SYNTHESIS AND ANTIVIRAL ACTIVITY OF NOVEL 3-SUBSTITUTED PYRAZOLINIUM SALTS

Authors

  • Николай И. Ворожцов Lomonosov Moscow State University, 1, Build. 3 Leninskie Gory, Moscow 119991, Russia
  • Oльга И. Яровая N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave., Novosibirsk 630090, Russia
  • Виталий А. Рознятовский Lomonosov Moscow State University, 1, Build. 3 Leninskie Gory, Moscow 119991, Russia
  • Борис Н. Тарасевич Lomonosov Moscow State University, 1, Build. 3 Leninskie Gory, Moscow 119991, Russia
  • Юлия А. Козловская Lomonosov Moscow State University, 1, Build. 3 Leninskie Gory, Moscow 119991, Russia
  • Aнелия И. Петкова Lomonosov Moscow State University, 1, Build. 3 Leninskie Gory, Moscow 119991, Russia
  • Александр В. Слита Saint Petersburg Pasteur Research Institute of Epidemiology and Microbiology, 14 Mira St., Saint Petersburg 197101, Russia
  • Eкатерина O. Синегубова Saint Petersburg Pasteur Research Institute of Epidemiology and Microbiology, 14 Mira St., Saint Petersburg 197101, Russia
  • Владимир В. Зарубаев Saint Petersburg Pasteur Research Institute of Epidemiology and Microbiology, 14 Mira St., Saint Petersburg 197101, Russia
  • Нариман Ф. Салахутдинов N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave., Novosibirsk 630090, Russia
  • Елена К. Белоглазкина Lomonosov Moscow State University, 1, Build. 3 Leninskie Gory, Moscow 119991, Russia

DOI:

https://doi.org/10.1007/6071

Keywords:

adamantanone, camphor, camphorquinone, carvone, myrtenal, norcamphor, 2-pyrazoline, antiviral activity, influenza A (H1N1) virus.

Abstract

For the first time, convenient methods for the preparation of pyrazoline N-alkylidene salts based on terpene (camphor, camphorquinone, carvone) ketones, cage (adamantanone and norcamphor) ketones, and natural aldehydes (carvone and myrtenal) allowing the isolation of stable pyrazolinium salts in individual form were proposed. Optimization of the conditions for the synthesis of the target products was carried out. The antiviral activity of the synthesized salts was studied; among the tested compounds 1-bornylidene-3-phenylpyrazolinium tetrafluoroborate (IC50 6.2 μM, SI 107) exhibited the greatest activity against influenza A/Puerto Rico/8/34 (H1N1) virus.

 

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Published

2021-05-05

Issue

Vol. 57 No. 4 (2021): Heterocycles Against Viruses

Section

Original Papers