Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (6): 2393-2400.DOI: 10.6023/cjoc202101058 Previous Articles     Next Articles



张涛a, 李念先a, 周楠茜b, 马雯a, 卫海沅a, 张冰欣a, 陈亮辉a, 海广范a, 段迎超a, 白素平a,*()   

  1. a 新乡医学院药学院 河南新乡 453003
    b 河南省人民医院超声科 郑州 453003
  • 收稿日期:2021-01-31 修回日期:2021-02-26 发布日期:2021-03-04
  • 通讯作者: 白素平
  • 基金资助:
    国家自然科学基金(21672182); 河南省科技攻关(212102311026); 国家大学生创新创业训练计划(202010472018)

Design, Synthesis and Biological Evaluation of Novel Thiazole-Fused Glaucocalyxin A Derivatives

Tao Zhanga, Nianxian Lia, Nanqian Zhoub, Wen Maa, Haiyuan Weia, Bingxin Zhanga, Lianghui Chena, Guangfan Haia, Yingchao Duana, Suping Baia()   

  1. a School of Pharmacy, Xinxiang Medical University, Xinxiang, Henan 453003
    b Department of Ultrasonography, Henan Provincial Peopleʼs Hospital, Zhengzhou 450003
  • Received:2021-01-31 Revised:2021-02-26 Published:2021-03-04
  • Contact: Suping Bai
  • Supported by:
    National Natural Science Foundation of China(21672182); Science and Technology Tackling Key Project of Henan Province(212102311026); National Undergraduate Training Program for Innovation and Entrepreneurship(202010472018)

Glaucocalyxin A (GLA) is an active natural tetracyclic diterpenoid isolated from the traditional Chinese herb Isodon glaucocalyx (maxin) Hara. In this work, a series of thiazole type derivatives based on GLA were designed and prepared. Their antiproliferative activities against six tumor cell lines (HepG2, NCI-H460, JEG-3, K562, HL-60 and Hela) were evaluated in-vitro. The results revealed that the introduction of aminothiazole substructures into A-ring of the GLA could improve their antiproliferative effects significantly. Among them,N-alkyl thiazole derivatives showed remarkably activities to the six tumor cell lines. Especially, compounds6and8presented significant antitumor activities against HL-60 and Hela cell lines with IC50 as low as 0.51 µmol•L –1, which were better than the positive drug adriamycin. The apoptosis morphology and flow cytometry studies indicated that the thiazole-fused GLA derivatives could induce apoptosis of tumor cells.

Key words: glaucocalyxin A, thiazole, antitumor