Epilobium species have garnered attention for their potential use in benign prostatic hyperplasia; however, their polyphenolic composition has been primarily investigated. This study aimed to perform a comparative qualitative analysis and relative comparison based on gas chromatography‒mass spectrometry (GC–MS) peak area percentages of the volatile profile in three Epilobium species growing in Estonia. The volatile profiles of E. angustifolium, E. hirsutum, and E. parviflorum were obtained by hydrodistillation. The yield of the volatile fraction in the studied Epilobium species ranged from 0.24 to 0.78 mL/kg. Qualitative and semi-quantitative analyses of the volatile profile by GC‒MS revealed the presence of 98 components, with a range of 87.12% to 92.93%. The most significant proportion of the volatile profile was made up of aliphatic hydrocarbons, 40.75%‒43.09% for E. angustifolium and 34.29%‒45.04% for E. hirsutum, and aliphatic acids, 15.79%‒29.29% for E. angustifolium and 7.44%‒22.45% for E. hirsutum. E. hirsutum also had a significant content of aldehydes and ketones, 7.08%‒9.03%. Within the volatile profile, monoterpenoids in E. parviflorum accounted for 51.92%, aliphatic acids for 19.43%, and sesquiterpenes for 6.76%. Thus, aliphatic hydrocarbons and fatty acids generally prevailed in E. angustifolium and E. hirsutum, while monoterpenoids predominated in E. parviflorum. Numerous volatile profiles (22‒50) were identified for the first time in the investigated species. Although the yield of volatile profiles in Epilobium species is low, due to their biological activity, they may have a beneficial effect in benign prostatic hyperplasia, which requires further investigation.
1. Adamczak, A., Dreger, M., Seidler-Łożykowska, K. and Wielgus, K. Fireweed (Epilobium angustifolium L.): botany, phytochemistry and traditional uses. A review. Herba Polonica, 2019, 65(3), 51–63.
2. Dreger, M., Adamczak, A. and Foksowicz-Flaczyk, J. Antibacterial and antimycotic activity of Epilobium angustifolium L. extracts: a review. Pharmaceuticals, 2023, 16(10), 1419.
https://doi.org/10.3390/ph16101419
3. Nowak, A., Zagórska-Dziok, M., Perużyńska, M., Cybulska, K., Kucharska, E., Ossowicz-Rupniewska, P. et al. Assessment of the anti-inflammatory, antibacterial and anti-aging properties and possible use on the skin of hydrogels containing Epilobium angustifolium L. extracts. Frontiers in Pharmacololgy, 2022, 13, 896706.
https://doi.org/10.3389/fphar.2022.896706
4. Vlase, A.-M., Toiu, A., Gligor, O., Muntean, D., Casian, T., Vlase, L. et al. Investigation of Epilobium hirsutum L. Optimized extract’s anti-inflammatory and antitumor potential. Plants, 2024, 13(2), 198.
https://doi.org/10.3390/plants13020198
5. Ege, T. The pharmacological and therapeutic potentials of Epilobium hirsutum L. International Journal of Pharmaceutical Sciences Review and Research, 2019, 57(2), 20–23.
6. Lewandowska, K. and Majewski, M. The involvement of Epilobium parviflorum in different human diseases, with particular attention to its antioxidant and anti-inflammatory properties and benefits to vascular health. Nutrients, 2025, 17(9), 1577.
https://doi.org/10.3390/nu17091577
7. Nowak, A., Zagórska-Dziok, M., Ossowicz-Rupniewska, P., Makuch, E., Duchnik, W., Kucharski, Ł. et al. Epilobium angustifolium L. extracts as valuable ingredients in cosmetic and dermatological products. Molecules, 2021, 26(11), 3456.
https://doi.org/10.3390/molecules26113456
8. Hryć, B., Kljakić, A. C., Cetiz, M. V., Gunes, A., Zengin, G., Senkardes, I. et al. Network pharmacology of Epilobium angustifolium metabolites in relation to in vitro analyses of its extracts. Fitoterapia, 2025, 183, 106552.
https://doi.org/10.1016/j.fitote.2025.106552
9. Deng, L.-Q., Zhou, S.-Y., Mao, J.-X., Liu, S., Lan, X.-Z., Liao, Z.-H. et al. HPLC-ESI-MS/MS analysis of phenolics and in vitro antioxidant activity of Epilobium angustifolium L. Natural Product Research, 2018, 32(12), 1432‒1435.
https://doi.org/10.1080/14786419.2017.1344659
10. Gevrenova, R., Zengin, G., Ozturk, G. and Zheleva-Dimitrova, D. Exploring the phytochemical profile and biological insights of Epilobium angustifoliumL. herb. Plants, 2025, 14(3), 415.
https://doi.org/10.3390/plants14030415
11. Vlase, A.-M., Toiu, A., Tomuță, I., Vlase, L., Muntean, D., Casian, T. et al. Epilobium species: from optimisation of the extraction process to evaluation of biological properties. Antioxidants, 2022, 12(1), 91.
https://doi.org/10.3390/antiox12010091
12. Mykhailenko, O., Jalil, B., Uminska, K., Ivanauskas, L., Gudžinskas, Z. and Heinrich, M. The phenology of Epilobium hirsutum L.: assessing marker compounds variability of a pharmaceutically important plant remedy. Frontiers in Pharmacology, 2025, 16, 1602819.
https://doi.org/10.3389/fphar.2025.1602819
13. Safta, D. A., Vlase, A.-M., Pop, A., Cherfan, J., Carpa, R., Iurian, S. et al. Optimised Sambucus nigra L., Epilobium hirsutum L., and Lythrum salicaria L. extracts: biological effects supporting their potential in wound care. Antioxidants, 2025, 14(5), 521.
https://doi.org/10.3390/antiox14050521
14. Dimitrova, M., Sulikovska, I., Tsvetanova, E., Djeliova, V., Vasileva, A. and Ivanov, I. Chemical composition and biological activity of extracts from the aerial parts of Epilobium parviflorum Schreb. Applied Sciences, 2025, 15(22), 12109.
https://doi.org/10.3390/app152212109
15. Yagi, S., Cetiz, M. V., Zengin, G., Llorent-Martínez, E. J., Yıldıztugay, E., Bingol, Z. et al. A thorough exploration of the chemical profile and biological potential of Epilobium parviflorum extracts using HPLC-ESI-Q-TOF-MS technique along with in vitro and in silico analysis. Journal of Agriculture and Food Research, 2025, 24, 102414.
https://doi.org/10.1016/j.jafr.2025.102414
16. Merighi, S., Travagli, A., Tedeschi, P., Marchetti, N. and Gessi, S. Antioxidant and anti-inflammatory effects of Epilobium parviflorum, Melilotus officinalis and Cardiospermum halicacabum plant extracts in macrophage and microglial cells. Cells, 2021 10(10), 2691.
https://doi.org/10.3390/cells10102691
17. Remmel, I., Vares, L., Toom, L., Matto, V. and Raal, A. Phenolic compounds in five Epilobium species collected from Estonia. Natural Product Communications, 2012, 7(10), 1323–1324.
https://doi.org/10.1177/1934578X1200701017
18. Raal, A., Kuiv, K., Ilina, T., Kovalyova, A., Avidzba, Y., Koshovyi, O. et al. A qualitative and quantitative analysis of polyphenolic compounds in five Epilobium spp. with a possible potential to alleviate benign prostatic hyperplasia. ScienceRise: Pharmaceutical Science, 2024, 3(49), 37–46.
https://doi.org/10.15587/2519-4852.2024.307139
19. Jürgenson, S., Matto, V. and Raal, A. Vegetational variation of phenolic compounds in Epilobium angustifolium. Natural Product Research, 2012, 26(20), 1951–1953.
https://doi.org/10.1080/14786419.2011.643310
20. Zeng, Q. Y., Wu, J. and Lin, P. C. Chemical composition and antimicrobial activity of the essential oil from Epilobium angustifolium. Chemistry of Natural Compounds, 2016, 52(6), 1113–1115.
https://doi.org/10.1007/s10600-016-1878-y
21. Nowak, A., Duchnik, W., Makuch, E., Kucharski, Ł., Ossowicz-Rupniewska, P., Cybulska, K. et al. Epilobium angustifolium L. essential oil ‒ biological activity and enhancement of the skin penetration of drugs ‒ in vitro study. Molecules, 2021, 26(23), 7188.
https://doi.org/10.3390/molecules26237188
22. Kaškonienė, V., Stankevičius, M., Drevinskas, T., Akuneca, I., Kaškonas, P., Bimbiraitė-Survilienė, K. et al. Evaluation of phytochemical composition of fresh and dried raw material of introduced Chamerion angustifolium L. using chromatographic, spectrophotometric and chemometric techniques. Phytochemistry, 2015, 115, 184‒193.
https://doi.org/10.1016/j.phytochem.2015.02.005
23. Kaškonienė, V., Maruška, A., Akuņeca, I., Stankevičius, M., Ragažinskienė, O., Bartkuvienė, V. et al. Screening of antioxidant activity and volatile compounds composition of Chamerion angustifolium (L.) Holub ecotypes grown in Lithuania. Natural Product Research, 2016, 30(12), 1373‒1381.
https://doi.org/10.1080/14786419.2015.1058792
24. Korkmaz, B., Bozdal, G., Tüfekci, Ş. A., Şahin, B., Öztürk, E., Karaoğluf, Ş. A. et al. Comparative chemical composition and antimicrobial activities of the essential oils and solvent extracts of the flower, leaf, and stem of Epilobium angustifolium growing in Türkiye. Cumhuriyet Science Journal, 2025, 46(1), 27‒34.
https://doi.org/10.17776/csj.1591654
25. Bazargani, M. M., Falahati-Anbaran, M. and Rohloff, J. Comparative analyses of phytochemical variation within and between congeneric species of willow herb, Epilobium hirsutum and E. parviflorum: contribution of environmental factors. Frontiers in Plant Science, 2021, 11, 595190.
https://doi.org/10.3389/fpls.2020.595190
26. Kılıç, G., Korkmaz, B., Erik, İ., Fandaklı, S., Yaylı, S. S., Faiz, Ö. et al. Antimicrobial, antioxidant, tyrosinase activities and volatile profile of the essential oil and solvent extract of Epilobium hirsutum L. growing in Turkey. Turkish Journal of Analytical Chemistry, 2020, 2(2), 87‒94.
https://doi.org/10.51435/turkjac.813224
27. Eghmazi, E., Akhgar, M. R. and Kariminik, A. Chemical constituents and antibacterial activity of the essential oil from Epilobium hirsutum. Journal of Biodiversity and Environmental Sciences, 2015, 7(1).
https://europub.co.uk/articles/-A-38552
28. Bajer, T., Šilha, D., Ventura, K. and Bajerová, P. Composition and antimicrobial activity of the essential oil, distilled aromatic water and herbal infusion from Epilobium parviflorum Schreb. Industrial Crops and Products, 2017, 100, 95‒105.
https://doi.org/10.1016/j.indcrop.2017.02.016
29. eElurikkus. Atlas of the Estonian Flora.
https://elurikkus.ee (accessed 2025-07-12).
30. Rahimi, S., Sheidai, M., Koohdar, F. and Mehrabian, A.-R. Insight in to the Epilobium L. genus systematics by using multiple data sets and bioinformatic and phylogenetic approaches. Genetic Resources and Crop Evolution, 2022, 69, 793–808.
https://doi.org/10.1007/s10722-021-01264-8
31. Council of Europe. European Pharmacopoeia. 11th ed. Strasbourg, 2022.
32. Raal, A., Dolgošev, G., Ilina, T., Kovalyova, A., Lepiku, M., Grytsyk, A. et al. The essential oil composition in commercial samples of Verbena officinalisL. herb from different origins. Crops, 2025, 5, 16.
https://doi.org/10.3390/Crops5020016
33. Raal, A., Liira, J., Lepiku, M., Ilina, T., Kovalyova, A., Strukov, P. et al. The composition of essential oils and the content of saponins in different parts ofGilia capitata Sims. Crops, 2025, 5(3), 33.
https://doi.org/10.3390/crops5030033
34. Khanam, S., Mishra, P., Faruqui, T., Alam, P., Albalawi, T., Siddiqui, F. et al. Plant-based secondary metabolites as natural remedies: a comprehensive review on terpenes and their therapeutic applications. Frontiers in Pharmacology, 2025, 16, 1587215.
https://doi.org./10.3389/fphar.2025.1587215
35. Yang, W., Chen, X., Li, Y., Guo, S., Wang, Z. and Yu, X. Advances in pharmacological activities of terpenoids. Natural Product Communications, 2020, 15(3).
https://doi.org/10.1177/1934578X20903555
36. Chan, W.-K., Tan, L. T.-H., Chan, K.-G., Lee, L.-H. and Goh, B.-H. Nerolidol: a sesquiterpene alcohol with multi-faceted pharmacological and biological activities. Molecules, 2016, 21, 529.
https://doi.org/10.3390/molecules21050529
37. Machado, T. Q., da Fonseca, A. C. C., Duarte, A. B. S., Robbs, B. K. and de Sousa, D. P. A narrative review of the antitumor activity of monoterpenes from essential oils: an update. BioMed Research International, 2022, 2022, 6317201.
https://doi.org/10.1155/2022/6317201
38. Lowe, H., Ali, A., Steele, B., Gordon, L. and Grant, J. The potential therapeutic value of terpenes. INNOSC Theranostics and Pharmacological Sciences, 2024, 7(3), 0332.
https://doi.org/10.36922/itps.0332
39. Cho, M., So, I., Chun, J. N. and Jeon, J. H. The antitumor effects of geraniol: modulation of cancer hallmark pathways (review). International Journal of Oncology, 2016, 48(5), 1772‒1782.
https://doi.org/10.3892/ijo.2016.3427
40. de Lima, L. T. F., Ganzella, F. A. de O., Cardoso, G. C., Pires, V. dos S., Chequin, A., Santos, G. L. et al. L-carvone decreases breast cancer cells adhesion, migration, and invasion by suppressing FAK activation. Chemico-Biological Interactions, 2023, 378, 110480.
https://doi.org/10.1016/j.cbi.2023.110480
41. Bouyahya, A., Bensaid, M., Bakri, Y. and Dakka, N. Phytochemistry and ethnopharmacology of Ficus carica. International Journal of Biochemistry Research & Review, 2016, 14(1), 1–12.
https://doi.org/10.9734/IJBCRR/2016/29029
42. Anjum, R. and Raza, C. Carvone: a bioactive monoterpene with diverse pharmacological applications. Current Pharmacology Reports, 2025, 11, 22.
https://doi.org/10.1007/s40495-025-00402-5
43. Yan, H., Zhang, S., Yang, L., Jiang, M., Xin, Y., Liao, X. et al. The antitumor effects of α-linolenic acid. Journal of Personalized Medicine, 2024, 14(3), 260.
https://doi.org/10.3390/jpm14030260
44. Ulhe, A., Raina, P., Chaudhary, A. and Kaul-Ghanekar, R. Alpha-linolenic acid-mediated epigenetic reprogramming of cervical cancer cell lines. Epigenetics, 2025, 20(1), 2451551.
https://doi.org/10.1080/15592294.2025.2451551