Synthesis and Antibacterial Activity of Thienyl Chalcone Derivatives Bearing Piperazine Moiety

  • Li Yongkun ,
  • Tang Yanling ,
  • Li Minxin ,
  • Yang Xiaobi ,
  • Gao Hui ,
  • Mao Zewei
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  • College of Pharmaceutical Science, Yunnan University of Chinese Medicine, Kunming 650500

Received date: 2019-06-13

  Revised date: 2019-08-16

  Online published: 2019-09-12

Supported by

Project supported by the National Natural Science Foundation of China (No. 81560620) and the Yunnan Provincial Science and Technology Department-Applied Basic Research Joint Special Funds of Yunnan University of Chinese Medicine (No. 2017FF117(-023)).

Abstract

Chalcone derivatives are a kind of 1,3-diphenylacrylketone compounds with a broad range of biological activities. A series of new thienyl chalcone derivatives bearing piperazine moiety have been designed and prepared based on the principle of bioisosteres and molecular hybridization. Their antibacterial activities against Staphylococcus aureus Rosenbach, Escherichia coli and Bacillus subtilis were evaluated. The results showed that thienyl chalcone derivatives exhibited good selective inhibitory activities against the three tested strains, respectively. Especially, (E)-1-[4-(4-methylcinnamatemethylpiperazinyl)-phenyl]-3-(thien-2-yl)propyl-2-ketene (4b) and (E)-1-{4-[4-(2-oxophenethyl)piperazinyl]phenyl}-3-(thien-2-yl)propyl-2-kete-ne (4e) were found to be very sensitive to Bacillus subtilis, and the minimum inhibitory concentration (MIC) is 4.0 μg/mL against Bacillus subtilis.

Cite this article

Li Yongkun , Tang Yanling , Li Minxin , Yang Xiaobi , Gao Hui , Mao Zewei . Synthesis and Antibacterial Activity of Thienyl Chalcone Derivatives Bearing Piperazine Moiety[J]. Chinese Journal of Organic Chemistry, 2020 , 40(1) : 108 -114 . DOI: 10.6023/cjoc201906014

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