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Isolation and Study of Proanthocyanidins from Bark of Pine Pinus sylvestris L.

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Abstract—

The isolation of proanthocyanidins from the bark of Scotch pine Pinus sylvestris L. by water and water–alcohol solutions containing 5, 10, 15, 20, and 25% ethanol was studied for the first time. Isolation of proanthocyanidins was carried out from the initial and deresined (extracted with hexane) pine bark. It was shown that, compared with water extraction, the use of 15–25% aqueous ethanol solutions allows one to increase the yield of proanthocyanidins from 0.44 to 0.63%. It was established that the preliminary extraction of resinous substances from the pine bark does not significantly affect the yield of proanthocyanidins. It was shown that an increase in ethanol concentration of more than 20% in the extraction solution leads to an increase in the total yield of extractives, while the yield of proanthocyanidins does not increase. A study of proanthocyanidins by UV spectroscopy after their conversion to red anthocyanidins showed that they mainly consist of procyanidin and prodelphinidine in close concentrations. The composition of the proanthocyanidins mixtures obtained was studied by IR and 13C NMR spectroscopy. It was shown that the proanthocyanidins obtained from the bark of pine Pinus sylvestris L., in contrast to isolated from other pine species, contains gallic acid residues which can increase their antiradical activity.

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Funding

The work was performed within the framework of the state assignment of the Institute of Chemical Chemistry of the SB RAS, project AAAA-A17-117021310219-4 (V.46.4.2.) Using the equipment of the Krasnoyarsk Regional Center for Collective Use of the Federal Research Center of the KSC SB RAS.

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Authors and Affiliations

  1. Institute of Chemistry and Chemical Technology, Federal Research Center, Krasnoyarsk Scientific Center, Siberian Branch, Russian Academy of Sciences, 660036, Krasnoyarsk, Akademgorodok, Russia

    V. A. Levdanskiy, I. V. Korol’kova, A. V. Levdanskiy & B. N. Kuznetsov

  2. Siberian Federal University, 660041, Krasnoyarsk, Russia

    B. N. Kuznetsov

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  1. V. A. Levdanskiy
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  2. I. V. Korol’kova
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  3. A. V. Levdanskiy
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  4. B. N. Kuznetsov
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Correspondence to V. A. Levdanskiy.

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Levdanskiy, V.A., Korol’kova, I.V., Levdanskiy, A.V. et al. Isolation and Study of Proanthocyanidins from Bark of Pine Pinus sylvestris L.. Russ J Bioorg Chem 47, 1445–1450 (2021). https://doi.org/10.1134/S1068162021070098

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  • DOI: https://doi.org/10.1134/S1068162021070098

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