Abstract
The variation of the content of biologically active compounds (essential oil, lipid fraction, and phenolics) in aerial parts of Bupleurum scorzonerifolium Willd. is studied in relation to the plant development phase. The flowering phase features the most diverse range of essential oil constituents. Fifteen terpene compounds are invariably present in the essential oil at every phenophase: p-cymene, β-myrcene, trans-β-ocimene, limonene, (Е,Е)-α-farnesene, α-copaene, β-elemene, humulene, germacrene D, caryophyllene, γ‑muurolene, bicyclogermacrene, Δ-cadinene, T-muurolol, and spatulenol. Quantitatively, the content of these constituents varies from traces to the level of major constituents, depending on the phenological phase. The components that invariably present in the lipid phase are identified. The C16:0 acid is the major saturated fatty acid. Its content changes at different phenophases: while remaining at approximately the same level during the vegetation and flowering phases (26.78% and 27.26%, respectively), it falls during the fruiting phase (18.17%). The 18:1n9 acid is the major monounsaturated fatty acid. Its content peaks during the fruiting phase, and the lowest level is detected at the flowering phase. The 18:2n9,12 acid is the dominant polyunsaturated fatty acid. Its content peaks during the vegetation phase (26.78%), and the lowest level is detected during the flowering phase (24.23%). The total of unsaturated fatty acids exceeds the total of saturated fatty acids at every phase of plant development; however, their ratio changes depending on phenophase. For all of the studied samples, the content of phenolic compounds peaks during the flowering phase. Our findings show that the phase of mass flowering is characterized by the highest level of essential oil, lipids, and phenolics.
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REFERENCES
Yao, R., Zou, Y., and Chen, X., Traditional use, pharmacology, toxicology, and quality control of species in genus Bupleurum L., Chin. Herb. Med., 2013, vol. 5, no. 4, pp. 245–255. https://doi.org/10.1016/S1674-6384(13)60036-2
Yuan, B., Yang, R., Ma, Y., Zhou, S., Zhang, X., and Liu, Y., A systematic review of the active saikosaponins and extracts isolated from Radix bupleuri and their application, Pharm. Biol., 2017, vol. 55, no. 1, pp. 620–635. doi https://doi.org/10.1080/13880209.2016.1262433
Tykheev, Zh.A., Zhigzhitzhapova, S.V., Zhang, F., Taraskin, V.V., Anenkhonov, V.V., Radnaeva, L.D., and Chen, S., Constituents of essential oil and lipid fraction from the aerial part of Bupleurum scorzonerifolium Willd. (Apiaceae) from different habitats, Molecules, 2018, vol. 23, no. 6, p. 1496. https://doi.org/10.3390/molecules23061496
Olennikov, D.N. and Partilkhaev, V.V., Flavonoids and phenylpropanoids from several species of Bupleurum growing in Buryatia, Chem. Nat. Compd., 2013, vol. 48, no. 6, pp. 1078–1082. https://doi.org/10.1007/s10600-013-0471-x
Mirovich, V.M., Petukhova, S.A., and Dudareva, L.V., Accumulation of phenolic compounds in the aboveground organs of goat leaf bud (Bupleurum scorzonerifolium Willd.) growing in Cisbaikalia, Acta Biomed. Sci., 2017, vol. 2, no. 3, pp. 78–81.
Mirovich, V.M., Petukhova, S.A., and Dudareva, L.V., Investigation of the composition of phenolic compounds of goat leaf bud (Bupleurum scorzonerifolium Willd.) growing in Cisbaikalia by HPLC, Acta Biomed. Sci., 2017, vol. 2, no. 3, pp. 75–77.
Mirovich, V.M. and Petukhova, S.A., Study of the elemental composition of the aboveground organs of the goat leaf bud (Bupleurum scorzonerifolium Will.) growing in Cisbaikalia, Vestn. VSGUTU, 2017, no. 1, pp. 39–43.
Mirovich, V.M., Petukhova, S.A., Dudareva, L.V., and Sokolova, N.A., . Investigation of the component composition of the essential oil of the above-ground organs of the goat leaf bud growing in Cisbaikalia, Med. Al’manakh, 2017, no. 5, pp. 165–167.
Petukhova, S.A. and Mirovich, V.M., Development of a method for quantitative determination of the amount of flavonoids in goat leaf bud greenery, Med. Al’manakh, 2017, no. 3, pp. 203–205.
Petukhova, S.A., Mirovich, V.M., and Bocharova, G.I., Development of indicators and quality standards for goat leaf bud greenery, in Materialy Vserossiiskoi nauchno-prakticheskoi konferentsii s mezhdunarodnym uchastiem, posvyashchennoi pamyati professora V.A. Manyaka “Innovatsionnye tekhnologii v farmatsii” (Proc. All-Russia Sci.-Pract. Conf. with International Participation, Dedicated to the Memory of Professor V.A. Manyak “Innovative Technologies in Pharmacy”), Irkutsk, 2017, pp. 138–142.
Mirovich, V.M. and Petukhova, S.A., Dynamics of the accumulation of phenolcarboxylic acids in the aboveground organs of the goat leaf bud (Bupleurum scorzonerifolium Willd.) growing in Cisbaikalia, in Sbornik nauchnykh trudov nauchno-metodicheskoi konferentsii “III Gammermanovskie chteniya” (Collection of Scientific Papers of the Scientific-Methodical Conference “III Gammerman Memorial Lectures”), St. Petersburg, 2017, pp. 82–84.
Minaeva, V.G. and Zaprometov, M.N., Flavonoidy v ontogeneze rastenii i ikh prakticheskoe ispol’zovanie (Flavonoids in Plant Ontogenesis and Their Practical Use), Novosibirsk, 1978.
Kates, M., Techniques of Lipidology: Isolation, Analysis, and Identification of Lipid, New York, 1972.
Tkachev, A.V., Issledovanie letuchikh veshchestv rastenii (Study of Plant Volatiles), Novosibirsk, 2008.
Gosudarstvennaya farmakopeya Rossiskoi Federatsii (State Pharmacopoeia of the Russian Federation), in 4 vols., Moscow, 2018, XIV ed. http://femb.ru/femb/pharmacopea.php.
Kintya, P.K., Fadeev, Yu.M., and Akimov, Yu.A., Terpenoidy rastenii (Plant Terpenoids), Kishinev, 1990.
Plemenkov, V.V., Khimiya izoprenoidov (Isoprenoid Chemistry), Barnaul, 2007.
Atazhanova, G.A., Terpenoidy efirnykh masel rastenii. Rasprostranenie, khimicheskaya modifikatsiya i biologicheskaya aktivnost’ (Terpenoids of Plant Essential Oils. Distribution, Chemical Modification, and Biological Activity), Moscow, 2008.
Chirkova, T.V., Cell membranes and plant resistance to stress, Soros. Obrazovat. Zh., 1997, no. 9, pp. 12–17.
Il’inskaya, L.I. and Ozerotskovskaya, O.L., Fatty acids lipoxygenation products as signal molecules inducing the resistance of plants (review), Appl. Biochem. Microbiol., 1998, vol. 34, no. 5, pp. 425–436.
Finley, J.W. and Shahidi, F., The Chemistry, Processing, and Health Benefits of Highly Unsaturated Fatty Acids: An Overview, in Omega-3 Fatty Acids: Chemistry, Nutrition, and Health Effects, American Chemical Society. Washington, DC, 2001.
Tarakhovskii, Yu.S., Kim, Yu.A., Abdrasilov, B.S., and Muzafarov, E.N., Flavonoidy: biokhimiya, biofizika, meditsina (Flavonoids: Biochemistry, Biophysics, and Medicine), Pushchino, 2013.
Mierziak, J., Kostyn, K., and Kulma, A., Flavonoids as important molecules of plant interactions with the environment, Molecules, 2014, vol. 19, no. 10, pp. 16240–16265. https://doi.org/10.3390/molecules191016240
Formica, J.V. and Regelson, W., Review of the biology of quercetin and related bioflavonoids, Food and Chemical Toxicology, 1995, vol. 33, no. 12, pp. 1061–1080.
Minaeva V.G. and Gorbaleva G.N., On Effects of Flavonoids on Pollen Germination and Growth of Pollen Tubes, in Poleznye rasteniya prirodnoi flory Sibiri (Field Plants of Siberian Natural Flora), Novosibirsk, 1967, pp. 231–237.
Minaeva, V.G. Lekarstvennye rasteniya Sibiri. Novosibirsk, 1970.
Funding
This study was supported by the Russian Foundation for Basic Research (project no. 8-34-00515) and the Banzarov Buryat State University (project no. 20-09-0502). It was partly funded within a state assignment to the Baikal Institute of Nature Management, Siberian Branch (SB), Russian Academy of Sciences (RAS) and within project AAAA-A17-117011810036-3 (Institute of General and Experimental Biology, SB RAS).
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Tykheev, Z.A., Taraskin, V.V., Zhigzhitzhapova, S.V. et al. Variation of the Content of Biologically Active Compounds in Bupleurum scorzonerifolium Willd. Aerial Parts at Different Phenological Phases. Russ J Bioorg Chem 47, 1432–1438 (2021). https://doi.org/10.1134/S1068162021070153
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DOI: https://doi.org/10.1134/S1068162021070153