Comparative characteristics of the quantitative content of polyprenols in substances derived from Ginkgo biloba L. and Picea abies L.

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Introduction. Polyprenols are known as a class of natural long-chain isoprenoid alcohols, which are fat-soluble antioxidants and natural bioregulators that directly participate in the synthesis of glycoproteins of cell membranes. Their hepatoprotective activity is proven, as well as other types of their pharmacological effects are known, which is the reason of significant interest in these substances as a promising medicinal product. The main sources of polyprenols are coniferous trees (various types of spruce (Picea spp.), fir (Abies spp.), pine (Pinus spp.)), as well as Ginkgo biloba L.). Preparative isolation of polyprenols from plants is carried out by extraction based on the difference in solubility in two or more organic solvents.

Aim. Identification and comparative quantitative assessment of polyprenols in substances derived from Ginkgo biloba L. and Picea abies L. according to the author’s method in Savintsev’s laboratory.

Material and methods. Identification of polyprenols in substances was carried out using proton nuclear magnetic resonance (NMR) spectroscopy, Fourier-transform infrared spectroscopy (FTIR), mass spectrometry (MS), and high-performance liquid chromatography (HPLC). The quantitative content of polyprenols was determined using HPLC-MS, a triple quadrupole mass spectrometer was used as a detector.

Results. Polyprenols in substances were identified by 1H NMR spectroscopy, IR spectroscopy, mass spectrometry and high-performance liquid chromatography. Using HPLC-MS, the quantitative content of C70 – C100 polyprenols in samples of Ginkgo biloba L. and Picea abies L. was found to be 76% and 95% on average, respectively.

Conclusions. The predominance of shorter polyprenols in the substance of Picea abies L. compared to the substance of Ginkgo biloba L. can be suggested based on the results of comparative characteristics of the chromatographic peaks expression and the results of
1H NMR spectroscopy. The regulatory documentation can be prepared based on the results of this study for subsequent state registration of pharmaceutical substances and medicines of polyprenols derived from Ginkgo biloba L. and Picea abies L.

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作者简介

А. Antipina

M.V. Lomonosov Moscow State University

编辑信件的主要联系方式.
Email: antipina_aa@rambler.ru
ORCID iD: 0000-0002-8970-3495

Post-graduate Student

俄罗斯联邦, 1, Leninskie Gory str., Moscow, 119991

N. Popov

Tver State Medical University, Ministry of Health of the Russian Federation

Email: ns.popov@mail.ru
ORCID iD: 0000-0002-1792-7414

Ph.D. (Pharm.), Associate Professor

俄罗斯联邦, 4, Sovetskaya str., Tver, 170100

M. Baranov

Pirogov Russian National Research Medical University, Ministry of Health of the Russian Federation; Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences

Email: baranovmikes@gmail.com
ORCID iD: 0000-0002-9339-7603

D.Sc. (Chem.)

俄罗斯联邦, 1 bldg. 6 Ostrovityanova str., Moscow, 117997; 16/10, Miklukho-Maklaya str., GSP-7, Moscow, 117997

I. Myasnyanko

Pirogov Russian National Research Medical University, Ministry of Health of the Russian Federation; Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences

Email: ivan.n.myasnyanko@gmail.com
ORCID iD: 0000-0002-2168-3555

Ph.D. (Chem.)

俄罗斯联邦, 1 bldg. 6 Ostrovityanova str., Moscow, 117997; 16/10, Miklukho-Maklaya str., GSP-7, Moscow, 117997

S. Savintsev

Email: ssv53@mail.ru
ORCID iD: 0009-0000-5639-5548

Individual entrepreneur

俄罗斯联邦

V. Balabanyan

Pirogov Russian National Research Medical University, Ministry of Health of the Russian Federation

Email: bal.pharm@mail.ru
ORCID iD: 0000-0002-5744-7060

D.Sc. (Pharm.)

俄罗斯联邦, 1 bldg. 6 Ostrovityanova str., Moscow, 117997

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2. Fig. 1. General structural formula of polyprenols, where n = 13 – 19

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3. Fig. 2. 1H NMR spectrum of a sample of polyprenol substance: а – Ginkgo biloba L.; б – Picea abies L.

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4. Fig. 3. IR spectra of Ginkgo biloba L. and Picea abies L. polyprenol samples

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5. Fig. 4. First-order mass spectrum of Ginkgo biloba L. (A) and Picea abies L. (B) polyprenol adducts in positive ion mode (300 scan cycles, cycle duration 1 sec, DP=80 V, CEP =55 eV)

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6. Fig. 5. Calibration plot of the dependence of the total peak area (AUC) of polyprenols (C70 – C100) on their total concentration in a standard solution (y = 254,73x + 163869; R² = 0,9973)

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7. Fig. 6. Fragments of general chromatograms of samples of polyprenol substances derived from Ginkgo biloba L. (A) and Picea abies L. (B)

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