Preview

Proceedings of the Southwest State University. Series: Engineering and Technology

Advanced search

Extraction of chalcones from the dry vegetable raw materials by extraction

https://doi.org/10.21869/2223-1528-2026-16-1-141-157

Abstract

Purpose. The main problem of the synthesis of α,β-unsaturated carbonyl compounds is their high reactivity due to the presence of active electrophilic centers. At the same time, chalcones with a wide range of pharmacological activity are included in the composition of available plant raw materials, such as flowers of sand Helichrysum arenarium, bark of white willow (Salix alba) and roots of licorice (Glycyrrhiza glabra). The purpose of this work was to consider the possibility of extracting chalcones from dry plant raw materials using an aqueous solution of ethyl alcohol.

Methods. The following methods were used in the study extraction of organic compounds; qualitative determination of compounds and spectrophotometric determination of the quantitative content of the sum of chalcones; physical and chemical methods for determining moisture content, viscosity, density, and other characteristics.

Results. The paper considers known variants of chalcon synthesis and problems in their implementation. As an alternative, the extraction of chalcones from dry vegetable matter with an aqueous solution of ethyl alcohol under conditions of continuous extraction at the boiling point of a solvent in a Soxlet apparatus and maceration at room temperature is proposed. The selected objects (sandy immortelle (Helichrysum arenarium), white willow (Salix alba), and smooth licorice (Glycyrrhiza glabra)) have a wide distribution area and are considered as affordable raw materials. The effect of the initial raw material moisture on the amount of extracted chalcones and the ratio of raw material and solvent was evaluated.

Conclusion. It has been established that both continuous extraction in a Soxhlet apparatus and maceration in the absence of stirring are suitable for extracting chalcones from dry plant raw materials. For all the types of raw materials studied in this work (flowers, roots, and bark), continuous extraction at the boiling point of the solvent proved to be more effective. The maximum amount of chalcones was extracted from the flowers of Helichrysum arenarium under conditions of continuous extraction. Based on the extraction of chalcones from the flowers of Helichrysum arenarium, it was found that the maximum yield of flavonoids is observed when the ratio of raw material to extractant is 1:10.

About the Authors

A. S. Pashina
Soutwest State University
Russian Federation

Anna S. Pashina - Undergraduate of the Department of Fundamental Chemistry and Chemical Technology.

50 Let Oktyabrya Str. 94, Kursk 305040



K. F. Yankiv
Russian State Social University
Russian Federation

Karine F. Yankiv - Candidate of Sciences (Pedagogical), Associate Professor of the Department of Ecology and Environmental Protection.

4/1 Wilhelm Peak Str., Moscow 129226



S. A. Romanenko
Soutwest State University
Russian Federation

Sergey A. Romanenko - Student of the Department of Fundamental Chemistry and Chemical Technology.

50 Let Oktyabrya Str. 94, Kursk 305040



S. D. Pozhidaeva
Soutwest State University
Russian Federation

Svetlana D. Pozhidaeva - Candidate of Sciences (Chemical), Associate Professor of the Department of Fundamental Chemistry and Chemical Technology.

50 Let Oktyabrya Str. 94, Kursk 305040



References

1. A Shalaby M.A., Rizk S.A., Fahim A.M. Synthesis, reactions and application of chalcon-es: a systematic review. Organic & Biomolecular Chemistry. 2023;21(26):5317-5346. https://doi.org/10.1039/d3ob00792h.

2. Popova S.A., Pavlova E.V., Chukicheva I.Yu. Synthesis of substituted chalcones based on 1,3dihydroxy-4-isobornylbenzene. Izvestiya Akademii nauk. Seriya khimicheskaya = Russian Chemical Bulletin. 2020;(11):2198-2204 (In Russ.)

3. Sinyutina S.E., Shubina A.G., Shubin R.A., Lyadskaya E.G. Synthesis and spectral characteristics of chalcon derivatives. Vestnik Tambovskogo gosudarstvennogo tekhnicheskogo universiteta = Bulletin of the Tambov State Technical University. 2010;16(4):858-862. (In Russ.)

4. Sinyutina S.E., Shubina A.G. Interaction of chalcones with aromatic amines. Vestnik Tambovskogo universiteta. Seriya: Estestvennye i tekhnicheskie nauki = Bulletin of Tambov University. Series: Natural and Technical Sciences. 2007;12(6):661-662. (In Russ.)

5. Bykov Ya.V., Pak V.D., Yaganova N.N. Selectivity of the reaction of chalcones with aniline derivatives. Butlerovskie soobshcheniya = Butlerovskie posledie. 2015;42(4):116-118. (In Russ.)

6. Ismailova G.O., Yuldashev N.M., Akbarkhodzhaeva Kh.N., Shertaev M.M., Ziyamutdinova Z.K. Biologically active natural 2'-hydroxychalcones. Bioorganicheskaya khimiya = Bioorganic Chemistry. 2021;47(3):304-314. (In Russ.) https://doi.org/10.31857/S0132342321030088.

7. Martinkevich D.S., Chernyavskaya E.F., Akhramovich T.I., Tarasevich V.A. Synthesis and antimicrobial activity of new pyrazole derivatives based on chalcones. Zhurnal organicheskoi khimii = Journal of Organic Chemistry. 2022;58(5):516-525. (In Russ.) https://doi.org/10.31857/S0514749222050093.

8. Hambizzao Chetan S., Thorat Shubhangi S., Dhaygude Vishwajit D., Sandeep R. Kane. Preparation, reactions and medical applications of chalcone intermediate a review. Asian Journal of Pharmaceutical Research. 2022;12(2):171-175. https://doi.org/10.52711/2231-5691.2022.00027.

9. Lukashov R.I., Gurina N.S. The effect of ultrasound treatment of echinacea purpurea on the yield of hydroxycinnamic acids during extraction. Vestnik farmatsii = Bulletin of Pharmacy. 2024;3(105):13-20. (In Russ.) https://doi.org/10.52540/2074-9457.2024.3.13.

10. Bochko T.N., Ogrenich N.A., Malyshko M.A., Shishov A.Yu. Phytochemical analysis of extracts of a number of plants growing in Russia using deep eutectic solvents. Zhurnal analiticheskoi khimii = Journal of Analytical Chemistry. 2025;80(11):1141-1153. (In Russ.) https://doi.org/10.7868/S3034512X25110039.

11. Goncharov N.O., Tolmacheva V.V., Melekhin A.O., Biryukova M.A., Aiyari V.V., Dmitrienko S.G. Magnetic solid-phase extraction with dispersion of a magnetic super-crosslinked polymer with carbon dioxide for multicomponent isolation of 55 veterinary medicinal substances residues from river waters before their HPLC-MS/MS-determination. Zhurnal analiticheskoi khimii = Journal of Analytical Chemistry. 2025;80(4):391-406. (In Russ.) https://doi.org/10.31857/S0044450225040041.

12. Li X., Zhang H., Hu Q., Jiang B., Zel V. A simple and mild Suzuki reaction protocol using triethylamine as base and solvent. Synthetic Communications. 2018;48(24):3123-3132. https://doi.org/10.1080/00397911.2018.1519075.

13. Chrenko D., Pospíšil J. Latest developments of the Julia–Kocienski olefination reaction: mechanistic considerations. Molecules. 2024;29(12):2719. https://doi.org/10.3390/molecules29122719.

14. Kulichenko E.O., Oganesyan E.T., Kuregyan A.G., Larskii M.V., Pleten' A.P. Obtaining a working standard sample of halcon-butein and its quantitative determination in plant raw materials. Voprosy biologicheskoi, meditsinskoi i farmatsevticheskoi khimii = Issues of biological, medical and pharmaceutical chemistry. 2024;27(1):23-30. (In Russ.) https://doi.org/10.29296/25877313-2024-01-03.

15. Dubashinskaya N.V., Khishova O.M., Shimko O.M. Some features of extraction of medicinal plant raw materials. Part 1. Vestnik farmatsii = Bulletin of Pharmacy. 2006;4(34):62-72. (In Russ.)

16. Zlotin S.G., Egorova K.S., Ananikov V.P., Akulov A.A., Varaksin M.V., Chupakhin O.N. The paradigm of green chemistry in modern organic synthesis. Uspekhi khimii = Russian Chemical Reviews. 2023;92(12):RCR5104. (In Russ.) https://doi.org/10.59761/RCR5104.

17. Samota M.K., Yadav D.K., Koli P., Kaur M., Rani H., Selvan S.S. Exploring natural chalcones: innovative extraction techniques, bioactivities, and health potential. Sustainable Food Technology. 2024;2(5):1456-1468. (In Russ.) https://doi.org/10.1039/d4fb00126e.

18. Velichkovich N.S., Stepanova A.A., Kozlova O.V., Lyuts V.A., Larichev T.A. Selection of parameters for the extraction of bioactive substances from medicinal plants using whey. Tekhnika i tekhnologiya pishchevykh proizvodstv = Machinery and technology of food production. 2024;54(3):633644. (In Russ.) https://doi.org/10.21603/2074-9414-2024-3-2532.

19. Kubasova E.D., Korel'skaya G.V., Sukhanov A.E., Krylov I.A., Kubasov R.V. Determination of the content of extractive substances in the plant raw materials of medicinal stem lovage growing in the Arkhangelsk region. Mezhdunarodnyi nauchno-issledovatel'skii zhurnal = International Research Journal. 2021;11-2(113):198-202. (In Russ.) https://doi.org/10.23670/IRJ.2021.113.11.071.

20. Popova S.A., Krylova M.V., Pavlova E.V., Shevchenko O.G., Chukicheva I.Yu. Synthesis of chalcones and flavones with an isobornyl substituent and their antioxidant activity. Izvestiya Akademii nauk. Seriya khimicheskaya = Proceedings of the Academy of Sciences. Chemical series. 2024;73(6):1775-1788. (In Russ.)

21. Rakhimov T.U., Baysunov B.Kh., Yusupov I. Water-containing ability and adaptation features of leaves of some wood species in the conditions of industrial environment. Journal of Agriculture and Environment. 2019;2(10):9. (In Russ.) https://doi.org/10.23649/jae.2019.2.10.6.

22. Lukashov R.I. The effect of pretreatment on the content of flavonoids in the production of extractable dosage forms of goldenrod of the Canadian herb. Traditsionnaya meditsina = Traditional medicine. 2025;2(78):22-29. (In Russ.) https://doi.org/10.54296/18186173_2025_2_22.

23. Turmanidze G.N., Sorokin V.V., Stepanov K.S., Ignatenko M.A. Improvement of technologies for isolation and purification of biologically active substances from plant raw materials. Razrabotka i registratsiya lekarstvennykh sredstv = Development and registration of medicines. 2023;12(4):71-79. (In Russ.) https://doi.org/10.33380/2305-2066-2023-12-4-1585.

24. Safin R.G., Valeev K.V., Timerbaev N.F., Petrov V.I., Gil'fanov K.Kh. Investigation of the extraction of essential oils from pine needles and bark. Lesnoi vestnik. Forestry Bulletin = Lesnoy vestnik. Forestry Bulletin. 2025;29(4):126-138. (In Russ.) https://doi.org/10.18698/2542-1468-2025-4-126-138.

25. Okhrimenko O.V., Golovlev D.A., Ryzhkova I.P. Investigation of the extraction process of dry substances from pine needles. Part 1. Investigation of the effect of the degree of pine needles crushing and exposure on the extraction intensity. Molochnokhozyaistvennyi vestnik = Moflax breeding bulletin. 2011;(2):46-50. (In Russ.)


Review

For citations:


Pashina A.S., Yankiv K.F., Romanenko S.A., Pozhidaeva S.D. Extraction of chalcones from the dry vegetable raw materials by extraction. Proceedings of the Southwest State University. Series: Engineering and Technology. 2026;16(1):141-157. (In Russ.) https://doi.org/10.21869/2223-1528-2026-16-1-141-157

Views: 101

JATS XML


Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 License.


ISSN 2223-1528 (Print)