Chemical Composition of Essential Oil from Marrubium Vulgare L. Leaves

Yıl 2014, Cilt: 3 Sayı: 6, 44 - 50, 01.06.2014

Burcu Bayir Hatice Gündüz Tuba Usta Esma Şahin Zeynep Özdemir Ömer Kayır , Özkan Sen Hüseyin Akşit Mahfuz Elmastaş Ramazan Erenler

Öz

– The essential oils are significant for pharmaceutical, food and cosmetic industries. Marrubium vulgare L. has been used as a traditional medicine to treat the various illnesses. The chemical composition of the essential oil from leaves of Marrubium vulgare L.was obtained by steam distillation using the Clevenger apparatus. The oil was analyzed by gas chromatography and mass spectrometry (GC-MS). The main constituent of the oil was α-pinene (28.85%)

Anahtar Kelimeler

-

Kaynakça

• Newman, D.J.; Cragg, G.M., Natural products as sources of new drugs over the last 25 years. J Nat Prod, 2007, 70, (3), 461-477.
• Argyropoulou, C.; Karioti, A.; Skaltsa, H., Labdane diterpenes from Marrubium thessalum. Phytochemistry, 2009, 70, (5), 635-640.
• Argyropoulou, C.; Karioti, A.; Skaltsa, H., Minor Labdane Diterpenes from Marrubium thessalum. Chem Biodivers, 2011, 8, (10), 1880-1890.
• Dendougui, H.; Seghir, S.; Belloum, Z.; Benayache, F.; Leon, F.; Brouard, I.; Bermejo, J.; Benayache, S., A New Labdane Diterpene and Other Constituents from Marrubium deserti Noe ex coss. Records of Natural Products, 2011, 5, (4), 300-304.
• Piccoli, P.N.; Bottini, R., Accumulation of the labdane diterpene Marrubiin in glandular trichome cells along the ontogeny of Marrubium vulgare plants. Plant Growth Regulation, 2008, 56, (1), 71-76.
• Ahmed, B.; Masoodi, M.H.; Siddique, A.H.; Khan, S., A new monoterpene acid from Marrubium vulgare with potential antihepatotoxic activity. Natural Product Research, 2010, 24, (18), 1671-1680.
• Pukalskas, A.; Venskutonis, P.R.; Salido, S.; de Waard, P.; van Beek, T.A., Isolation, identification and activity of natural antioxidants from horehound (Marrubium vulgare L.) cultivated in Lithuania. Food Chemistry, 2012, 130, (3), 695-701.
• Hussain, A.; Perveen, S.; Malik, A.; Afza, N.; Iqbal, L.; Tareen, R.B., Urease Inhibitiory Flavone Glucosides from Marrubium anisodon. Polish Journal of Chemistry, 2009, 83, (7), 1329-1335.
• Hennebelle, T.; Sahpaz, S.; Skaltsounis, A.L.; Bailleul, F., Phenolic compounds and diterpenoids from Marrubium peregrinum. Biochemical Systematics and Ecology, 2007, 35, (9), 624-626.
• Ortega-Ramirez, L.A.; Rodriguez-Garcia, I.; Leyva, J.M.; Cruz-Valenzuela, M.R.; Silva-Espinoza, B.A.; Gonzalez-Aguilar, G.A.; Siddiqui, M.W.; Ayala-Zavala, J.F., Potential of Medicinal Plants as Antimicrobial and Antioxidant Agents in Food Industry: A Hypothesis. Journal of Food Science, 2014, 79, (2), R129-R137.
• Robles-Zepeda, R.E.; Velazquez-Contreras, C.A.; Garibay-Escobar, A.; Galvez-Ruiz, J.C.; Ruiz-Bustos, E., Antimicrobial Activity of Northwestern Mexican Plants Against Helicobacter pylori. Journal of Medicinal Food, 2011, 14, (10), 1280-1283.
• Yousefi, K.; Soraya, H.; Fathiazad, F.; Khorrami, A.; Hamedeyazdan, S.; Maleki- Dizaji, N.; Garjani, A., Cardioprotective effect of methanolic extract of Marrubium vulgare L. on isoproterenol-induced acute myocardial infarction in rats. Indian Journal of Experimental Biology, 2013, 51, (8), 653-660.
• Yildirim, A.B.; Karakas, F.P.; Turker, A.U., In vitro antibacterial and antitumor activities of some medicinal plant extracts, growing in Turkey. Asian Pacific Journal of Tropical Medicine, 2013, 6, (8), 616-624.
• Hamedeyazdan, S.; Fathiazad, F.; Sharifi, S.; Nazemiyeh, H., Antiproliferative Activity of Marrubium persicum Extract in the MCF-7 Human Breast Cancer Cell Line. Asian Pacific Journal of Cancer Prevention, 2012, 13, (11), 5843-5848.
• Daoudi, A.; Aarab, L.; Abdel-Sattar, E., Screening of immunomodulatory activity of total and protein extracts of some Moroccan medicinal plants. Toxicology and Industrial Health, 2013, 29, (3), 245-253.
• Edziri, H.; Mastouri, M.; Aouni, M.; Verschaeve, L., Polyphenols content, antioxidant and antiviral activities of leaf extracts of Marrubium deserti growing in Tunisia. South African Journal of Botany, 2012, 80, 104-109.
• Yumrutas, O.; Saygideger, S.D., Determination of in vitro antioxidant activities of different extracts of Marrubium parviflorum Fish et Mey. and Lamium amplexicaule L. from South east of Turkey. Journal of Medicinal Plants Research, 2010, 4, (20), 2164- 2172.
• Matkowski, A.; Piotrowska, M., Antioxidant and free radical scavenging activities of some medicinal plants from the Lamiaceae. Fitoterapia, 2006, 77, (5), 346-353.
• Boudjelal, A.; Henchiri, C.; Siracusa, L.; Sari, M.; Ruberto, G., Compositional analysis and in vivo anti-diabetic activity of wild Algerian Marrubium vulgare L. infusion. Fitoterapia, 2012, 83, (2), 286-292.
• Kirmizibekmez, H.; Atay, I.; Kaiser, M.; Yesilada, E.; Tasdemir, D., In vitro Antiprotozoal Activity of Extracts of five Turkish Lamiaceae Species. Natural Product Communications, 2011, 6, (11), 1697-1700.
• de Oliveira, A.P.; Santin, J.R.; Lemos, M.; Klein, L.C.; Couto, A.G.; Bittencourt, C.M.D.; Cechinel, V.; de Andrade, S.F., Gastroprotective activity of methanol extract and marrubiin obtained from leaves of Marrubium vulgare L. (Lamiaceae). Journal of Pharmacy and Pharmacology, 2011, 63, (9), 1230-1237.
• Kirmizibekmez, H.; Atay, I.; Kaiser, M.; Yesilada, E.; Tasdemir, D., In vitro antiprotozoal activity of organic and aqueous extracts of several Turkish Lamiaceae species. Planta Medica, 2011, 77, (12), 1426-1426.
• Edziri, H.; Mastouri, M.; Mahjoub, M.A.; Ammar, S.; Mighri, Z.; Gutmann, L.; Aouni, M., Antiviral activity of leaves extracts of Marrubium alysson L. Journal of Medicinal Plants Research, 2011, 5, (3), 360-363.
• Ulukanli, Z.; Akkaya, A., Antibacterial Activities of Marrubium catariifolium and Phlomis pungens Var. Hirta Grown Wild in Eastern Anatolia, Turkey. International Journal of Agriculture and Biology, 2011, 13, (1), 105-109.
• Baccelli, C.; Navarro, I.; Block, S.; Abad, A.; Morel, N.; Quetin-Leclercq, J., Vasorelaxant activity of diterpenes from Croton zambesicus and synthetic trachylobanes and their structure-activity relationships. Journal of Natural Products, 2007, 70, (6), 910-917.
• Stulzer, H.K.; Tagliari, M.P.; Zampirolo, J.A.; Cechinel, V.; Schlemper, V., Antioedematogenic effect of marrubiin obtained from Marrubium vulgare. Journal of Ethnopharmacology, 2006, 108, (3), 379-384.
• Pavela, R., Insecticidal activity of certain medicinal plants. Fitoterapia, 2004, 75, (7-8), 745-749.
• El Bardai, S.; Lyoussi, B.; Wibo, M.; Morel, N., Comparative study of the antihypertensive activity of Marrubium vulgare and of the dihydropyridine calcium antagonist amlodipine in spontaneously hypertensive rat. Clinical and Experimental Hypertension, 2004, 26, (6), 465-474.
• Zarai, Z.; Kadri, A.; Ben Chobba, I.; Ben Mansour, R.; Bekir, A.; Mejdoub, H.; Gharsallah, N., The in-vitro evaluation of antibacterial, antifungal and cytotoxic properties of Marrubium vulgare L. essential oil grown in Tunisia. Lipids Health Dis, 2011, 10.
• Laouer, H.; Yabrir, B.; Djeridane, A.; Yousfi, M.; Beldovini, N.; Lamamra, M., Composition, Antioxidant and Antimicrobial Activities of the Essential Oil of Marrubium deserti. Natural Product Communications, 2009, 4, (8), 1133-1138.
• Sarikurkcu, C.; Tepe, B.; Daferera, D.; Polissiou, M.; Harmandar, M., Studies on the antioxidant activity of the essential oil and methanol extract of Marrubium globosum subsp globosum (lamiaceae) by three different chemical assays. Bioresource Technology, 2008, 99, (10), 4239-4246.
• Grassia, A.; Senatore, F.; Arnold, N.A.; Bruno, M.; Piozzi, F.; Rigano, D.; Formisano, C., Chemical composition and antimicrobial activity of the essential oils from aerial parts of two Marrubium sp (Lamiaceae) growing wild in Lebanon. Polish Journal of Chemistry, 2006, 80, (4), 623-628.
• Bakkali, F.; Averbeck, S.; Averbeck, D.; Waomar, M., Biological effects of essential oils - A review. Food and Chemical Toxicology, 2008, 46, (2), 446-475.
• Türkmen, N.; Öz, A.; Sönmez, A.; Erol, T.; Gülümser, D.; Yurdakul, B.; Kayır, Ö.; Elmastas, M.; Erenler, R., Chemical Composition of Essential Oil from Rosmarinus Officinalis L. Leaves. Journal of New Results in Science, 2014, (6), 27-31.
• Hamdaoui, B.; Wannes, W.A.; Marrakchi, M.; Ben Brahim, N.; Marzouk, B., Essential Oil Composition of Two Tunisian Horehound Species: Marrubium vulgare L. and Marrubium aschersonii Magnus. Journal of Essential Oil Bearing Plants, 2013, 16, (5), 608-612.
• Zawislak, G., The Chemical Composition of the Essential Oil of Marrubium Vulgare L. From Poland. Farmacia, 2012, 60, (2), 287-292.
• Rufino, A.T.; Ribeiro, M.; Judas, F.; Salgueiro, L.; Lopes, M.C.; Cavaleiro, C.; Mendes, A.F., Anti-inflammatory and Chondroprotective Activity of (+)-alpha-Pinene: Structural and Enantiomeric Selectivity. Journal of Natural Products, 2014, 77, (2), 264-269.
• Dhar, P.; Chan, P.; Cohen, D.T.; Khawam, F.; Gibbons, S.; Snyder-Leiby, T.; Dickstein, E.; Rai, P.K.; Watal, G., Synthesis, Antimicrobial Evaluation, and Structure- Activity Relationship of alpha-Pinene Derivatives. J Agr Food Chem, 2014, 62, (16), 3548-3552.
• Amiri, H., Chemical Composition and Antioxidant Activity of Essential Oil and Methanolic Extracts of Ferula Microcolea (Boiss.) Boiss (Apiaceae). Int J Food Prop, 2014, 17, (4), 722-730.
• Xu, B.B.; Liu, Z.D.; Sun, J.H., The effects of alpha-pinene on the feeding performance and pheromone production of Dendroctonus valens. Entomol Exp Appl, 2014, 150, (3), 269-278.