. lzujbky-2012-56).

Lycogarubin C and lycogalic acid A are key marine natural products which are used in studies on inhibitor of DNA Topoisomerase-I. With (but-3-ynyloxy)(tert-butyl)dimethylsilane as starting material, lycogarubin C was prepared in the process with 8 steps, via hetero-/retro-Diels-Alder reaction, reduction of 1,2-diazine, Swern oxidation, and Fischer indole synthesis as the key reactions, and lycogalic acid A was also obtained in the reaction of lycogarubin C with potassium hydroxide.

Key words: lycogarubin C, lycogalic acid A, hetero-/retro-Diels-Alder reaction, Swern oxidation, Fischer indole synthesis