Natural Compounds Found in Medicinal Plant of Epilobium frigidum Extracts by Chromatography Method | ||
| Plant, Algae, and Environment | ||
| دوره 7، شماره 2، 2023، صفحه 1081-1092 اصل مقاله (495.3 K) | ||
| نوع مقاله: Original Article | ||
| شناسه دیجیتال (DOI): 10.48308/jpr.2024.234567.1062 | ||
| نویسنده | ||
| Sedigheh Rahimi* | ||
| Department of Plant Biology, School of Biology, College of Science, University of Tehran | ||
| چکیده | ||
| E Abstract Epilobium genus has anti-inflammatory, antioxidant, antimicrobial, anti-tumor, anti-pain, and anti-androgenic medicinal properties in traditional medicine. In this research, the aerial parts of E. frigidum species were collected at the flowering stage from the heights of Kalardasht in Mazandaran province at the end of May and were phytochemically investigated for the composition of fatty acids and volatile active substances in the essential oil. The extract of plant sample was extracted with 80% methanol and evaluated by gas chromatography coupled with a mass spectrometer (GC-MS). The results showed that the main hydrocarbon compounds in the essential oil of this plant were linoleic acid with a value of 49.176 and oleic acid (32.227%) and volatile compounds 4aβ,7α,7aβ-nepetalactone with a value of 41.312 and β-caryophyllene (15.395). The chemical structure of linoleic acid, a common omega-6 fatty acid found in many nuts, seeds, and vegetable oils. Hydrocarbon terpenes had the highest concentration in the essential oil of this plant. The results of GC/MS analysis showed the presence of 24 compounds in the investigated species, which were separated into the groups of steroids and terpenes from the phytochemical point of view. The findings showed that E. frigidum contains important natural products such as steroids, monoterpenoids, and sesquiterpenoids. Due to the bioactive products, this plant can have more applications in the cosmetic and pharmaceutical industries. | ||
| کلیدواژهها | ||
| Phytochemical؛ Epilobium؛ GC/MS؛ Secondary metabolites؛ Terpenes | ||
| مراجع | ||
|
Azizian D. (2005). Flora of Iran, Family Onagraceae. Institute of Forest and Rangeland Research Publications, Tehran.
Ashour M. (2010). "Biochemistry of Terpenoids: Monoterpenes, Sesquiterpenes and Diterpenes". Biochemistry of Plant Secondary Metabolism. pp. 258–303. Doi: 10.1002/9781444320503.ch5.
Abbasi-Karin S, Karimzadeh G, Mohammadi Bazargani M. (2023). Interspecific morphological and phytochemical variations in the willow herb (Epilobium spp.) medicinal plant. Journal of Plant Physiology and Breeding. 13 (2): 15-27. Doi: 10.1508/cytologia.87.129.
Bunney S. (1992). The Illustrated Encyclopedia of Herbs-Their Medicinal and Culinary Uses. Chancellor Press, London.
Barakat HH, Hussein SA, Marzouk MS, Merfort I, Linscheid M, Nawwar MA. (1997). Polyphenolic metabolites of Epilobium hirsutum. Phytochemistry. 46 (5): 935–941. Doi: org/10.1016/S0031-9422(97)00370-1.
Battinelli L, Tita B, Evandri MG, Mazzanti G. (2001). Antimicrobial activity of Epilobium spp. extracts. Il Farmaco. 56(5-7): 345-348. Doi: 10.1016/s0014-827x (01)01047-3.
Borchardt JR, Wyse DL, Sheaffer CC, Kauppi KL, Fulcher RG, Ehlke NJ, Biesboer DD, Bey RF. (2008). Antimicrobial activity of native and naturalized plants of Minnesota and Wisconsin. Journal of Medicinal Plants Research. 2 (5): 98-110.
Bartfay WJ, Bartfay E, Johnson JG. (2012). Gram-negative and gram-positive antibacterial properties of the whole plant extract of Willow herb (Epilobium angustifolium). Biological Research for Nursing. 14(1): 85-89. Doi.org/10.1177/1099800410393947.
Dreger M, Wegenke J, Makowiecka J, Michalik T, Wielgus K. (2016). Application of multi-shoots cultures in micropropagation of willow herb (Chamaenerion angustifolium (L.) Scop.). Herba Polonica. 62: 28-39.
Granica S, Piwowarski JP, Czerwinska ME, Kiss AK. (2014). Phytochemistry, pharmacology and traditional uses of different Epilobium species (Onagraceae): A review. Journal of Ethnopharmacology. 156: 316-46. Doi: 10.1016/j.jep.2014.08.036.
Gryszczyńska A, Dreger M, Piasecka A, Kachlicki P, Witaszak N, Sawikowska A, Ożarowski M, Opala B, Łowicki Z, Pietrowiak A, Miklaś M, Mikołajczak PL, Wielgus K. (2018). Qualitative and quantitative analyses of bioactive compounds from ex vitro Chamaenerion angustifolium (L.) (Epilobium augustifolium) herb in different harvest times. Industrial Crops and Products. 123 (2): 208–220. Doi: 10.1016/j.indcrop.2018.06.010.
Hiermann A. (1995). Phytochemical characterization of Epilobium angustifolium L. and its differentiation to other Epilobium species by TLC and HPLC. Sci. Pharm. 63: 135-135.
Hiermann A and Bucar F. (1997). Studies of Epilobium angustifolium extract on growth of accessory sexual organs in rats. Journal of Ethnopharmacology. 55: 179-183. Doi: 10.1016/s0378-8741(96)01498-5.
Hiermann A and Radl B. (1998). Analysis of aromatic plant acids by capillary zone electrophoresis. Journal of Chromatography A. 803: 311–314. Doi.org/10.1016/S0021-9673(97)01259-4.
Hevesi B, Houghton P, Habtemariam S, K´ery ´A. (2009). Antioxidant and antiinflammatory effect of Epilobium parviflorum Schreb. Phytother Res.: Int. J. Devot. Pharmacol. Pharmacology and Toxicology of Natural Medicines. 23(5): 719–724. Doi.org/10.3390/cells10102691.
Hevesi Tóth B, Blazics B, Kéry Á. (2009). Polyphenol composition and antioxidant capacity of Epilobium species. Journal of Pharmaceutical and Biomedical Analysis. 49: 26-31. Doi: 10.1016/j.jpba.2008.09.047.
Jürgenson S, Matto V, Raal A. (2012). Vegetational variation of phenolic compounds in Epilobium angustifolium.Natural Product Research. 26 (20): 1951-1953. Doi: 10.1080/14786419.2011.643310.
Jamous RM, Zaitoun SYA, Husein AI, Qase IB, Ali-Shtayeh MS. (2015). Screening for biological activities of medicinal plants used in traditional Arabic Palestinian herbal medicine. European Journal of Medicinal Chemistry. Plants. Pp. 1–13. Doi: 10.9734/EJMP/2015/17429.
Kiss A, Kowalski J, Melzig MF. (2004). Compounds from Epilobium angustifolium inhibit the specific metallopeptidases ACE, NEP, and APN. Planta Medica. 70: 919-923. Doi: 10.1055/s-2004-832617.
Kiss AK, Bazylko A, Filipek A, Granica S, Jaszewska E, Kiarszys U, Piwowarski J. (2011). Oenothein B´s contribution to the anti-inflammatory and antioxidant activity of Epilobium sp. Phytomedicine. 18: 557-560. Doi.org/10.1016/j.phymed.2010.10.016.
Kiss AK, Kapłon-Cie´slicka A, Filipiak KJ, Opolski G, Naruszewicz M. (2012). Ex vivo effects of an Oenothera paradoxa extract on the reactive oxygen species generation and neutral endopeptidase activity in neutrophils from patients after acute myocardial infarction. Phytotherapy Research. 26 (4): 482–487. Doi: 10.1002/ptr.3585.
Kosalec I, Kopjar N, Kremer D. (2013). Antimicrobial activity of Willowherb (Epilobium angustifolium L.) leaves and flowers. Current Drug Targets. 14(9): 986–991. Doi: 10.2174/13894501113149990177.
Kaˇskonien V, Maruˇska A, Akun C, Stankeviˇcius M, Ragaˇzinskien O, Bartkuvien V, Kornyˇsova O, Briedis V, Ugenskien R. (2016). Screening of antioxidant activity and volatile compounds composition of Chamerion angustifolium (L.) Holub ecotypes grown in Lithuania. Natural Product Research. 30 (12): 1373-1381. Doi: 10.1080/14786419.2015.1058792.
Lesuisse D, Berjonneau J, Ciot C, Devaux P, Doucet B,Gourvest JF, Lowinski M. (1996). Determination of oenothein B as the active 5-α-reductase-inhibiting principle of the folk medicine Epilobium parviflorum. Journal of Natural Products. 59: 490-492. Doi: 10.1021/np960231c.
Myerscough PJ, Whitehead FH. (1966). Comparative biology of Tussilago farfara L., Chamaenerion angustifolium (L.) Scop., Epilobium montanum L. and Epilobium adenocaulon Hausskn. I. General biology and germination. New Phytologist. 65 (2): 192–210. Doi.org/10.1111/j.1469-8137.1966.tb06352.x.
Myerscough, P.J., Whitehead, F.H. (1967). Comparative biology of Tussilago farfara L., Chamaenerion angustifolium (L.) Scop., Epilobium montanum L. and Epilobium adenocaulon Hausskn. II. Grow and ecology. New Phytologist. 66 (4): 785-823.
Monschein M, Jaindl K, Buzimkić S, Bucar F. (2015). Content of phenolic compounds in wild
populations of Epilobium angustifolium growing at different altitudes. Pharmaceutical Biology. 53: 1576-1582. Doi.org/10.3109/13880209.2014.993039.
Maruˇska A, Ugenskien R, Raulinaityt D, Juozaityt E, Kaˇskonien V, Drevinskas T, Stelmakien A, Akuneca I, Makaraviˇcius T, Tiso N. )2017(. Analysis of the antiproliferative effect of Chamerion angustifolium. Water. Doi: 10.1016/j.advms.2016.08.002.
Mohammadi Bazargani M. (2019). Comparative analyses of phytochemical compounds of Epilobium minutiflorum (Onagraceae) at different altitudes. Nova Biologica Reperta. 5 (4): 466-478. Doi:. Doi: 10.29252/nbr.5.4.466.
Mohammadi Bazargani M, Falahati-Anbaran M, Jens Rohloff. (2021). 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. Doi.org/10.3389/fpls.2020.595190.
Pourmorad F, Ebrahimzadeh MA, Mahmoudi M, Yasini S. (2007). Antinociceptive activity of methanolic extract of Epilobium hirsutum. Pakistan Journal of Biological Sciences. 10(16): 2764-2767. Doi: 10.3923/pjbs.2007.2764.2767.
Raven PH. (1967). A revision of the African species of Epilobium. Bothalia. 9: 309–333. Doi.org/10.4102/abc.v9i2.1599.
Rohloff J. (2015). Analysis of phenolic and cyclic compounds in plants using derivatization techniques in combination with GC-MS-based metabolite profiling. Molecules. 20: 3431–3462. Doi: 10.3390/molecules20023431.
Slacanin I, Marston A, Hostettmann K, Delabays N, Darbellay C. (1991). Isolation and determination of flavonol glycosides from Epilobium species. Journal of Chromatography. A. 557: 391-398. Doi.org/10.1016/S0021-9673(01)87147-8.
Steenkamp V, Gouws M, Gulumian M, Elgorashi E, Van Staden J. (2006). Studies on antibacterial, anti-inflammatory, and antioxidant activity of herbal remedies used in the treatment of benign prostatic hyperplasia and prostatitis. Journal of Ethnopharmacology 103: 71-75. Doi: 10.1016/j.jep.2005.07.007.
Tinseth G. (1993). "Hop Aroma and Flavor. http://realbeer.com/hops/aroma.html.
Tita B, Abdel-Haq H, Vitalone A, Mazzanti G, Saso L. (2001). Analgesic properties of Epilobium angustifolium, evaluated by the hot plate test and the writhing test. Il Farmaco. 56 (5–7): 341–343. Doi: 10.1016/s0014-827x(01)01046-1.
T´oth BH, Blazics B, K´ery ´A. (2009). Polyphenol composition and antioxidant capacity
of Epilobium species. Journal of Pharmaceutical and Biomedical Analysis. 49 (1): 26–31. Doi: 10.1016/j.jpba.2008.09.047.
Tafrishi F and Taherkhani M. (2022). Phytochemical study and comparison of natural compounds in essential oil and extract of Epilobium hirsutum by chromatographic and spectroscopic methods. Eco-phytochemical Journal of Medicinal Plants.
Velasco L and Goffman F. (1999). Tocopherol and fatty acid composition of twenty-five species of Onagraceae.The Journal of the Linnean Society. Botany 129 (4): 359–366. Doi.org/10.1111/j.1095-8339.1999.tb00511.x.
Vitalone A, Bordi F, Baldazzi C, Mazzanti G, Saso L. Tita B. (2001). Anti-proliferative effect on a prostatic epithelial cell line (PZ-HPV-7) by Epilobium angustifolium L. Il Farmaco. 56(5-7): 483-489. Doi: 10.1016/s0014-827x(01)01067-9.
Vitali F, Fonte G, Saija A, Tita B. (2006). Inhibition of intestinal motility and secretion by extracts of Epilobium spp. In mice. Journal of Ethnopharmacology. 107(3): 342-348. Doi: 10.1016/j.jep.2006.03.025. | ||
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