高等学校化学学报 ›› 2019, Vol. 40 ›› Issue (2): 262-271.doi: 10.7503/cjcu20180525

• 有机化学 • 上一篇    下一篇

1,3,4-噁二唑硫醚酰胺为核心骨架的新型多杂环分子的合成及对Cdc25B与PTP1B的抑制活性

张成路(), 宫荣庆, 杨敬怡, 孙晓娜, 李奕嶙, 王华玉, 宋府璐, 孙越冬   

  1. 辽宁师范大学化学化工学院, 大连116029
  • 收稿日期:2018-07-24 出版日期:2019-02-10 发布日期:2018-12-27
  • 作者简介:

    联系人简介: 张成路, 男, 博士, 教授, 主要从事有机合成研究. E-mail: zhangchenglu@lnnu.edu.cn

  • 基金资助:
    辽宁省教育厅科学技术项目(批准号: 2009A426)资助

Synthesis of Novel Polyheterocyclic Molecules with 1,3,4-Oxadiazole Thioetheramide as Core Framework and Their Inhibitory Activity on Cdc25B and PTP1B

ZHANG Chenglu*(), GONG Rongqing, YANG Jingyi, SUN Xiaona, LI Yilin, WANG Huayu, SONG Fulu, SUN Yuedong   

  1. College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, China
  • Received:2018-07-24 Online:2019-02-10 Published:2018-12-27
  • Contact: ZHANG Chenglu E-mail:zhangchenglu@lnnu.edu.cn
  • Supported by:
    † Supported by the Science and Technology Research Program of Department of Education of Liaoning Province, China(No. 2009A426)

摘要:

首先利用含有三嗪的芳香酰肼(3)构筑了1,3,4-噁二唑衍生物(5), 然后将化合物5与含有1,3,4-噻二唑的衍生物(6)拼合合成了18个目标分子. 利用红外光谱(IR)、 核磁共振波谱(NMR)和高分辨质谱(HRMS)等技术对其结构进行了表征. 考察了目标分子对细胞分裂周期25磷酸酯酶B(Cdc25B)和蛋白酪氨酸磷酸酯酶1B(PTP1B)的抑制活性. 结果表明, 有8个目标分子的抑制活性优于其阳性对照物, 有望成为潜在的Cdc25B抑制剂; 有12个目标分子的抑制活性优于其对照物, 有望成为潜在的PTP1B抑制剂.

关键词: 1,3,4-噁二唑, 均三嗪, 1,3,4-噻二唑, 细胞分裂周期25磷酸酯酶B, 蛋白酪氨酸磷酸酯酶1B

Abstract:

1,3,4-Oxadiazole derivatives(5) were constructed using aromatic hydrazide containing a triazines(3). Then, compound 5 was combined with the derivatives 6 containing 1,3,4-thiadiazole to synthesize eighteen target molecules. Their structures were characterized by infrared spectroscopy(IR), nuclear magnetic resonance(NMR) and high resolution mass spectrometry(HRMS). The inhibitory activities of the target molecules against cell division cycle 25B(Cdc25B) and protein tyrosine phosphatase 1B(PTP1B) were evaluated. The results showed that eight target molecules had better inhibitory activities than their positive reference and could be expected to be potential Cdc25B inhibitors; twelve target molecules had better inhibitory activities than their reference and could be expected to be potential PTP1B inhibitors.

Key words: 1, 3, 4-Oxadiazole, Triazine, 1, 3, 4-Thiadiazole, Cell division cycle 25B(Cdc25B), Protein tyrosine phosphatase 1B(PTP1B)

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