PHENOLIC COMPOUNDS OF CEDAR WOOD (SIBERIAN PINE) PINUS SIBIRICA DU TOUR.

UDC 547.575; 543.641

  • Tat'yana Yevgen'yevna Fedorova A.E. Favorsky Irkutsk Institute of Chemistry SB RAS Email: fte@irioch.irk.ru
  • Sergey Vladimirovich Fedorov A.E. Favorsky Irkutsk Institute of Chemistry SB RAS Email: serfed@irioch.irk.ru
  • Vasily Anatolyevich Babkin A.E. Favorsky Irkutsk Institute of Chemistry SB RAS Email: babkin@irioch.irk.ru
Keywords: Pinus sibirica Du Tour. wood, extractive substances, phenolic compounds, flavonoids, stilbenes, 1H and 13C NMR spectroscopy

Abstract

As part of the study of extractives of biomass of coniferous trees of Siberia in order to predict the possibility of obtaining valuable biologically active products, a study was conducted of the chemical composition of the ethyl acetate extract of cedar wood (Siberian pine) Pinus sibirica Du Tour. The chemical composition of the phenolic compounds of cedar wood was studied, including the structure of oligomeric polyphenols.

The yields of extractives extracted with ethyl acetate and water from cedar wood were 1.6 and 2.71% of a.s. (absolutely dry matter). The content of phenolic compounds in the ethyl acetate extract of cedar wood was 45.9% rel.

Based on 1H and 13C NMR spectroscopy data, it was found that the main monomeric phenolic extractive substances of cedar wood are stilbene – pinosilvin monomethyl ether (content in cedar wood 0.25% of a.s.) and flavonoids – tectochrizin, pinocembrin, and pinobankxin, as well as oligomeric and polymeric phenolic compounds. It was shown that the composition of cedar wood oligomers includes a complex mixture of stilbene derivatives of pinosilvin and flavonoids with the inclusion of carbohydrate residues. The content of the fraction of oligomeric and polymeric phenolic compounds in cedar wood is 0.39% of a.s.

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

Author Biographies

Tat'yana Yevgen'yevna Fedorova, A.E. Favorsky Irkutsk Institute of Chemistry SB RAS

кандидат химических наук, старший научный сотрудник лаборатории химии древесины

Sergey Vladimirovich Fedorov, A.E. Favorsky Irkutsk Institute of Chemistry SB RAS

кандидат химических наук, научный сотрудник лаборатории ядерного магнитного резонанса

 

Vasily Anatolyevich Babkin, A.E. Favorsky Irkutsk Institute of Chemistry SB RAS

доктор химических наук, профессор, заведующий лабораторией химии древесины

 

 

References

Shostakovskiy S.F., Tyukavkina N.A., Lutskiy V.I., Borodina N.M. Khimiya prirodnykh soyedineniy, 1969, no. 5, pp. 48–49. (in Russ.).

Tyukavkina N.A., Lutskiy V.I., Dzizenko A.K., Pentegova V.A. Khimiya prirodnykh soyedineniy, 1968, no. 4, pp. 249–250. (in Russ.).

Lutskiy V.I., Tyukavkina N.A., Shostakovskiy S.F. Khimiya prirodnykh soyedineniy, 1968, no. 6, p. 325. (in Russ.).

Lutskiy V.I., Gromova A.S., Tyukavkina N.A. Khimiya prirodnykh soyedineniy, 1971, no. 2, pp. 197–198. (in Russ.).

Neverova N.A., Levchuk A.A., Ostroukhova L.A., Medvedeva Ye.N., Onuchina N.A., Babkin V.A. Khimiya rastitel'nogo syr'ya, 2012, no. 4, pp. 91–100. (in Russ.).

Fedorova T.E., Fedorov S.V., Babkin V.A. Russian Journal of Bioorganic Chemistry, 2016, vol. 42, no. 7, pp. 28–31.

Leont'yeva V.G. Fenol'nyye soyedineniya drevesiny nekotorykh vidov semeystva Pinaceae: avtoref. diss. … kand. khim. nauk. [Phenolic compounds of wood of some species of the Pinaceae family: author. diss. ... Cand. chem. sciences]. Ir-kutsk, 1978, 24 p. (in Russ.).

Gromova A.S., Lutskiy V.I., Tyukavkina N.A. Khimiya drevesiny, 1979, no. 3, pp. 103–109. (in Russ.).

Ngo K-S., Brown G.D. Phytochemistry, 1998, vol. 47, no. 6, pp. 1117–1123.

Kalabin G.A., Kushnarev D.F., Tyukavkina N.A., Gromova A.S., Lutskiy V.I. Khimiya prirodnykh soyedineniy, 1976, no. 1, pp. 3–10. (in Russ.).

Han M.-S., Lee I.-K., Kim Y.-S., Kim J. T., Choe K.-R., Yun B.-S. Journal of the Korean Society for Applied Biologi-cal Chemistry, 2010, vol. 53, no. 4, pp. 512–515.

Duan B., Zhang H., Liu R. Chemistry of natural compounds, 2017, vol. 53, no. 5, pp. 961–962.

Schievano E., Stocchero M., Morelatto E., Facchin C., Mammi S. Metabolomics, 2012, vol. 8, pp. 679–690.

Neacsu M., Eklund P.C., Sjoholm S.P., Pietarinen S.P., Ahotupa M.O., Holmbom B.R., Willfor S.M. Holz Roh Werkst, 2007, vol. 65, pp. 1–6.

Azimova S.S., Vinogradova V.I. Natural Compounds. Flavonoids, Springer, New York, 2013, p. 661.

Babkin V.A., Ostroukhova L.A., Trofimova N.N. Biomassa listvennitsy: ot khimicheskogo sostava do innovatsionnykh produktov. [Larch biomass: from chemical composition to innovative products]. Novosibirsk, 2011, 236 p. (in Russ.).

Seppanen S.-K., Syrjala L., von Weissenberg K., Teeri T.H., Paajanen L., Pappinen A. Plant Cell Reports, 2004, vol. 22, pp. 584–593.

Roupe K.A., Remsberg C.M., Yanez J.A., Davies N.M. Current Clinical Pharmacology, 2006, vol. 1, pp. 81–101.

Luis A., Duarte A.P., Pereira L., Domingues F. European Food Research and Technology, 2018, vol. 244, pp. 175–185.

Skinnider L., Stoessl A. Experientia, 1986, vol. 42, pp. 568–570.

Metsämuuronen S., Siren H. Phytochemistry Reviews, 2019, vol. 18, pp. 623–664.

Neacsu M., Eklund P.C., Sjoholm R.E., Pietarinen S.P, Ahotupa M.O, Holmbom B.R., Willfor S.M. Holz als Roh- und Werkstoff, 2007, vol. 65, pp. 1–6.

Published
2020-10-22
How to Cite
1. Fedorova T. Y., Fedorov S. V., Babkin V. A. PHENOLIC COMPOUNDS OF CEDAR WOOD (SIBERIAN PINE) PINUS SIBIRICA DU TOUR. // chemistry of plant raw material, 2020. № 3. P. 97-104. URL: http://journal.asu.ru/cw/article/view/7329.
Section
Low-molecular weight compounds