Chemical Research in Chinese Universities

, Volume 29, Issue 4, pp 706–709 | Cite as

Synthesis and antiviral activity of N-adamantyl-2-amino(or 2-phenoxy)-acylamides

  • Dan Liu
  • Zi-chen Fan
  • Jia-mei Jiang
  • Jing Wei
  • Jian-chuang Xin
Article
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Abstract

New N-adamantyl-2-amino-acylamides(3a–3f) and N-adamantyl-2-phenoxy-acetamides(6a–6d) were designed and synthesized by the modification of the amino group of amantadine 1 and the structures were confirmed by mass spectra(MS) and 1H NMR spectra. The antiviral potencies of the synthesized compounds were evaluated against the replication of influenza virus A/H3N2 subtype in Madin-Darby canine kidney(MDCK) cells. Among the amantadine derivatives, compound 3a had the strongest antiviral potency and showed activity similar to that of amantadine. Interestingly, the bulky and extended lipophilic moieties on the α-position of the carbonyl group resulted in decreases in potency.

Keywords

N-Adamantyl-2-amino(or 2-phenoxy)-acylamide Antiviral activity M2 proton channel 
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Copyright information

© Jilin University, The Editorial Department of Chemical Research in Chinese Universities and Springer-Verlag GmbH 2013

Authors and Affiliations

  • Dan Liu
    • 1
  • Zi-chen Fan
    • 1
  • Jia-mei Jiang
    • 1
  • Jing Wei
    • 2
  • Jian-chuang Xin
    • 1
  1. 1.Department of Pharmaceutical EngineeringShenyang University of Chemical TechnologyShenyangP. R. China
  2. 2.School of Pharmaceutical Science and TechnologyTianjin UniversityTianjinP. R. China

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