Synthesis and Cytotoxic Activity of Novel Resveratrol-Chalcone Amide Derivatives

doi:10.6023/cjoc201708031

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (3): 648-655.DOI: 10.6023/cjoc201708031 Previous Articles Next Articles

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新型白藜芦醇-查尔酮酰胺衍生物的合成及其细胞毒活性

高慧^a, 郑喜^b, 祁燕^b, 王斯^a, 万春平^b, 饶高雄^a, 毛泽伟^a

a 云南中医学院中药学院昆明 650500;
b 云南中医学院第一附属医院中心实验室昆明 650021

收稿日期:2017-08-17 修回日期:2017-10-25 发布日期:2017-11-17
通讯作者: 万春平,E-mail:wanchunping1012@163.com;毛泽伟,E-mail:maozw@ynutcm.edu.cn E-mail:wanchunping1012@163.com;maozw@ynutcm.edu.cn
基金资助:
国家自然科学基金（Nos.81560620，81460624）、云南省应用基础研究（No.2014FZ078）和云南省科学技术厅-云南中医学院应用基础研究联合专项（No.2017FF117（-023））资助项目.

Synthesis and Cytotoxic Activity of Novel Resveratrol-Chalcone Amide Derivatives

Gao Hui^a, Zheng Xi^b, Qi Yan^b, Wang Si^a, Wan Chunping^b, Rao Gaoxiong^a, Mao Zewei^a

a College of Pharmaceutical Science, Yunnan University of Traditional Chinese Medicine, Kunming 650500;
b Central laboratory, The NO.1 Affiliated Hospital of Yunnan University of Traditional Chinese Medicine, Kunming 650021

Received:2017-08-17 Revised:2017-10-25 Published:2017-11-17
Contact: 10.6023/cjoc201708031 E-mail:wanchunping1012@163.com;maozw@ynutcm.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 81560620, 81460624), the Application Basic Research Program of Yunnan Province (No. 2014FZ078) and the Yunnan Provincial Science and Technology Department-Applied Basic Research Joint Special Funds of Yunnan University of Traditional Chinese Medicine (No. 2017FF117(-023)).

1. Synthesis and Cytotoxic Activity of Novel Resveratrol-Chalcone Amide Derivatives.PDF(2892KB)

Abstract

Resveratrol is a type of natural phenol with a broad range of good biological activities. Based on former work, in order to look for new anticancer agents, a series of novel amide compounds between resveratrol and chalcone possessing piperazine moiety have been synthesized by connecting principle of active biological groups. The structures of compounds were characterized by IR, ¹H NMR, ¹³C NMR and HRMS, and in vitro cytotoxic activity was evaluated against a panel of human tumor cell lines (Hela, A549 and SGC7901) by the 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay. The results demonstrated that amide compounds contributed good cytotoxic activity. Especially, (E)-3-(2,4-dimethoxy-6-((E)-4-methoxystyryl)phenyl)-1-(4-(N-acryloyl)piperazin-1-yl)phenylprop-2-en-1-one (9) showed the best cytotoxic activity against A549 and Hela (IC₅₀=0.26 and 7.35 μmol·L^-1, respectively), and fluorescence-activated cell sorter (FACs) analysis showed that compound 9 significantly induced apoptosis in A549 cell.

Key words: resveratrol-chalcone, amide derivatives, synthesis, cytotoxic activity

Cite this article

Gao Hui, Zheng Xi, Qi Yan, Wang Si, Wan Chunping, Rao Gaoxiong, Mao Zewei. Synthesis and Cytotoxic Activity of Novel Resveratrol-Chalcone Amide Derivatives[J]. Chin. J. Org. Chem., 2018, 38(3): 648-655.

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新型白藜芦醇-查尔酮酰胺衍生物的合成及其细胞毒活性

Synthesis and Cytotoxic Activity of Novel Resveratrol-Chalcone Amide Derivatives

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