Citation: Gao Hui, Zheng Xi, Zhu Ping, Wang Si, Wan Chunping, Rao Gaoxiong, Mao Zewei. Synthesis and Biological Evaluation of Novel Substituted Chalcone-piperazine Derivatives[J]. Chinese Journal of Organic Chemistry, ;2018, 38(3): 684-691. doi: 10.6023/cjoc201707034 shu

Synthesis and Biological Evaluation of Novel Substituted Chalcone-piperazine Derivatives

Gao Hui ^a,† ,
Zheng Xi ^b,† ,
Zhu Ping ^a ,
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

Corresponding author: Wan Chunping, wanchunping1012@163.com Mao Zewei, maozw@ynutcm.edu.cn
Received Date: 30 July 2017
Revised Date: 24 October 2017
Available Online: 15 March 2017
Fund Project: the Application Basic Research Program of Yunnan Province 2014FZ078the National Natural Science Foundation of China 81560620Project 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)]the National Natural Science Foundation of China 81460624the Yunnan Provincial Science and Technology Department-Applied Basic Research Joint Special Funds of Yunnan University of Traditional Chinese Medicine 2017FF117（-023）

Figures(3)

A series of novel substituted chalcone-piperazine derivatives have been synthesized, and screened in vitro anti-inflammatory in lipopolysaccharide (LPS)-stimulated RAW-264.7 macrophages and cytotoxic activity against 3 strains human tumor cell lines. The results demonstrated that the substituents of the core ring and the NH group of piperazine ring had obvious influences on biological activities. Especially, 3, 4, 5-trimethoxy-4'-[N-(2-oxopropyl)-1-piperazinyl]chalcone (11) showed better inhibitory effect on the generation of NO (IC₅₀=3.81 μmol/L), and 4-bromo-4'-[N-(4'-methyl-2-oxophenylethyl)-1-piperazinyl]chalcone (25) displayed good cytotoxic activity against A549, Hela and sk-ov-3 (IC₅₀=0.54, 0.05 and 9.12 μmol/L, respectively).
- chalcone-piperazine derivatives,
- anti-inflammatory activity,
- cytotoxic activity
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