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Medicinal Chemistry Research

, Volume 25, Issue 2, pp 356–368 | Cite as

Design, synthesis and neuraminidase inhibitory activity of N-(5-benzyl-4-(tert-butyl)thiazol-2-yl)benzamides

  • Zhilin Wu
  • Junmei Peng
  • Aixi HuEmail author
  • Jiao Ye
  • Guoxi Li
Original Research

Abstract

A series of N-(5-benzyl-4-(tert-butyl)thiazol-2-yl)benzamides were synthesized and the structures were characterized by 1H NMR, MS and elemental analyses. The crystal structures of compounds F5 and F16 were determined by single-crystal X-ray diffraction. The neuraminidase inhibitory activities of compounds F1F32 were evaluated in vitro at the concentration of 40 μg/mL. The results indicated that compounds F8, F26 and F32 exhibited most potent inhibitory activity against NA. Molecular docking was performed by LeDock to further explain the structure–activity relationship of compound F26. The docking modeling showed that compound F26 was in good combination with oseltamivir binding sites of NA and could be a potential NA inhibitor agent.

Keywords

Benzamide Thiazole NA inhibitory activity Crystal structure Molecular docking 

Notes

Acknowledgments

The authors would like to acknowledge and thank Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College for the NA inhibitory activities test.

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Copyright information

© Springer Science+Business Media New York 2015

Authors and Affiliations

  • Zhilin Wu
    • 1
  • Junmei Peng
    • 1
  • Aixi Hu
    • 1
    Email author
  • Jiao Ye
    • 1
  • Guoxi Li
    • 1
  1. 1.College of Chemistry and Chemical EngineeringHunan UniversityChangshaChina

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