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Design, synthesis, and in vitro evaluation of epigoitrin derivatives as neuraminidase inhibitors

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Abstract

Influenza is an infectious disease which results in numerous epidemics every year. At present, neuraminidase is regarded, as the key therapeutic target against influenza and several well-known neuraminidase inhibitors are widely used as anti-influenza drugs. Combined computational methods including 3D-QSAR and molecular docking were applied to explore the structural–activity relationship with Xu’s compounds as the data set. Ten epigoitrin derivatives were then designed based on the computational results and they displayed 11.1–85.5 μM inhibitory potencies against neuraminidase in the in vitro biological evaluation. The combined computational studies did not only present the structural–activity relationship of Xu’s inhibitors, but also guide the designation of epigoitrin derivatives as novel neuraminidase inhibitors.

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Acknowledgements

The work was supported by National Natural Science Foundation of China (Grant No. 21502117), Shanghai Municipal Education Commission (Plateau Discipline Construction Program), and the Collaboration Innovation Foundation of Shanghai Institute of Technology (No. XTCX2016-3). Support from Prof. Gang Zhao and Prof. Guanjun Wang was also greatly appreciated.

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Authors and Affiliations

  1. School of Chemical and Environmental Engineering, Shanghai Institute of Technology, 100 Hai Quan Rd., Shanghai, China

    Fanli Meng, Yan Yin, Cheng Lu, Yongbin Duan, Yaohua Zhu, Chen Huang, Xu Xu & Fanhong Wu

  2. School of Perfume and Aroma Technology, Shanghai Institute of Technology, 100 Hai Quan Rd., Shanghai, China

    Yiming Zhou

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  1. Fanli Meng
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  2. Yan Yin
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  3. Cheng Lu
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  4. Yongbin Duan
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  6. Chen Huang
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  7. Yiming Zhou
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  8. Xu Xu
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  9. Fanhong Wu
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Correspondence to Yan Yin.

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Meng, F., Yin, Y., Lu, C. et al. Design, synthesis, and in vitro evaluation of epigoitrin derivatives as neuraminidase inhibitors. Monatsh Chem 149, 2037–2046 (2018). https://doi.org/10.1007/s00706-018-2245-4

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  • DOI: https://doi.org/10.1007/s00706-018-2245-4

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