COMPOSITION OF LIPOPHILIC COMPONENTS OF RHODODENDRON ADAMSAY ETHER EXTRACT AND AC-TIVITY AGAINST SARS-COV-2 MAIN PROTEASE

UDC 547.9:582.284.5

  • Tat'yana Petrovna Kukina Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, N.N. Vorozhtsova Email: kukina@nioch.nsc.ru
  • Ivan Aleksandrovich Yelshin Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, N.N. Vorozhtsova; Novosibirsk State University Email: populusn@yandex.ru
  • Ol'ga Iosifovna Sal'nikova Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, N.N. Vorozhtsova Email: olga@nioch.nsc.ru
  • Petr Vladimirovich Kolosov VacBioLab LLC; Altai State University Email: petro.kolosov@gmail.com
  • Tsogtsaykhan Sandag School of Biomedicine, Mongolian State University of Medical Sciences Email: tsogtsaikhan.s@mnums.edu.mn
  • Dar'ya Aleksandrovna Karakay Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, N.N. Vorozhtsova Email: karakay@nioch.nsc.ru
  • Mariya Aleksandrovna Bondareva Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, N.N. Vorozhtsova Email: bondareva@nioch.nsc.ru
  • Andrey Alekseyevich Nefedov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, N.N. Vorozhtsova Email: nefyodov@nioch.nsc.ru
  • Varvara Yur'yevna Chirkova Altai State University Email: varvara.chirkova@gmail.com
  • Yelena Anatol'yevna Sharlayeva Altai State University Email: sharlaeva1@mail.ru
  • Svetlana Valer'yevna Belen'kaya Novosibirsk State University; FBUN SSC VB "Vector" of Rospotrebnadzor Email: Belenkaya.sveta@gmail.com
  • Dmitriy Nikolayevich Shcherbakov Altai State University; FBUN SSC VB "Vector" of Rospotrebnadzor Email: dnshcherbakov@gmail.com
Keywords: Rhododendron adamsii Rehd., Adams rhododendron, extractive substances, methyl-tert-butyl ether, phenolic acids, unsaponifiable residue, 3CLpro, SARS-CoV-2

Abstract

The composition of the lipophilic components of the Adams rhododendron RhododendronadamsiiRehd. Acid and neutral components were identified using gas-liquid chromatography with mass spectrometric detection. Methyl tert-butyl ether (MTBE), which has all the advantages of diethyl ether, but is devoid of its disadvantages, was used as the raw material extractant. It does not form peroxides and does not create increased gas contamination due to its higher boiling point. As a result, comparison with databases identified triterpene, phenolcarboxylic and aliphatic acids with a chain length of 8 to 30 carbon atoms, including saturated, unsaturated and dibasic acids. More than 150 triterpene and aliphatic components of the unsaponifiable residue and acid fractions have been identified. Previously, unsaponifiable residues of lipophilic extracts were practically not studied. Only components of Rh.adamsiiand other species of the genus rhododendron essential oils have been studied in detail. For bioactivity testing, samples of the whole extract and its fractionation products were prepared. Some of the studied samples show inhibitory activity against the main protease of SARS-CoV-2.

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Author Biographies

Tat'yana Petrovna Kukina, Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, N.N. Vorozhtsova

старший научный сотрудник, доцент

Ivan Aleksandrovich Yelshin, Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, N.N. Vorozhtsova; Novosibirsk State University

аспирант

Ol'ga Iosifovna Sal'nikova, Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, N.N. Vorozhtsova

ведущий инженер ГМС ЦСИ

Petr Vladimirovich Kolosov, VacBioLab LLC; Altai State University

кандидат химических наук, старший научный сотрудник

Tsogtsaykhan Sandag, School of Biomedicine, Mongolian State University of Medical Sciences

MD, PhD, Professor

Dar'ya Aleksandrovna Karakay, Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, N.N. Vorozhtsova

младший научный сотрудник

Mariya Aleksandrovna Bondareva, Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, N.N. Vorozhtsova

инженер 2 категории

Andrey Alekseyevich Nefedov, Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, N.N. Vorozhtsova

старший научный сотрудник группы масс-спектрометрии Центра спектральных исследований НИОХ СО РАН

Varvara Yur'yevna Chirkova, Altai State University

специалист по УМР кафедры физико-химической биологии и биотехнологии

Yelena Anatol'yevna Sharlayeva, Altai State University

канд. биол. наук, доцент кафедры экологии, биохимии и биотехнологии

Svetlana Valer'yevna Belen'kaya, Novosibirsk State University; FBUN SSC VB "Vector" of Rospotrebnadzor

канд. биол. наук, научный сотрудник

Dmitriy Nikolayevich Shcherbakov, Altai State University; FBUN SSC VB "Vector" of Rospotrebnadzor

кандидат биологических наук, заведующий лабораторией

References

Dikorastushchiye poleznyye rasteniya flory Mongol'skoy Narodnoy Respubliki. [Wild useful plants of the flora of the Mongolian People's Republic]. Leningrad, 1985, 236 p. (in Russ.).

Budantsev A.L., Lesiovskaya Ye.Ye. Dikorastushchiye poleznyye rasteniya Rossii. [Wild useful plants of Russia]. St. Petersburg, 2001, 663 p. (in Russ.).

Morozova Yu.A., Subotyalov M.A. Rastitel'nyye resursy, 2018, vol. 54, no. 3, pp. 347–360. (in Russ.).

Gubich O.I., Puchkova K.V., Zalesskaya N.A., Kryuchkova N.V. Zhurnal Belorusskogo gosudarstvennogo universiteta. Biologiya, 2018, no. 1, pp. 60 – 68. (in Russ.).

Rastitel'nyye resursy Rossii: Dikorastushchiye tsvetkovyye rasteniya, ikh komponentnyy sostav i biologicheskaya ak-tivnost'. T. 2. Semeystvo Actinidiaceae – Malvaceae, Euphorbiaceae – Haloragaceae [Plant resources of Russia: Wild flowering plants, their composition and biological activity. Vol. 2. Family Actinidiaceae - Malvaceae, Euphorbiaceae - Haloragaceae], ed. A.L. Budantsev. St. Petersburg, Moscow, 2009, 513 p. (in Russ.).

Rogachev A.D., Fomenko V.V., Sal’nikova O.I., Pokrovskii L.M., Salakhutdinov N.F. Chemistry of Natural Com-pounds, 2006, vol. 42, no. 4, pp. 426–430. DOI: 10.1007/s10600-006-0172-9.

Belousov M.V., Basova Ye.V., Yusubov M.S., Berezovskaya T.P., Pokrovskiy L.M., Tkachev A.V. Khimiya rastitel'nogo syr'ya, 2000, no. 3, pp. 45–64. (in Russ.).

Belousov M.V., Dembitskiy A.D., Berezovskaya T.P., Tikhonov V.N. Rastitel'nyye resursy, 1995, vol. 31, no. 4, pp. 41–44. (in Russ.).

Mirovich V.M., Konenkina T.A., Fedoseyeva G.M. Sibirskiy meditsinskiy zhurnal, 2008, vol. 76, no. 1, pp. 79–82. (in Russ.).

Belova N.V. Chemistry of Natural Compounds, 1970, vol. 6, pp. 403–401. DOI: 10.1007/BF00567356.

Belova N.V. Rastitel'nyye resursy, 1971, vol. 7, no. 4, pp. 574–576. (in Russ.).

Rogachev A.D., Morozov S.V., Vyalkov A.I., Fomenko V.V., Salakhutdinov N.F. Khimiya v interesakh ustoychivogo razvitiya, 2007, vol. 15, no. 5, pp. 575–579. (in Russ.).

Fokina G.A. Chemistry of Natural Compounds, 1979, vol. 15, no. 5, pp. 651–652.

Rogachev A.D., Komarova N.I., Morozov S.V., Fomenko V.V., Salakhutdinov N.F. Khimiya v interesakh ustoychivogo razvitiya, 2007, vol. 15, no. 5, pp. 571–574. (in Russ.).

Fokina G.A., Belova N.V. Chemistry of Natural Compounds, 1974, vol. 10, no. 6, pp. 827–828. DOI: 10.1007/BF00564024.

Mirovich V.M., Makarenko S.P., Paisova O.I. Byulleten' VSNTS SO RAMN, 2005, vol. 45, no. 7, pp. 164–166. (in Russ.).

Komarova N.I., Rogachev A.D., Chernyak E.I., Morozov S.V., Fomenko V.V., Salakhutdinov N.F. Chemistry of Natural Compounds, 2009, vol. 45, no. 1, pp. 27–31. DOI: 10.1007/s10600-009-9215-3.

Razgonova M., Zakharenko A., Ercisli S., Grudev V., Golokhvast K. Molecules, 2020, vol. 25, 3774. DOI: 10.3390/molecules25173774.

Rogachev A.D., Komarova N.I., Korchagina D.V., Dolgikh M.P., Sorokina I.V., Bayev D.S., Tolstikova T.G., Fomenko V.V., Salakhutdinov N.F. Khimiya v interesakh ustoychivogo razvitiya, 2009, vol. 17, no. 2, pp. 191–198. (in Russ.).

Olennikov D.N., Nikolaev V.M., Chirikova N.K. Antioxidants, 2021, vol. 10, no. 6, p. 863. DOI: 10.3390/antiox10060863.

Kukina T.P., Frolova T.S., Salnikova O.I. Chemistry of Natural Compounds, 2014, vol. 50, no. 2, pp. 233–236. DOI: 10.1007/s10600-014-0920-1.

Kukina T.P., Shcherbakov D.N., Gensh K.V., Tulysheva E.A., Salnikova O.I., Grazhdannikov A.E., Kolosova E.A. Russian Journal of Bioorganic Chemistry, 2017, vol. 43, no. 7, pp. 57–61. DOI: 10.1134/S1068162017070093.

Kukina T.P., Shcherbakov D.N., Gensh K.V., Panteleeva N.V., Tulysheva E.A., Salnikova O.I., Grazhdannikov A.E., Kolosov P.V., Galitsyn G.Yu. Russian Journal of Bioorganic Chemistry, 2020, vol. 46, no. 7, pp. 1372–1377. DOI: 10.1134/S1068162020070067.

Kukina T.P., Shcherbakov D.N., Zybkina A.V., Yelshin I.A., Korsakov V.O., Sal'nikova O.I., Kolosov P.V., Sandag Ts., Karakay D.A., Mordvinova Ye.D. Khimiya rastitel'nogo syr'ya, 2021, no. 4, pp. 307–317. (in Russ.).

Shcherbakov D., Baev D., Kalinin M., Dalinger A., Chirkova V., Belenkaya S., Vatsadze S. ACS medicinal chemistry letters, 2021, vol. 13, no. 1, pp. 140–147.

Jin Z., Du X., Xu Y., Deng Y., Liu M., Zhao Y., Zhang B., Li X., Zhang L., Peng C., Duan Y., Yu J., Wang L., Yang K., Liu F., Jiang R., Yang X., You T., Liu X., Yang X., Bai F., Liu H., Liu X., Guddat L.W., Xu W., Xiao G., Qin C., Shi Z., Jiang H., Rao Z., Yang H. Nature, 2020, vol. 582, no. 7811, pp. 289–293.

Ma C., Hu Y., Townsend J.A., Lagarias P.I., Marty M.T., Kolocouris A., Wang J. ACS Pharmacol. Transl. Sci., 2020, vol. 3, no. 6, pp. 1265–1277.

Kashiwada Y., Yamazaki K., Ikeshiro Y., Yamagishi T., Fujioka T., Mihashi K., Lee K.H. Tetrahedron, 2001, vol. 57, no. 8, pp. 1559–1563.

Published
2022-12-15
How to Cite
1. Kukina T. P., Yelshin I. A., Sal’nikova O. I., Kolosov P. V., Sandag T., Karakay D. A., Bondareva M. A., Nefedov A. A., Chirkova V. Y., Sharlayeva Y. A., Belen’kaya S. V., Shcherbakov D. N. COMPOSITION OF LIPOPHILIC COMPONENTS OF RHODODENDRON ADAMSAY ETHER EXTRACT AND AC-TIVITY AGAINST SARS-COV-2 MAIN PROTEASE // chemistry of plant raw material, 2022. № 4. P. 153-162. URL: http://journal.asu.ru/cw/article/view/11584.
Section
Low-molecular weight compounds