FLAVONOIDS OF SERRATULA KOMAROVII ILJIN (FAMILY ASTERACEAE)

UDC 615.322:581.19

  • Aleksey Viktorovich Myagchilov Far Eastern Federal University; G.B. Elyakov Pacific Institute of Bioorganic Chemistry, FEB RAS Email: dfdfdf47@yandex.ru
  • Petr Grigor'yevich Gorovoy G.B. Elyakov Pacific Institute of Bioorganic Chemistry, FEB RAS Email: petrgorovoy@gmail.com
  • Larisa Ivanovna Sokolova Far Eastern Federal University Email: lisokolova@bk.ru
DOI_disc_logo https://doi.org/10.14258/jcprm.2020016301
Keywords: Serratula komarovii, flavonoids, luteolin-7-O-β-D-glucuronopyranoside, apigenin-7-O-β-D-glucuronopyranoside, chrysoeriol-7-O-β-D-glucuronopyranoside, quercetin, luteolin, 3-methylquercetin

Abstract

In the Far East of Russia the genus Serratula L. (family Asteraceae) is represented by 2 species - Serratula manshurica Kitag. and Serratula komarovii Iljin, which can be potential sources of biologically active compounds (phytoecdysteroids). For the first time in the aerial part (leaves, stems, inflorescences) of Serratula komarovii 6 flavonoid compounds (luteolin-7-O-β-D-glucuronopyranoside, apigenin-7-O-β-D-glucuronopyranoside, chrysoeriol-7-O-β-D-glucuronopyranoside, quercetin, luteolin, 3-methylquercetin) were identified by liquid extraction (70% ethyl alcohol) and reverse phase liquid chromatography (RP HPLC). The structure of compounds (luteolin-7-O-β-D-glucuronopyranoside, apigenin-7-O-β-D-glucuronopyranoside, chrysoeriol-7-O-β-D-glucuronopyranoside), isolated by preparative column chromatography on silica gel in a gradient elution with a mixture of solvents (carbon tetrachloride and ethyl alcohol) was proved by UV and NMR-1H, -13C, 1H-,13C-HMBC spectroscopy. It was noted that the dominant flavonoid in Serratula komarovii is luteolin-7-O-β-D-glucuronopyranoside (in the leaves – 4.92±0.98% and in the stems – 1.23±0.25%), and in inflorescences – apigenin-7-O-β-D-glucuronopyranoside (1.10±0.22%). The method of differential spectrophotometry was used to determine the sum of flavonoids in the aerial organs of Serratula komarovii which varies from 1.96 to 9.04%. The maximum content of flavonoids was detected in the leaves – 9.04±0.71%, and the minimum in the stems of the plant – 1.96±0.20%. Thus, Serratula komarovii can be a promising and constantly renewable source of not only phytoecdysteroids, but also flavonoids necessary for the pharmaceutical industry.

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

Author Biographies

Petr Grigor'yevich Gorovoy, G.B. Elyakov Pacific Institute of Bioorganic Chemistry, FEB RAS

доктор биологических наук, профессор, академик РАН, заведующий лабораторией хемотаксономии растений

Larisa Ivanovna Sokolova, Far Eastern Federal University

кандидат химических наук, доцент, профессор кафедры физической и аналитической химии

References

Vorob'yeva A.N., Zarembo Ye.V., Rybin V.G. Byulleten' fiziologii i patologii dykhaniya, 2006, no. 22, pp. 90–93 (in Russ.).

Rybin V.G., Zarembo Ye.V., Kuklev D.V., Gorovoy P.G. Izvestiya Tikhookeanskogo nauchno-issledovatel'skogo ry-bokhozyaystvennogo tsentra, 2001, vol. 129, pp. 14–22 (in Russ.).

Zarembo Ye.V., Rybin V.G., Vorob'yeva A.N., Boltenkov Ye.V. Novyye dostizheniya v khimii i khimicheskoy tekhno-logii rastitel'nogo syr'ya. Materialy II Vserossiyskoy konferentsi. [New advances in chemistry and chemical technology of plant materials. Materials of the II All-Russian Conference]. Barnaul, 2005, pp. 392–395. (in Russ.).

Vorob'yeva A.N. Taksonomiya i fitoekdisteroidy dal'nevostochnykh vidov rodov Stemmacantha Sass., Serratula L. i Saussurea DC. (Asteraceae): diss. … kand. biol. nauk. [Taxonomy and phytoecdysteroids of the Far Eastern species of the genera Stemmacantha Сass., Serratula L. and Saussurea DC. (Asteraceae): Diss. ... cand. biol. of sciences]. Vladi-vostok, 2004, 174 p. (in Russ.).

Zarembo Ye.V., Gorovoy P.G., Sokolova L.I. Rastitel'nyye resursy, 2001, vol. 37, no. 3, pp. 59–64 (in Russ.).

Myagchilov A.V. Flavonoidy rasteniy Fagopyrum sagittatum Gilib. (grechikhi posevnoy) i Serratula coronata L. (ser-pukhi ventsenosnoy) (metody vydeleniya, identifikatsiya veshchestv, perspektivy ispol'zovaniya): avtoref. dis. … kand. biol. nauk. [Flavonoids of plants Fagopyrum sagittatum Gilib. (seeded buckwheat) and Serratula coronata L. (crowned sickles) (isolation methods, identification of substances, prospects for use): author. dis. ... cand. biol. of sciences]. Vladivostok, 2015, 21 p. (in Russ.).

Myagchilov A.V., Goncharenko O.E., Sokolova L.I., Gorovoy P.G., Dmitrenok P.C. Izvestiya VUZov. Prikladnaya khimiya i biotekhnologiya, 2011, no. 1, pp. 53–56 (in Russ.).

Dorkina Ye.G. Gepatoprotektornyye svoystva flavonoidov: farmakodinamika i perspektivy klinicheskogo izucheniya: avtoref. dis. … dokt. biol. nauk. [Hepatoprotective properties of flavonoids: pharmacodynamics and prospects for clini-cal study: author. dis. ... doctor. biol. sciences]. Volgograd, 2010, 49 p. (in Russ.).

Rogovskiy V.S., Matyushin A.I., Shimanovskiy N.L. Mezhdunarodnyy meditsinskiy zhurnal, 2011, no. 3, pp. 114–118.

Tarakhovskiy Yu.C., Kim Yu.A., Abdrasilov B.C., Muzafarov Ye.N. Flavonoidy: biokhimiya, biofizika, meditsina. [Flavonoids: biochemistry, biophysics, medicine]. Pushchino, 2013, 310 p. (in Russ.).

Shcherbakov A.M., Andreyeva O.Ye. Acta Naturae, 2015, vol. 7, no. 3, pp. 149–155. (in Russ.).

Wang Y., Hamburger M., Gueho J., Hostetmann K. Phytochemistry, 1989, vol. 28, no. 9, pp. 2323–2327, DOI: 10.1016/s0031-9422(00)97976-7.

Wawer I., Zielinska A. Magnetic resonance chemistry, 2001, no. 39, pp. 374–380, DOI: 10.1002/mrc.871.

Andersen Q.M. Flavonoids: Сhemistry, Biochemistry and Applications. Boca Raton, 2006, 1197 p. DOI: 10.1002/ange. 200685399.

Agrawal P.K. Phytochemistry, 1992, vol. 31, no. 10, pp. 3307–3330, DOI: 10.1016/0031-9422(92)83678-r.

Moussaoui F., Zellagui A., Segueni N., Touil A., Rhouati S. Records of Natural Products, 2010, vol. 4, no. 1, pp. 91–95.

Yeshbakova K.A., Toshmatov Z.O., Aysa Kh.A., Abdullayev N.D. Khimiya prirodnykh soyedineniy, 2013, vol. 49, no. 1, pp. 92–93 (in Russ.).

Ozgen U., Mavi A., Terzi Z., Kazaz C., Asci A., Kaya Y., Secen H. Records of Natural Products, 2011, vol. 5, no. 1, pp. 12–21, DOI: 10.1055/s-0030-1264257.

Andreyeva V.Yu., Kalinkina G.I. Khimiya rastitel'nogo syr'ya, 2000, no. 1, pp. 85–88 (in Russ.).

Lomboyeva S.S., Tankhayeva L.M., Olennikov D.N. Khimiya rastitel'nogo syr'ya, 2008, no. 2, pp. 65–68 (in Russ.).

Published
2020-03-05
How to Cite
1. Myagchilov A. V., Gorovoy P. G., Sokolova L. I. FLAVONOIDS OF SERRATULA KOMAROVII ILJIN (FAMILY ASTERACEAE) // chemistry of plant raw material, 2020. № 1. P. 141-148. URL: http://journal.asu.ru/cw/article/view/6301.
Issue
No 1 (2020)
Section
Low-molecular weight compounds

Copyright (c) 2020 Khimiya Rastitel'nogo Syr'ya (Chemistry of plant raw material)

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 International License.

The authors, which are published in this journal, agree to the following conditions:

1. Authors retain the copyright to the work and transfer to the journal the right of the first publication along with the work, at the same time licensing it under the terms of the Creative Commons Attribution License, which allows others to distribute this work with the obligatory indication of the authorship of this work and a link to the original publication in this journal .

2. The authors retain the right to enter into separate, additional contractual agreements for the non-exclusive distribution of the version of the work published by this journal (for example, to place it in the university depository or to publish it in a book), with reference to the original publication in this journal.

3. Authors are allowed to post their work on the Internet (for example, in a university repository or on their personal website) before and during the review process of this journal, as this may lead to a productive discussion, as well as more links to this published work.