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Medicinal Chemistry Research

, Volume 26, Issue 12, pp 3216–3227 | Cite as

Microwave-assisted synthesis, characterization and bioassay of acylhydrazone derivatives as influenza neuraminidase inhibitors

  • Mengwu Xiao
  • Jiao Ye
  • Wenwen Lian
  • Meng Zhang
  • Beibei Li
  • Ailin Liu
  • Aixi Hu
Original Research

Abstract

A series of acylhydrazone derivatives (4a4s) were synthesized via microwave irradiation with short reaction time and good yields. The crystal structure of compound 4j was further determined by single-crystal X-ray diffraction. All of the derivatives were evaluated in vitro for influenza neuraminidase inhibitory activities. Among them, compounds 4l and 4n showed the most potent activity with IC50 values of 59.86 and 49.97 μM, respectively. Molecular docking was performed to study the interactions between the protein and compound 4n. The docking result revealed the potential dual-site binding model of the title compounds (“430 cavity-Linker-SA cavity” model) which provided a new idea for the design of novel influenza neuraminidase inhibitors.

Keywords

Acylhydrazone Neuraminidase inhibitory activity Microwave-assisted synthesis Docking 

Notes

Compliance with ethical standards

Conflict of interests

The authors declare that they have no competing interests.

Supplementary material

44_2017_2015_MOESM1_ESM.doc (2.8 mb)
Supplementary Material

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Copyright information

© Springer Science+Business Media, LLC 2017

Authors and Affiliations

  1. 1.College of Chemistry and Chemical EngineeringHunan UniversityChangshaChina
  2. 2.Institute of Materia MedicaChinese Academy of Medical Sciences and Peking Union Medical CollegeBeijingChina

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