Citation: Xu Haiwei, Li Yuanyuan, Dong Hangqi, Meng Xia, Zhao Lingjie, Lü Chuntao, Wang Zhenya, Jin Chengyun. Design and Synthesis of Novel Butenolide Derivatives and Inducing Apoptosis in Gastric Cancer Cells[J]. Chinese Journal of Organic Chemistry, ;2020, 40(1): 69-77. doi: 10.6023/cjoc201907018 shu

Design and Synthesis of Novel Butenolide Derivatives and Inducing Apoptosis in Gastric Cancer Cells

Key Laboratory of Drug Preparation Technologies, Ministry of Education, Key Laboratory of Henan Province for Drug Quality Control and Evaluation, Collaborative Innovation Center of New Drug Research and Safety Evaluation, School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001

Corresponding author: Wang Zhenya, barton118@163.com Jin Chengyun, cyjin@zzu.edu.cn
Received Date: 12 July 2019
Revised Date: 14 August 2019
Available Online: 18 January 2019
Fund Project: the Scientific Innovation Talent Award from the Department of Education of Henan Province 15HASTIT036Project supported by the Natural Science Foundation of Henan Province (No. 182300410367), and the Scientific Innovation Talent Award from the Department of Education of Henan Province (No. 15HASTIT036)the Natural Science Foundation of Henan Province 182300410367

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A new method of preparation for natural product Uncinine was reported. According to the method, a series of novel butenolides derivatives were designed and synthesized based on the natural product Uncinine. Most of the synthetic compounds showed significant anti proliferation activity against MGC-803. Among of them, (Z)-5-(4-(tert-butyl)-benzylidene)-3-(morpholinomethyl)furan-2(5H)-one (9l) showed potent anticancer effect with IC₅₀ of 2.9 μmol/L in gastric cancer cell MGC803 and showed good selectivity to gastric cancer cells MGC803, HGC27, SGC7901 and less cytotoxicity in normal gastric epithelial cell line (GES1). The research on the molecular level suggests that the mechanism of compound 9l inducing apoptosis in gastric cancer cells is partially dependent on activation of caspase-9/3.
- butenolide,
- synthesis,
- gastric cancer,
- 1poptosis, caspase
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沈阳化工大学材料科学与工程学院沈阳 110142