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Synthesis and antiviral activity of novel 3-substituted pyrazolinium salts Full article

Journal Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353
Output data Year: 2021, Volume: 57, Number: 4, Pages: 432-441 Pages count : 10 DOI: 10.1007/s10593-021-02921-7
Tags 2-pyrazoline; adamantanone; antiviral activity; camphor; camphorquinone; carvone; influenza A (H1N1) virus; myrtenal; norcamphor
Authors Vorozhtsov Nikolai O. 1 , Yarovaya Olga I. 2 , Roznyatovskii Vitalii A. 1 , Tarasevich Boris N. 1 , Kozlovskaya Yuliya A. 1 , Petkova Aneliya I. 1 , Slita Aleksander V. 3 , Sinegubova Ekaterina O. 3 , Zarubaev Vladimir V. 3 , Salakhutdinov Nariman F. 2 , Beloglazkina Elena K. 1
Affiliations
1 Lomonosov Moscow State University, 1, Build. 3 Leninskie Gory, Moscow, 119991, Russian Federation
2 N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Akademika Lavrentieva Ave., Novosibirsk, 630090, Russian Federation
3 Saint Petersburg Pasteur Research Institute of Epidemiology and Microbiology, 14 Mira St., Saint Petersburg, 197101, Russian Federation

Abstract: [Figure not available: see fulltext.] 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. © 2021, Springer Science+Business Media, LLC, part of Springer Nature.
Cite: Vorozhtsov N.O. , Yarovaya O.I. , Roznyatovskii V.A. , Tarasevich B.N. , Kozlovskaya Y.A. , Petkova A.I. , Slita A.V. , Sinegubova E.O. , Zarubaev V.V. , Salakhutdinov N.F. , Beloglazkina E.K.
Synthesis and antiviral activity of novel 3-substituted pyrazolinium salts
Chemistry of Heterocyclic Compounds. 2021. V.57. N4. P.432-441. DOI: 10.1007/s10593-021-02921-7 WOS Scopus РИНЦ
Dates:
Published print: Apr 1, 2021
Published online: May 14, 2021
Identifiers:
Web of science WOS:000650093200005
Scopus 2-s2.0-85105909229
Elibrary 46065586
OpenAlex W3162782564
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