Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (3): 648-655.DOI: 10.6023/cjoc201708031 Previous Articles     Next Articles



高慧a, 郑喜b, 祁燕b, 王斯a, 万春平b, 饶高雄a, 毛泽伟a   

  1. a 云南中医学院中药学院 昆明 650500;
    b 云南中医学院第一附属医院中心实验室 昆明 650021
  • 收稿日期:2017-08-17 修回日期:2017-10-25 发布日期:2017-11-17
  • 通讯作者: 万春平,;毛泽伟,;
  • 基金资助:


Synthesis and Cytotoxic Activity of Novel Resveratrol-Chalcone Amide Derivatives

Gao Huia, Zheng Xib, Qi Yanb, Wang Sia, Wan Chunpingb, Rao Gaoxionga, Mao Zeweia   

  1. a College of Pharmaceutical Science, Yunnan University of Traditional Chinese Medicine, Kunming 650500;
    b Central laboratory, The NO.1 Affiliated Hospital of Yunnan University of Traditional Chinese Medicine, Kunming 650021
  • Received:2017-08-17 Revised:2017-10-25 Published:2017-11-17
  • Contact: 10.6023/cjoc201708031;
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 81560620, 81460624), the Application Basic Research Program of Yunnan Province (No. 2014FZ078) and the Yunnan Provincial Science and Technology Department-Applied Basic Research Joint Special Funds of Yunnan University of Traditional Chinese Medicine (No. 2017FF117(-023)).

Resveratrol is a type of natural phenol with a broad range of good biological activities. Based on former work, in order to look for new anticancer agents, a series of novel amide compounds between resveratrol and chalcone possessing piperazine moiety have been synthesized by connecting principle of active biological groups. The structures of compounds were characterized by IR, 1H NMR, 13C NMR and HRMS, and in vitro cytotoxic activity was evaluated against a panel of human tumor cell lines (Hela, A549 and SGC7901) by the 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay. The results demonstrated that amide compounds contributed good cytotoxic activity. Especially, (E)-3-(2,4-dimethoxy-6-((E)-4-methoxystyryl)phenyl)-1-(4-(N-acryloyl)piperazin-1-yl)phenylprop-2-en-1-one (9) showed the best cytotoxic activity against A549 and Hela (IC50=0.26 and 7.35 μmol·L-1, respectively), and fluorescence-activated cell sorter (FACs) analysis showed that compound 9 significantly induced apoptosis in A549 cell.

Key words: resveratrol-chalcone, amide derivatives, synthesis, cytotoxic activity