Analysis of Essential Oil Composition of Endemic Marrubium parviflorum subsp. oligodon Grown in Turkey by Using SPME with GC/MS
                                    
                                 
                                
                                    
                                                                                                                                                                                                                        Yıl 2023,
                                                                                        Cilt: 6 Sayı: 1,                                                                                                                 1 - 10,                                     26.06.2023                                
                                
                                                                                                                        
                                                                                                                                                
                                                        Özlem Saral
                                                                                                                    
                                                                                                            
                                                
                                                                                                    ,
                                                
                                                                                                                                
                                                                                                                                                
                                                        Mustafa Karaköse
                                                                                                            
                                                
                                                
                                                                                                                                                                                            
                                                                    
                                
                                
                                                                    
                                        Öz
                                        The aim of the study is to determine the essential oil profile and antioxidant activity of endemic Marrubium parviflorum subsp. oligodon. The essential oil contents were analyzed by Gas Chromatography-Mass Spectrometry (GC-MS) using Solid Phase Microextraction (SPME). In addition, total phenolic content and the capacity of antioxidant activity measured by DPPH• and FRAP assays were determined. Twenty-three (64.12%) essential oil components were determined. Pentadecanolide was found to be the major essential oil and palmitic acid was determined as main fatty acid in Marrubium parviflorum subsp. oligodon. Total phenolic content was found to be 39.9±0.31 mg GAE/g sample. FRAP value was found to be 48.91±0.33 µmol Fe/g sample and DPPH• scavenging activity was found to be 0.76±0.03 mg/mL. This study is the first report in which the essential oil content of Marrubium parviflorum subsp. oligodon was determined by SPME.
                                     
                                
                                                                                                    
                                
                                                                
                                                                
                                
                                                                
                                                                    
                                        Kaynakça
                                        
                                            
                                                                                                    - 
                                                        Akgul, G., Ketenoglu, O., Pinar, N. M., & Kurt, L. (2008). Pollen and seed morphology of the genus Marrubium (Lamiaceae) in Turkey. Annales Botanici Fennici, 45, 1–10.
 
                                                                                                    - 
                                                        Altundag, E., & Ozturk, M. (2011). Ethnomedicinal studies on the plant resources of east Anatolia, Turkey. Procedia Social and Behavioral Sciences, 19, 756–777.
 
                                                                                                    - 
                                                        Bal, Y., Kaban, S., Kirimer, N., & Baser, K. H. C. (1999). Composition of the essential oil of Marrubium parviflorum Fisch. et Mey. subsp. oligodon (Boiss.) Seybold. Journal of Essential Oil Research, 11, 300-302.
 
                                                                                                    - 
                                                        Balasundram, N., Sundram, K., & Samman, S. (2006). Phenolic compounds in plants and agri-industrial by-products: Antioxidant activity, occurrence, and potential uses. Food Chemistry, 99, 191-203.
 
                                                                                                    - 
                                                        Benzie, I. F. F., & Szeto, Y. T. (1999). Total antioxidant capacity of teas by the ferric reducing/antioxidant power assay. Journal of Agricultural and Food Chemistry, 47, 633–636.
 
                                                                                                    - 
                                                        Bishop, C. D. (1995). Antiviral activity of the essential oil of Melaleuca alternifolia (Maiden and Betche) Cheel (tea tree) against tobacco mosaic virus. Journal of Essential Oil Research, 7(6), 641- 644.
 
                                                                                                    - 
                                                        Boyle, W. (1955). Spices and essential oils as preservatives. The American Perfumer and Essential Oil Review, 66, 25-28.
 
                                                                                                    - 
                                                        Ceylan, A. (1983). Tıbbi Bitkiler-II. Ege Üniversitesi Ziraat Fakültesi Yayını No:481, Bornova-İzmir.
 
                                                                                                    - 
                                                        Ceylan, Ş., Yardımcı, Ş.S.,  Camadan, Y., Saral, Ö., & Batur, Ö. Ö. (2021). Chemical composition of essential oil by SPME and evaluation of antimicrobial, antioxidant activities of Quercus inectoria Gall. Acta Scientiarum Polonorum Hortorum Cultus, 20, 93-103.
 
                                                                                                    - 
                                                        Ceylan, Ş., Camadan, Y., Saral, Ö., & Batur, Ö. Ö. (2022). Chemical composition, antimicrobial, and antioxidant activities of medicinal plants nutsedge and fenugreek. BioResources, 17, 4580-4594.
 
                                                                                                    - 
                                                        Delnavazi M. R., Yassa, N., Shakeri A., & Rostamiasrabadi P. (2017). Marrubium parviflorum Fisch. & C.A.Mey.; phytochemical constituents and antioxidant activity. Research Journal of Pharmacognosy, 4, 79.
 
                                                                                                    - 
                                                        Dietrich, H., Rechner, A., & Patz, C. D. (2004). Bioactive compounds in fruit and juice. Fruit Process, 1, 50–55.
 
                                                                                                    - 
                                                        Khanavi, M., Ghasemian, L., Motlagh, E. H., Hadjiakhoondi, A., & Shafiee A. (2005). Chemical composition of the essential oils of Marrubium parviflorum Fisch. & C. A. Mey. and Marrubium vulgare L. from Iran. Flavour and Fragrance Journal, 20, 324–326.
 
                                                                                                    - 
                                                        Kılıç, Ö. (2018). Marrubium parviflorum subsp. parviflorum bitkisinin yağ asidi ve uçucu yağ kompozisyonu. Muş Alparslan Üniversitesi Fen Bilimleri Dergisi, 6, 487-491.
 
                                                                                                    - 
                                                        Karpouhtsis, I., Pardali, E., Feggou, E., Kokkini, S., Scouras, Z. G., & Mavragani-Tsipidou, P. (1998). Insecticidal and genotoxic activities of oregano essential oils. Journal of Agricultural and Food Chemistry, 46, 1111-1115.
 
                                                                                                    - 
                                                        Kulaksiz,  B.,  Sevda,  E. R., Üstündağ-Okur,  N.,  & Saltan-İşcan, G. (2018). Investigation of antimicrobial activities of  some  herbs  containing  essential  oils  and  their  mouthwash  formulations. Turkish  Journal of  Pharmaceutical  Sciences, 15, 370-375.
 
                                                                                                    - 
                                                        Losada-Barreiro, S., & Bravo-Diaz, C. (2017). Free radicals and polyphenols: The redox chemistry of neurodegenerative diseases. European Journal of Medicinal Chemistry, 133, 379-402.
 
                                                                                                    - 
                                                        Molyneux, P. (2004). The use of the stable free radical diphenylpicryl-hydrazyl (DPPH•) for estimating antioxidant activity. Songklanakarin Journal of Science and Technology, 26, 211–219.
 
                                                                                                    - 
                                                        Moure, A., Cruz, J. M., Franco, D., Domı́nguez, J. M., Sineiro, J., Domı́nguez, H., …  & Parajóa J. C. (2001). Natural antioxidants from residual sources. Food Chemistry, 72, 145-171.
 
                                                                                                    - 
                                                        Renda, G., Tosun, G., & Yaylı, N. (2016). SPME GC/MS analysis of three Ornithogalum L. species from Turkey. Records of Natural Products, 10, 497–502.
 
                                                                                                    - 
                                                        Sarikurkcu, C., Ozer, M. S., Calli, N., & Popović-Djordjević, J. (2018). Essential oil composition and antioxidant activity of endemic Marrubium parviflorum subsp. oligodon. Industrial Crops & Products, 119, 209–213.
 
                                                                                                    - 
                                                        Slinkard, K., & Singleton, V. (1977). Total phenol analysis: automation and comparison with manual methods. American Journal of Enology and Viticulture, 28, 49–55.
 
                                                                                                    - 
                                                        Szajdek, A., &  Borowska, E. J. 2008. Bioactive compounds and health-promoting properties of berry fruits: A review. Plant Foods for Human Nutrition, 63,147–156.
 
                                                                                                    - 
                                                        Şenkul Ç., & Kaya S. (2017). Geographical distribution of endemic plants of Turkey. Türk Coğrafya Dergisi. 69, 109-120.
 
                                                                                                    - 
                                                        Xing, C., Qin, C., Li, X., Zhang, F., Linhardt, R. J., Sun, P., & Zhang, A. (2019). Chemical composition and biological activities of essential oil isolated by HS-SPME and UAHD from fruits of bergamot. LWT, 104, 38–44.
 
                                                                                                    - 
                                                        Yumrutaş, Ö., & Saygıdeğer, S. D. (2010). 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, 4, 2164-2172.
 
                                                                                            
                                         
                                     
                                                             
                                                                                
                                
                                    
                                    
                                                                                Türkiye'de Yetiştirilen Endemik Marrubium parviflorum subsp. oligodon'un Uçucu Yağ Kompozisyonunun SPME Kullanılarak GC/MS ile Analizi
                                    
                                 
                                
                                    
                                                                                                                                                                                                                        Yıl 2023,
                                                                                        Cilt: 6 Sayı: 1,                                                                                                                 1 - 10,                                     26.06.2023                                
                                
                                                                                                                        
                                                                                                                                                
                                                        Özlem Saral
                                                                                                                    
                                                                                                            
                                                
                                                                                                    ,
                                                
                                                                                                                                
                                                                                                                                                
                                                        Mustafa Karaköse
                                                                                                            
                                                
                                                
                                                                                                                                                                                            
                                                                    
                                
                                
                                                                    
                                        Öz
                                        Bu çalışmanın amacı, endemik Marrubium parviflorum subsp. oligodon'un uçucu yağ profilini ve antioksidan aktivitesini belirlemektir. Esansiyel yağ içerikleri, Katı Faz Mikro Ekstraksiyon (SPME) kullanılarak Gaz Kromatografisi-Kütle Spektrometresi (GC-MS) ile analiz edildi. Ek olarak, DPPH• ve FRAP testleri ile ölçülen antioksidan aktivite kapasitesi ve toplam fenolik madde miktarı belirlendi. Toplam 23 esansiyel yağ bileşeni (%64,12) belirlendi. Marrubium parviflorum subsp. oligodon’un toplam fenolik madde miktarı 39.9±0.31 mg GAE/g numune olarak bulundu. FRAP değeri 48.91±0.33 µmol Fe/g numune ve DPPH• süpürme aktivitesi 0.76±0.03 mg/mL olarak tespit edildi. Bu çalışma Marrubium parviflorum subsp. oligodon'un uçucu yağ içeriğinin SPME ile belirlendiği ilk rapordur.
                                     
                                
                                                                                                    
                                
                                                                
                                                                
                                
                                                                
                                                                    
                                        Kaynakça
                                        
                                            
                                                                                                    - 
                                                        Akgul, G., Ketenoglu, O., Pinar, N. M., & Kurt, L. (2008). Pollen and seed morphology of the genus Marrubium (Lamiaceae) in Turkey. Annales Botanici Fennici, 45, 1–10.
 
                                                                                                    - 
                                                        Altundag, E., & Ozturk, M. (2011). Ethnomedicinal studies on the plant resources of east Anatolia, Turkey. Procedia Social and Behavioral Sciences, 19, 756–777.
 
                                                                                                    - 
                                                        Bal, Y., Kaban, S., Kirimer, N., & Baser, K. H. C. (1999). Composition of the essential oil of Marrubium parviflorum Fisch. et Mey. subsp. oligodon (Boiss.) Seybold. Journal of Essential Oil Research, 11, 300-302.
 
                                                                                                    - 
                                                        Balasundram, N., Sundram, K., & Samman, S. (2006). Phenolic compounds in plants and agri-industrial by-products: Antioxidant activity, occurrence, and potential uses. Food Chemistry, 99, 191-203.
 
                                                                                                    - 
                                                        Benzie, I. F. F., & Szeto, Y. T. (1999). Total antioxidant capacity of teas by the ferric reducing/antioxidant power assay. Journal of Agricultural and Food Chemistry, 47, 633–636.
 
                                                                                                    - 
                                                        Bishop, C. D. (1995). Antiviral activity of the essential oil of Melaleuca alternifolia (Maiden and Betche) Cheel (tea tree) against tobacco mosaic virus. Journal of Essential Oil Research, 7(6), 641- 644.
 
                                                                                                    - 
                                                        Boyle, W. (1955). Spices and essential oils as preservatives. The American Perfumer and Essential Oil Review, 66, 25-28.
 
                                                                                                    - 
                                                        Ceylan, A. (1983). Tıbbi Bitkiler-II. Ege Üniversitesi Ziraat Fakültesi Yayını No:481, Bornova-İzmir.
 
                                                                                                    - 
                                                        Ceylan, Ş., Yardımcı, Ş.S.,  Camadan, Y., Saral, Ö., & Batur, Ö. Ö. (2021). Chemical composition of essential oil by SPME and evaluation of antimicrobial, antioxidant activities of Quercus inectoria Gall. Acta Scientiarum Polonorum Hortorum Cultus, 20, 93-103.
 
                                                                                                    - 
                                                        Ceylan, Ş., Camadan, Y., Saral, Ö., & Batur, Ö. Ö. (2022). Chemical composition, antimicrobial, and antioxidant activities of medicinal plants nutsedge and fenugreek. BioResources, 17, 4580-4594.
 
                                                                                                    - 
                                                        Delnavazi M. R., Yassa, N., Shakeri A., & Rostamiasrabadi P. (2017). Marrubium parviflorum Fisch. & C.A.Mey.; phytochemical constituents and antioxidant activity. Research Journal of Pharmacognosy, 4, 79.
 
                                                                                                    - 
                                                        Dietrich, H., Rechner, A., & Patz, C. D. (2004). Bioactive compounds in fruit and juice. Fruit Process, 1, 50–55.
 
                                                                                                    - 
                                                        Khanavi, M., Ghasemian, L., Motlagh, E. H., Hadjiakhoondi, A., & Shafiee A. (2005). Chemical composition of the essential oils of Marrubium parviflorum Fisch. & C. A. Mey. and Marrubium vulgare L. from Iran. Flavour and Fragrance Journal, 20, 324–326.
 
                                                                                                    - 
                                                        Kılıç, Ö. (2018). Marrubium parviflorum subsp. parviflorum bitkisinin yağ asidi ve uçucu yağ kompozisyonu. Muş Alparslan Üniversitesi Fen Bilimleri Dergisi, 6, 487-491.
 
                                                                                                    - 
                                                        Karpouhtsis, I., Pardali, E., Feggou, E., Kokkini, S., Scouras, Z. G., & Mavragani-Tsipidou, P. (1998). Insecticidal and genotoxic activities of oregano essential oils. Journal of Agricultural and Food Chemistry, 46, 1111-1115.
 
                                                                                                    - 
                                                        Kulaksiz,  B.,  Sevda,  E. R., Üstündağ-Okur,  N.,  & Saltan-İşcan, G. (2018). Investigation of antimicrobial activities of  some  herbs  containing  essential  oils  and  their  mouthwash  formulations. Turkish  Journal of  Pharmaceutical  Sciences, 15, 370-375.
 
                                                                                                    - 
                                                        Losada-Barreiro, S., & Bravo-Diaz, C. (2017). Free radicals and polyphenols: The redox chemistry of neurodegenerative diseases. European Journal of Medicinal Chemistry, 133, 379-402.
 
                                                                                                    - 
                                                        Molyneux, P. (2004). The use of the stable free radical diphenylpicryl-hydrazyl (DPPH•) for estimating antioxidant activity. Songklanakarin Journal of Science and Technology, 26, 211–219.
 
                                                                                                    - 
                                                        Moure, A., Cruz, J. M., Franco, D., Domı́nguez, J. M., Sineiro, J., Domı́nguez, H., …  & Parajóa J. C. (2001). Natural antioxidants from residual sources. Food Chemistry, 72, 145-171.
 
                                                                                                    - 
                                                        Renda, G., Tosun, G., & Yaylı, N. (2016). SPME GC/MS analysis of three Ornithogalum L. species from Turkey. Records of Natural Products, 10, 497–502.
 
                                                                                                    - 
                                                        Sarikurkcu, C., Ozer, M. S., Calli, N., & Popović-Djordjević, J. (2018). Essential oil composition and antioxidant activity of endemic Marrubium parviflorum subsp. oligodon. Industrial Crops & Products, 119, 209–213.
 
                                                                                                    - 
                                                        Slinkard, K., & Singleton, V. (1977). Total phenol analysis: automation and comparison with manual methods. American Journal of Enology and Viticulture, 28, 49–55.
 
                                                                                                    - 
                                                        Szajdek, A., &  Borowska, E. J. 2008. Bioactive compounds and health-promoting properties of berry fruits: A review. Plant Foods for Human Nutrition, 63,147–156.
 
                                                                                                    - 
                                                        Şenkul Ç., & Kaya S. (2017). Geographical distribution of endemic plants of Turkey. Türk Coğrafya Dergisi. 69, 109-120.
 
                                                                                                    - 
                                                        Xing, C., Qin, C., Li, X., Zhang, F., Linhardt, R. J., Sun, P., & Zhang, A. (2019). Chemical composition and biological activities of essential oil isolated by HS-SPME and UAHD from fruits of bergamot. LWT, 104, 38–44.
 
                                                                                                    - 
                                                        Yumrutaş, Ö., & Saygıdeğer, S. D. (2010). 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, 4, 2164-2172.