Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (9): 2764-2771.DOI: 10.6023/cjoc202004033 Previous Articles     Next Articles


力瓦衣丁·买合苏提a,c, 於俊杰b, 王琪b, 曹建国b, 黄国正a,b   

  1. a 中国科学院新疆理化技术研究所 干旱区植物资源与化学重点实验室 乌鲁木齐 830011;
    b 上海师范大学生命科学学院 上海 201418;
    c 中国科学院大学 北京 100049
  • 收稿日期:2020-04-21 修回日期:2020-06-10 发布日期:2020-07-17
  • 通讯作者: 黄国正, 曹建国;

Synthesis and Anticancer Evaluation of Amido-Derivative of Hydnocarpin D

Maihesuti Liwalidinga,c, Yu Junjieb, Wang Qib, Cao Jianguob, Huang Guozhenga,b   

  1. a Key Laboratory of Plant Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011;
    b College of Life Sciences, Shanghai Normal University, Shanghai 201418;
    c University of Chinese Academy of Sciences, Beijing 100049
  • Received:2020-04-21 Revised:2020-06-10 Published:2020-07-17

Hydnocarpins are a rare type of flavonoligan compounds occurring in nature. Because of their rarity, only a few research has been devoted on their structural modification and activity. In this work, 23-iodo hydnocarpin D was synthesized from silibinin, which is cheap and commericially available. After azidation, reduction and amidation, 15 amido-derivatives of hydnocarpin D were obtained. These compounds with regard to their anticancer activities were evaluated on three kinds of human cancer cells, and the results showed that some compounds are active on A549 with IC50 values less than 10 μmol·L-1. 23-(3,4-Dimethoxybenzamido)hydnocarpin D (6b) and 23-(2-chloro-4-fluorobenzamido)hydnocarpin D (6f) can strongly inhibit the growth of HeLa cells. 23-(4-Fluorobenzamido)hydnocarpin D (6g) and 23-[3,5-bis(trifluoromethyl)benzamido]-hydnocarpin D (6m) showed potent activity against MCF-7 cells. These preliminary results testified that the synthsis of amido-derivative of hydnocarpin D could be an option for the development of new anti-cancer drug candidates.

Key words: hydnocarpin D, silibinin, structural modification, anticancer activity