Synthesis, characterization, and antimicrobial activity of novel heterocyclic compounds containing a ferrocene unit via Michael addition reaction

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• 作者：Yuting Liu ; Hanli Zhang ; Dawei Yin ; Dan Chen
• 关键词：Heterocyclic compounds ; Ferrocenylchalcone ; Pyrazolyl amine ; Triazolyl amine ; Synthesis ; Michael addition reaction ; Antimicrobial activity
• 刊名：Research on Chemical Intermediates
• 出版年：2015
• 出版时间：June 2015
• 年：2015
• 卷：41
• 期：6
• 页码：3793-3801
• 全文大小：442 KB
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• 作者单位：Yuting Liu (1) (2)
  Hanli Zhang (1) (2)
  Dawei Yin (1) (2)
  Dan Chen (1) (2)
  
  1. Key Laboratory of Auxiliary Chemistry & Technology for Chemical Industry, Ministry of Education, Shaanxi University of Science & Technology, Xi’an, 710021, Shaanxi, China
  2. School of Chemistry and Chemical Engineering, Shaanxi University of Science & Technology, Xi’an, 710021, Shaanxi, China
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Catalysis
  Physical Chemistry
  Inorganic Chemistry
  
• 出版者：Springer Netherlands
• ISSN：1568-5675

文摘

A series of novel heterocyclic compounds containing a ferrocene unit were synthesized by reacting ferrocenylchalcone with pyrazolyl amine or triazolyl amine via Michael addition reaction. A novel synthetic route of ferrocenylchalcones was developed in which cinnamic acid and ferrocene were used as starting materials and phosphorus pentachloride was used as acylating agent. The structure of these newly synthesized compounds was confirmed by IR, elemental analysis, 1H NMR, and 13C NMR. The antibacterial activity and minimum inhibitory concentration (MIC) of all compounds were screened for Escherichia coli, Saccharomyces aureus, Streptococcus, Actinomycete, and Saccharomyces cerevisiae in vitro by filter paper disc diffusion method, and agar dilution method, respectively. The compounds 4a-strong class="EmphasisTypeBold">c exhibited moderate to excellent antibacterial activity in comparison to Ampicillin used as reference drug and MIC values between 1 and 64?μg/mL. Among these tested compounds, 4a, 4b show the best inhibitory activity.