Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (6): 2126-2135.DOI: 10.6023/cjoc202209040 Previous Articles     Next Articles


庞盼杏a, 宁蓉a, 祝创a, 黄文洁a, 马献力a, 蒋彩娜a, 李芳耀a,*(), 周小群b,*()   

  1. a 桂林医学院药学院 广西桂林 541004
    b 桂林医学院人文与管理学院 广西桂林 541004
  • 收稿日期:2022-09-30 修回日期:2022-12-11 发布日期:2023-01-11
  • 作者简介:
  • 基金资助:
    国家级大学生创新创业训练计划(202010601021); 广西高校中青年科研基础能力提升(2019KY051); 广西自然科学基金(2018GXNSFAA281200); 桂林市科学研究与技术开发计划(20210227-1)

Synthesis and in Vitro Antitumor Activity of Matrine Semicarbazide Derivatives

Panxing Panga, Rong Ninga, Chuang Zhua, Wenjie Huanga, Xianli Maa, Caina Jianga, Fangyao Lia,*(), Xiaoqun Zhoub,*()   

  1. a School of Pharmacy, Guilin Medical University, Guilin, Guangxi 541004
    b College of Humanities and Management, Guilin Medical University, Guilin, Guangxi 541004
  • Received:2022-09-30 Revised:2022-12-11 Published:2023-01-11
  • Contact: E-mail:;
  • About author:
    These authors contributed equally to this work
  • Supported by:
    National Innovation and Entrepreneurship Training Program for College Students(202010601021); Guangxi Young and Middle-Aged Scientific Research Basic Ability Improvement Project for Colleges and Universities(2019KY051); Natural Science Foundation of Guangxi Province(2018GXNSFAA281200); Project for Science Research and Technology Development of Guilin City(20210227-1)

In order to search for novel antitumor drugs with high efficiency and low toxicity, matrine semicarbazide derivatives were designed and synthesized. The antiproliferative activities of target compounds in four human cancer cell lines of A549 (lung), HepG2 (liver), Hela (epithelial cervical), MGC-803 (gastric) and a human normal cell of L-O2 (liver) were evaluated by methyl thiazolyl tetrazolium (MTT) assay. Biological screening results demonstrated that most of the derivatives exhibited more potent cytotoxicity against tumor cell lines superior to parent compound matrine. Among them, compounds of 14-formyl-15-chloro-matrine N-(3-chlorophenyl) semicarbazide (6c) and 14-formyl-15-chloro-matrine N-(3-nitrophenyl) semicarbazide (6f) displayed better antiproliferative activity with IC50 values of (11.70±0.25) and (15.61±0.07) μmol/L toward A549 cells compared with camptothecin, and with IC50 values of (11.32±1.07) and (9.27±2.03) μmol/L against MGC-803 cells. Moreover, they exhibited lower cytotoxicity against human normal liver cell line L-O2. Flow cytometry and JC-1 mitochondrial membrane potential detection showed that compound 6f could induce apoptosis of MGC803 cells and reduce the mitochondrial membrane potential. It would provide a new idea for the structural modification of matrine.

Key words: matrine, semicarbazide, synthesis, in vitro antitumor activity