Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (9): 2625-2631.DOI: 10.6023/cjoc201901039 Previous Articles     Next Articles



朱丽a,b, 杨艳秋c, 高佩佩a,b, 安雪a,b, 孙莹莹a,b, 孙晓雯a,b, 侯悦c, 单丽红a,b   

  1. a 郑州大学药学院 郑州 450001;
    b 新药创制与药物安全性评价河南省协同创新中心 郑州 450001;
    c 东北大学生命科学与健康学院 沈阳 110819
  • 收稿日期:2019-01-25 修回日期:2019-03-22 发布日期:2019-04-11
  • 通讯作者: 侯悦, 单丽红;
  • 基金资助:


Synthesis and Anti-inflammatory Activity Evaluation of 2-Dehydroepiandrosterone Benzene Methyl Derivatives

Zhu Lia,b, Yang Yanqiuc, Gao Peipeia,b, An Xuea,b, Sun Yingyinga,b, Sun Xiaowena,b, Hou Yuec, Shan Lihonga,b   

  1. a School of Pharmaceutical Sciences, Zhengzhou 450001;
    b Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou 450001;
    c College of Life and Health Sciences, Northeastern University, Shenyang 110819
  • Received:2019-01-25 Revised:2019-03-22 Published:2019-04-11
  • Contact: 10.6023/cjoc201901039;
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21402178, U1603125) and the Scientific Research Fund of Henan Province (No. 132300410195).

Alzheimer's Disease (AD) is one of the major health crises in the 21st century, and due to the complexity of its pathogenesis, there has no good solution to cure this disease. In order to find more economical and effective drugs for the treatment of neurodegenerative diseases, a series of novel 2-dehydroepiandrosterone benzathine derivatives were synthesized and their activity on the NO release of microglia cell line BV-2 activated by lipopolysaccharide (LPS), as well as their effect on cell viability were studied. The structures of the synthesized compounds were confirmed by 1H NMR, 13C NMR and HRMS. The results showed that all compounds had inhibitory effects on the NO release of LPS-activated mouse microglial cell line BV2 after 24 h of treatment, and it was dose-dependent. In particular, the IC50 values of 2-(3-chloro)benzylidene-15β,16β-methylene-androstane-4,6-diene-3,17-dione (5a) and 2-(3,4,5-trimethoxy)benzylidene-15β,16β-methylene-androstane-4,6-die-ne-3,17-dione (5j) were 2.69 and 3.28 μmol·L-1, respectively, which were better than the positive control Minocycline. The results showed that these compounds may be effective in the development of neurodegenerative diseases involving activation of microglia, and the mechanism deserved further study.

Key words: dehydroepiandrosterone, chalcone analogue, alzheimer's disease, microglia