大学化学 >> 2022, Vol. 37 >> Issue (1): 2104034.doi: 10.3866/PKU.DXHX202104034

化学实验 上一篇    下一篇

喹喔啉酮类JNK3抗肿瘤抑制剂的绿色合成——推荐一个综合化学实验

金梦诗, 沈佳斌, 徐骏, 章鹏飞, 李万梅()   

  • 收稿日期:2021-04-13 录用日期:2021-05-20 发布日期:2021-05-25
  • 通讯作者: 李万梅 E-mail:liwanmei@hznu.edu.cn
  • 作者简介:李万梅, Email: liwanmei@hznu.edu.cn
  • 基金资助:
    2020年度省级线上线下混合式一流课程有机化学;浙江省高等教育学会课题;国家级一流本科专业建设点项目(2019年度)

Green Synthesis of Anticancer Quinoxalinone JNK3 Inhibitors: A Proposed Comprehensive Chemical Experiment

Mengshi Jin, Jiabin Shen, Jun Xu, Pengfei Zhang, Wanmei Li()   

  • Received:2021-04-13 Accepted:2021-05-20 Published:2021-05-25
  • Contact: Wanmei Li E-mail:liwanmei@hznu.edu.cn

摘要:

介绍一个涵盖有机合成、药物化学与仪器分析等学科的研究探索型综合实验,本实验选择具有抗癌、抗菌、抗糖尿病和抗病毒活性的喹喔啉酮类烯胺酮分子作为合成与研究对象,首次使用可循环的酸性树脂Amberlyst 15为非均相催化剂,在可见光的协同催化下,利用Mannich反应一步合成喹喔啉酮类JNK3(c-Jun N-terminal kinase 3)抑制剂。本实验取材于学科前沿热点且已有较多验证的研究前沿成果,不仅有助于学生可以学习到经典Mannich反应的实验操作方法,巩固了专业知识的理解,同时也紧跟时事,学习非均相催化和光催化的相关知识,结合拓展阅读,提高了他们的探索创新意识。建议纳入本科高年级和研究生低年级的“综合化学实验”课程。

关键词: Mannich反应, 烯胺酮, 喹喔啉酮, 光催化, 非均相催化

Abstract:

This study illustrates an exploratory comprehensive experiment covering organic, medicinal chemistry and instrumental analysis. In this experiment, (Z)-enaminones with a 3, 4-dihydroquinoxalin-2(1H)-one with anticancer, antibacterial, antidiabetic and antiviral activities was selected as the synthesis and research object. The first use of a recyclable acid resin (Amberlyst 15) as heterogeneous catalyst, under the coordination of visible light catalysis, one step synthesis anticancer quinoxalinone JNK3 inhibitors. Based on validated studies in the hot frontier, this experiment helps students to learn the experimental method of classical Mannich reaction, and strengthen the understanding of professional knowledge; it also helps students to study heterogeneous catalytic and optical knowledge based on the most recent advance; students' exploration innovation consciousness is improved by combining with the expanded reading. It is suggested that the course of "Comprehensive Chemistry Laboratory" should be included in senior undergraduate and junior graduate students.

Key words: Mannich reaction, Enaminones, Quinoxalin-2(1H)-one, Photocatalysis, Heterogeneous catalysis

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