Citation: Maihesuti Liwaliding, Yu Junjie, Wang Qi, Cao Jianguo, Huang Guozheng. Synthesis and Anticancer Evaluation of Amido-Derivative of Hydnocarpin D[J]. Chinese Journal of Organic Chemistry, ;2020, 40(9): 2764-2771. doi: 10.6023/cjoc202004033 shu

Synthesis and Anticancer Evaluation of Amido-Derivative of Hydnocarpin D

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

Corresponding author: Cao Jianguo, cao101@shnu.edu.cn Huang Guozheng, guozheng.huang@yahoo.com
Received Date: 21 April 2020
Revised Date: 10 June 2020
Available Online: 15 July 2020

Figures(2)

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.
- hydnocarpin D,
- silibinin,
- structural modification,
- anticancer activity
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