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Chinese Journal of Organic Chemistry >

2021 , Vol. 41 >Issue 9: 3675 - 3681

DOI: https://doi.org/10.6023/cjoc202105014

ARTICLES

Synthesis and Bioactivity of Tropone Derivatives as Potential Compounds against Human Gastric Cancer Cells Growth

  • Jiyan Shao ,
  • Zhijie Li ,
  • Yajun Wang ,
  • Yuyan Xiong ,
  • Xiangdong Hu
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  • a Key Laboratory of Synthetic and National Functional Molecule Chemistry of Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an 710127
    b Key Laboratory of Resource Biology and Biotechnology in Western China, Ministry of Education, School of Medicine, Northwest University, Xi'an 710069
† (These authors contributed equally to this work).
* Corresponding authors. E-mail: ;

Received date: 2021-05-10

  Revised date: 2021-05-31

  Online published: 2021-06-17

Supported by

National Science Foundation of China(21772153); National Science Foundation of China(22071192); Science and Technology Department of Shaanxi Province(2019JM-151); Key Science and Technology Innovation Team of Shaanxi Province(2017KCT-37); Natural Science Foundation of Shaanxi Province(2020JQ-611); Special Scientific Research Plan for Emergency Public Health Safety 2020 of Shaanxi Provincial Department of Education(20JG034); High-level Talent Programs of Shaanxi Province.

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Abstract

Based on the strategy of Au-catalyzed oxidative ring expansion of six-membered rings, the synthesis of a series of tropone derivatives was achieved. It was disclosed that tropone derivatives ethyl 2-hydroxy-3,6-dimethyl-5-oxocyclohepta- 1,3,6-triene-1-carboxylate (3), ethyl 3,6-dimethyl-7-oxo-4-(((trifluoromethyl)sulfonyl)oxy)cyclohepta-1,3,5-triene-1-carboxylate (9), and ethyl 3,6-dimethyl-7-oxo-4-vinylcyclohepta-1,3,5-triene-1-carboxylate (10) displayed antiproliferative activity against human gastric cancer cells MGC-27. Compound 9, which possesses relatively better activity, didn't show relationship between its antiproliferative activity and the apoptosis of gastric cancer cells MGC-27.

Key words： tropone; seven-membered aromatic ring; gastric cancer; bioactivity

Cite this article

Jiyan Shao , Zhijie Li , Yajun Wang , Yuyan Xiong , Xiangdong Hu . Synthesis and Bioactivity of Tropone Derivatives as Potential Compounds against Human Gastric Cancer Cells Growth[J]. Chinese Journal of Organic Chemistry, 2021 , 41(9) : 3675 -3681 . DOI: 10.6023/cjoc202105014

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