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Seasonal Changes in the Composition of Scots Pine (Pinus Syvestris L.) Oleoresin, Measured by the NMR Method

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Abstract

Seasonal changes in the composition of Scots pine oleoresin were analyzed by 1H and 13C NMR spectroscopy. Due to favorable weather conditions (positive temperatures on the sampling dates throughout the year) samples for each of the 12 months were obtained and studied. Chloroform (CDCl3) solutions of oleoresin were investigated. Eight resin acids: abietic, dehydroabietic, isopimaric, levopimaric, neoabietic, palustric, pimaric, and sandaracopimaric acids, as well as six monoterpenes: camphene, limonene, myrcene, α-pinene, β-pinene, and terpinolene, were identified and quantified. It was revealed that the amounts of the oleoresin released and its constituent α-pinene decreased at low temperatures. Other monoterpenes were not detected within the measurement accuracy in this period of time. It was supposed that monoterpenes, formed in smaller amounts during the period of pests’ anabiosis, play the key role in the control of coniferous insect pests. The contents of dehydroabietic, isopimaric, neoabietic, pimaric, and sandaracopimaric acids were found to vary insignificantly throughout the year. An interrelation between the amounts of abietic, levopimaric, and palustric acids in the oleoresin composition was revealed. The observed interrelation was supposedly associated with low-temperature catalytic reactions of levopimaric acid isomerization leading to predominant formation of abietic acid. It was suggested that these processes should be taken into account to avoid errors in determining the contents of these acids in the oleoresin even in the case of statistical analysis.

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DATA AVAILABILITY

The data that support the findings of this study are available from the corresponding author upon reasonable request.

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Funding

This work was supported by regular institutional funding, and no additional grants were obtained.

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Authors and Affiliations

  1. Institute of Physical and Organic Chemistry, National Academy of Sciences of Belarus, 220072, Minsk, Belarus

    E. D. Skakovskii & E. I. Gapan’kova

  2. Central Botanical Garden, National Academy of Sciences of Belarus, 220072, Minsk, Belarus

    E. H. Popoff

  3. Belarusian State Technological University, 220006, Minsk, Belarus

    S. A. Lamotkin

Authors
  1. E. D. Skakovskii
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  2. L.Yu.
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  3. E. I. Gapan’kova
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  4. I. A.
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  5. E. H. Popoff
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  6. S. A. Lamotkin
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Contributions

The authors EDS, LYuT, and EHP analyzed the literature data on the topic and implemented spectral studies; the authors AIH, IAL—sampling.

All authors participated in discussions and the manuscript preparation.

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Correspondence to E. D. Skakovskii.

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This article does not contain any studies involving patients or animals as test objects. Informed consent was not required for this article. No conflict of interest was declared by the authors.

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Skakovskii, E.D., L.Yu., Gapan’kova, E.I. et al. Seasonal Changes in the Composition of Scots Pine (Pinus Syvestris L.) Oleoresin, Measured by the NMR Method. Russ J Bioorg Chem 49, 1658–1666 (2023). https://doi.org/10.1134/S1068162023070816

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  • DOI: https://doi.org/10.1134/S1068162023070816

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