THE SIBERIAN AND EUROPEAN LARCH POLAR ALCOHOLS OF NEUTRAL SUBSTANCES OF WOODY GREENS

UDC 634.0.813.2

  • Daria Sergeevna Mikson St. Petersburg State Forest Technical University named after S.M. Kirov Email: ms.mikson@mail.ru
  • Viktor Ivanovich Roshchin St. Petersburg State Forestry University Email: kaf.chemdrev@mail.ru
DOI_disc_logo https://doi.org/10.14258/jcprm.20240414218
Keywords: woody green, extractives, alcohols, larixol, epitorulosol, Larix sibirica Ldb., Larix decidua Mill.

Abstract

The composition of extractive substances extracted by petroleum ether from the woody greens of Siberian larch (Larix sibirica Ldb.) and European (Larix decidua Mill.) is presented. The woody greens of Siberian larch contain 2 times more resins (9.5%, here and further % from dry raw materials), than the woody greenery of European larch (5.2%). The alcohol fraction from Larix sibirica made up one quarter of neutral substances (25.6%), which is 2 times higher than in Larix decidua (12.85%). The fraction of diols (30.0% of the amount of alcohols) prevailed in Larix decidua, which is 3.3 times higher than in Larix sibirica.

The composition of alcohols of neutral substances is different in two types of larch. Monoterpene alcohols prevailed in Larix decidua (7.0%, hereafter % of the alcohol fraction), the main components – borneol and α-terpineol. The ratio of sesquiterpene components is almost the same in both studied species of larch. In woody greens Larix sibirica major sesquiterpenoids are T-murolol and δ-cadinol, and in Larix decidua – T-cadinol, T-murolol and δ-cadinol.

The main fraction of alcohols of neutral substances consisted of diterpenoids (54.3–72.0%). Aromatic diterpene alcohol – dehydroabietinol (23.5%) prevailed in the woody greens of Larix decidua, and in the woody greens of Larix sibirica its oxidized form in the form of methyl ether – 15-hydroxymethyl dehydroabietate (23.1%). Labdanoid 13-epimanool was isolated from woody greens of Larix sibirica (8.0%). Acyclic alcohol phytol was contained in both studied samples of woody greens with 2-fold dominance in Larix decidua. Tricyclic terpenoids levopimarinol and palustrol have been identified only in the woody greens of Larix decidua. The composition of alcohols identified nor-diterpenoids – 18-norisopimarinol and 18-nordehydroabietinol with the predominance of the latter in Larix sibirica. Epitorulosol and its acetate were isolated from the woody greens of Larix sibirica, and larixol was isolated from the woody greens of Larix decidua. The structures of the isolated compounds were confirmed by NMR-spectroscopy.

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Author Biographies

Daria Sergeevna Mikson , St. Petersburg State Forest Technical University named after S.M. Kirov

candidate of chemical sciences, associate professor of the department of technology of forest chemical products, wood chemistry and biotechnology

Viktor Ivanovich Roshchin , St. Petersburg State Forestry University

doctor of chemical sciences, head of the department of technology of forest chemical products, wood chemistry and biotechnology

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Published
2024-11-18
How to Cite
1. Mikson D. S., Roshchin V. I. THE SIBERIAN AND EUROPEAN LARCH POLAR ALCOHOLS OF NEUTRAL SUBSTANCES OF WOODY GREENS // chemistry of plant raw material, 2024. № 4. P. Online First. URL: http://journal.asu.ru/cw/article/view/14218.
Issue
No 4 (2024): Online First
Section
Low-molecular weight compounds

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