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Novel purine conjugates with N-heterocycles: synthesis and anti-influenza activity

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Chemistry of Heterocyclic Compounds Aims and scope

A number of novel amides were synthesized by coupling of 6-[(9H-purin-6-yl)amino]hexanoic acid to heterocyclic amines. The antiviral activity of the obtained compounds, as well as of purine conjugates in which 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine is linked to position 6 of purine through a fragment of ω-amino acids with varying lengths of polymethylene chains against influenza A and B viruses was studied in vitro. Purine derivatives have been shown to have moderate activity against influenza A (H1N1) virus. The antiinfluenza activity and cytotoxicity of conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine depend on the length of the linker fragment.

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Authors and Affiliations

  1. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22/20 Sofyi Kovalevskoi St, Yekaterinburg, 620108, Russia

    Victor P. Krasnov, Dmitry А. Gruzdev, Olga А. Vozdvizhenskaya, Sergey А. Vakarov, Vera V. Musiyak, Evgeny N. Chulakov, Marina А. Ezhikova, Mikhail I. Kodess, Galina L. Levit & Valery N. Charushin

  2. Institute of Chemical Engineering, Ural Federal University named after the first President of Russia B. N. Yeltsin, 28 Mira St, Yekaterinburg, 620062, Russia

    Victor P. Krasnov, Dmitry А. Gruzdev, Mikhail I. Kodess & Valery N. Charushin

  3. Saint Petersburg Pasteur Research Institute of Epidemiology and Microbiology, 14 Mira St, Saint Petersburg, 197101, Russia

    Vladimir V. Zarubaev, Alexandrina S. Volobueva & Ekaterina O. Sinegubova

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  1. Victor P. Krasnov
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  2. Vladimir V. Zarubaev
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  3. Dmitry А. Gruzdev
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  4. Olga А. Vozdvizhenskaya
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  5. Sergey А. Vakarov
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  6. Vera V. Musiyak
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  7. Evgeny N. Chulakov
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  8. Alexandrina S. Volobueva
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  9. Ekaterina O. Sinegubova
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  10. Marina А. Ezhikova
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  11. Mikhail I. Kodess
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  12. Galina L. Levit
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  13. Valery N. Charushin
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Corresponding author

Correspondence to Victor P. Krasnov.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2021, 57(4), 498–504

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Krasnov, V.P., Zarubaev, V.V., Gruzdev, D.А. et al. Novel purine conjugates with N-heterocycles: synthesis and anti-influenza activity. Chem Heterocycl Comp 57, 498–504 (2021). https://doi.org/10.1007/s10593-021-02930-6

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  • DOI: https://doi.org/10.1007/s10593-021-02930-6

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