ANTIVIRAL ACTIVITY OF THE SUM OF ALKALOIDS OF GENISTA TINCTORIA AND ITS SEPARATE FRACTIONS ON THE INFLUENZA VIRUS A (H1N1) PDM09

  • Инна (Inna) Петровна (Petrovna) Цыпышева (Tsypysheva) Ufa Chemistry Institute of the Russian Academy of Sciences, Oktiabria ave., 71, Ufa, Republic of Bashkortostan, 450054 http://orcid.org/0000-0002-5025-8742 Email: tsipisheva@anrb.ru
  • Евгений (Evgenii) Григорьевич (Grigor'evich) Галкин (Galkin) Ufa Chemistry Institute of the Russian Academy of Sciences, Oktiabria ave., 71, Ufa, Republic of Bashkortostan, 450054 Email: spectr@anrb.ru
  • Алена (Alena) Витальевна (Vital'evna) Ковальская (Koval'skaia) Ufa Chemistry Institute of the Russian Academy of Sciences, Oktiabria ave., 71, Ufa, Republic of Bashkortostan, 450054 Email: alenaminilbaeva@rambler.ru
  • Полина (Polina) Радиковна (Radikovna) Петрова (Petrova) Bashkir State University, st. Zaki Validi, 32, Ufa, Republic of Bashkortostan, 450076 Email: rradimir@mail.ru
  • Ирина (Irina) Петровна (Petrovna) Байкова (Baikova) Ufa Chemistry Institute of the Russian Academy of Sciences, Oktiabria ave., 71, Ufa, Republic of Bashkortostan, 450054 Email: spectr@anrb.ru
  • Яна (Iana) Рафаэльевна (Rafael'evna) Оршанская (Orshanskaia) Research Institute of Influenza, Professora Popova st., 15/17, St. Petersburg, 197376 Email: yana.orshanskaya@influenza.spb.ru
  • Виктория (Viktoriia) Александровна (Aleksandrovna) Федорова (Fedorova) Research Institute of Influenza, Professora Popova st., 15/17, St. Petersburg, 197376 Email: viktoria.fedorova@influenza.spb.ru
  • Николай (Nikolai) Иванович (Ivanovich) Федоров (Fedorov) Уфимский институт биологии Российской академии наук, пр. Октября, 69, Уфа, Республика Башкортостан, 450054 Email: fedorov@anrb.ru
  • Фанур (Fanur) Зуфарович (Zufarovich) Галин (Galin) Ufa Chemistry Institute of the Russian Academy of Sciences, Oktiabria ave., 71, Ufa, Republic of Bashkortostan, 450054 Bashkir State University, st. Zaki Validi, 32, Ufa, Republic of Bashkortostan, 450076 Email: galin@anrb.ru
  • Владимир (Vladimir) Викторович (Viktorovich) Зарубаев (Zarubaev) Senior Researcher of the Laboratory for the Safety of Medicines, Candidate of Biological Sciences, Email: zarubaev@influenza.spb.ru
Keywords: Genista tinctoria L., quinolizidine alkaloids, influenza A (H1N1) pdm09 virus, selectivity index

Abstract

The ability of alkaloids of the aerial part of Genista tinctoria L. (a dye dye) collected during the flowering period in the Alsheevsky district of the Republic of Bashkortostan, to inhibit the reproduction of the influenza A (H1N1) virus pdm09 was studied. The component composition of the sum of alkaloids and individual fractions is determined by the chromatography-mass spectrometric method. Cytotoxicity and anti-influenza properties of G. tinctoria alkaloids have been studied in vitro in the culture of MDCK cells with respect to the strain of influenza A / California / 07/09 (H1N1) pdm09, rimantadine was used as the reference preparation. Based on the data obtained, a 50% cytotoxic dose of C50, a 50% inhibitory dose of IC50, and a SI selectivity index characterizing the selectivity of the action of the sample against the virus were calculated. According to the data obtained, fraction 4 of the sum of alkaloids of G. tinctoria (SI = 10), containing alkaloids 12-N-methylcytisine, (-)-cytisin, d-lupanin, 12-N-formylcytisine, anagirine, baptilin, and fraction 5 (SI = 7) containing (-)-cytisin, anagirine and baptiphlin. Anagyrin is a major component of fraction 4, its content is 0.13% of the weight of air-dry raw materials, and baptilin-5, its content is 0.14%. It should be noted that, in comparison with the sum of G. tinctoria alkaloids and fractions 2 and 3, fractions 4 and 5 enriched with tetracyclic quinolizidine alkaloids (anagirine and baptifolin) show more pronounced anti-influenza activity. The revealed regularity can serve as the basis for further optimization of the anti-influenza properties of these alkaloids by means of their chemical transformations.

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Author Biographies

Инна (Inna) Петровна (Petrovna) Цыпышева (Tsypysheva), Ufa Chemistry Institute of the Russian Academy of Sciences, Oktiabria ave., 71, Ufa, Republic of Bashkortostan, 450054
Senior Researcher of the Laboratory of Bioorganic Chemistry and Catalysis, Candidate of Chemical Sciences
Евгений (Evgenii) Григорьевич (Grigor'evich) Галкин (Galkin), Ufa Chemistry Institute of the Russian Academy of Sciences, Oktiabria ave., 71, Ufa, Republic of Bashkortostan, 450054
Senior Researcher, Candidate of Chemical Sciences
Алена (Alena) Витальевна (Vital'evna) Ковальская (Koval'skaia), Ufa Chemistry Institute of the Russian Academy of Sciences, Oktiabria ave., 71, Ufa, Republic of Bashkortostan, 450054
Research Associate, Candidate of Chemical Sciences
Полина (Polina) Радиковна (Radikovna) Петрова (Petrova), Bashkir State University, st. Zaki Validi, 32, Ufa, Republic of Bashkortostan, 450076
Post-graduate student of the Department of Bioorganic Chemistry
Ирина (Irina) Петровна (Petrovna) Байкова (Baikova), Ufa Chemistry Institute of the Russian Academy of Sciences, Oktiabria ave., 71, Ufa, Republic of Bashkortostan, 450054
Senior Researcher, Candidate of Chemical Sciences
Яна (Iana) Рафаэльевна (Rafael'evna) Оршанская (Orshanskaia), Research Institute of Influenza, Professora Popova st., 15/17, St. Petersburg, 197376
junior researcher, drug safety laboratory
Виктория (Viktoriia) Александровна (Aleksandrovna) Федорова (Fedorova), Research Institute of Influenza, Professora Popova st., 15/17, St. Petersburg, 197376
junior researcher, drug safety laboratory
Николай (Nikolai) Иванович (Ivanovich) Федоров (Fedorov), Уфимский институт биологии Российской академии наук, пр. Октября, 69, Уфа, Республика Башкортостан, 450054
Head of the Laboratory of Ecology of Plant Resources, Doctor of Biological Sciences
Фанур (Fanur) Зуфарович (Zufarovich) Галин (Galin), Ufa Chemistry Institute of the Russian Academy of Sciences, Oktiabria ave., 71, Ufa, Republic of Bashkortostan, 450054 Bashkir State University, st. Zaki Validi, 32, Ufa, Republic of Bashkortostan, 450076
Principal Researcher, Professor, Doctor of Chemical Sciences
Владимир (Vladimir) Викторович (Viktorovich) Зарубаев (Zarubaev), Senior Researcher of the Laboratory for the Safety of Medicines, Candidate of Biological Sciences,
Research Institute of Influenza, Professora Popova st., 15/17, St. Petersburg, 197376

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Published
2017-05-29
How to Cite
1. Цыпышева (Tsypysheva)И. (Inna) П. (Petrovna), Галкин (Galkin)Е. (Evgenii) Г. (Grigor’evich), Ковальская (Koval’skaia)А. (Alena) В. (Vital’evna), Петрова (Petrova)П. (Polina) Р. (Radikovna), Байкова (Baikova)И. (Irina) П. (Petrovna), Оршанская (Orshanskaia)Я. (Iana) Р. (Rafael’evna), Федорова (Fedorova)В. (Viktoriia) А. (Aleksandrovna), Федоров (Fedorov)Н. (Nikolai) И. (Ivanovich), Галин (Galin)Ф. (Fanur) З. (Zufarovich), Зарубаев (Zarubaev)В. (Vladimir) В. (Viktorovich) ANTIVIRAL ACTIVITY OF THE SUM OF ALKALOIDS OF GENISTA TINCTORIA AND ITS SEPARATE FRACTIONS ON THE INFLUENZA VIRUS A (H1N1) PDM09 // chemistry of plant raw material, 2017. № 3. P. 71-76. URL: http://journal.asu.ru/cw/article/view/1726.
Section
Low-molecular weight compounds