Year 2020,
Volume: 7 Issue: 3, 18 - 28, 07.09.2020
Ali Şen
,
Mine Kürkçüoğlu
,
Leyla Bitiş
,
Ahmet Doğan
,
Kemal Başer
References
- Adams, R.P. (2007). Identification of Essential Oil Components by Gas Chromatography/Mass Spectrometry. Allured Publ. Corp, Carol Stream, IL.
- Arıtuluk, Z.C., Çankaya, İ.İ.T., & Gençler Özkan, A.M. (2016). Antioxidant activity, total phenolic and flavonoid contents of some Tanacetum L. (Asteraceae) taxa growing in Turkey. FABAD Journal of Pharmaceutical Sciences, 41, 17–25.
- Bagci, E., & Kocak, A. (2010). Essential oil composition of two endemic Tanacetum (T. nitens (Boiss.&Noe) Grierson and T. argenteum (Lam.) Willd. subsp. argenteum) (Asteraceae) taxa, growing wild in Turkey. Industrial Crops and Products, 31, 542–545.
- Başer, K.H.C., Demirci, B., Tabanca, N., Özek, T. & Gören, N. (2001). Composition of the essential oils of Tanacetum armenum (DC.) Schultz Bip., T. balsamita L., T. chiliophyllum (Fisch. & Mey.) Schultz Bip. var. chiliophyllum and T. haradjani (Rech. fil.) Grierson and the enantiomeric distribution of camphor and carvone. Flavour and Fragrance Journal, 16, 195–200.
- Curvers, J., Rijks, J., Cramers, C., Knauss, K., & Larson, P. (1985). Temperature pro-grammed retention indexes: calculation from isothermal data. Part 1: Theory. Journal of High Resolution Chromatography, 8, 607–610.
- Demirci, B., & Başer, K.H.C. (2007). The essential oil composition of Tanacetum macrophyllum (Waldst. et Kit.) Schultz. Bip. Journal of Essential Oil Research, 19, 255–257.
- Gecibesler, I.H., Kocak A., & Demirtas, I. (2016). Biological activities, phenolic profiles and essential oil components of Tanacetum cilicicum (Boiss.) Grierson. Natural Product Research, 30(24), 2850–2855.
- Gogus, F., Celik, A., Lewis, A.C., Ozel, M.Z. (2009). Analysis of volatile components from Tanacetum cadmium by hydrodistillation and direct thermal desorption methods using GC×GC-TOF/MS. Chemistry of Natural Compounds, 45(4), 471–473.
- Gören, N., Arda, N., & Caliskan, Z. (2002). Chemical characterization and biological activities of the genus Tanacetum (Compositae). Studies in Natural Products Chemistry, 27, 547–658.
- Gören, N., Demirci, B., Başer, K.H.C. (2001). Composition of the essential oils of Tanacetum spp. from Turkey. Flavour and Fragrance Journal, 16, 191–194.
Hochmuth, D.H. (2008). MassFinder-4, Hochmuth Scientific Consulting, Hamburg, Germany.
- Javidnia, K., Gholami, M., Firuzi, O., Özer, H., Kandemir, A. (2010). Antimicrobial and antioxidant activity and chemical composition of the essential oil of Tanacetum macrophyllum (Waldst. et Kit.) Schultz. Bip. Joumal of Essential Oil Research, 22(2), 186–188.
- Kandemir, A., Ozer, H., Kilic, H., Cakir, A., & Demir, Y. (2008). Essential oil composition of Tanacetum alyssifolium, an endemic species from Turkey. Chemistry of Natural Compounds, 44(4), 530–531.
- Kose, Y.B., Iscan, G., Goger, F., Demirci, B., Elmacı, C. (2017). Antibacterial, anticandidal and antioxidant properties of Tanacetum argenteum (Lam.) Willd. subsp. flabellifolium (Boiss. & Heldr.) Grierson. Pakistan Journal of Pharmaceutical Sciences, 30(6), 2047–2052.
- Mantle, D., Eddeb, F., & Pickering, A.T. (2000). Comparison of relative antioxidant activities of British medicinal plant species in vitro. Journal of Ethnopharmacology, 72, 47–51.
- McLafferty, F.W., Stauffer, D.B. (1989). The Wiley/NBS Registry of Mass Spectral Data, J. Wiley and Sons, New York.
Nezahat Gökyiğit Botanik Bahçesi (NGBB) (2019). https://www.bizimbitkiler.org.tr/v2/ hiyerarsi.php?c=Tanacetum (Date of access: 15.05.2020).
- Orhan, I.E., Tosun, F., Gülpınar, A.R., Kartal, M., Duran, A., Mihoglugil, F., & Akalgan, D. (2015). LC-MS quantification of parthenolide and cholinesterase inhibitory potential of selected Tanacetum L. (Emend. Briq.) taxa. Phytochemistry Letters, 11, 347–352.
- Özek, G., Özek, T., İşcan, G., Başer, K.H.C., Hamzaoglu, E., & Duran, A. (2007). Composition and antimicrobial activity of the essential oil of Tanacetum cadmeum (Boiss.) Heywood subsp. orientale Grierson. Journal of Essential Oil Research, 19, 392–395.
- Polatoğlu, K., Demirci, F., Demirci, B., Gören, N., & Başer, K.H.C. (2010a). Essential oil composition and antibacterial activity of Tanacetum argenteum (Lam.) Willd. ssp. argenteum and T. densum (Lab.) Schultz Bip. ssp. amani Heywood from Turkey. Journal of Oleo Science, 59(7), 361–367.
- Polatoğlu, K., Demirci, F., Demirci, B., Gören, N., & Başer, K.H.C. (2010b). Antibacterial activity and the variation of Tanacetum parthenium (L.) Schultz Bip. essential oils from Turkey. Journal of Oleo Science, 59(4), 177–184.
- Polatoğlu, K., Demirci, F., Demirci, B., Gören, N., & Başer, K.H.C. (2010c). Antimicrobial activity and essential oil composition of a new T. argyrophyllum (C. Koch) Tvzel var. argyrophyllum chemotype. Journal of Oleo Science, 59(6), 307–313.
- Polatoglu, K., Demirci, B., Goren, N., Baser, K.H.C. (2011a). Essential oil composition of Tanacetum kotschyi from Turkey. Chemistry of Natural Compounds, 47(2), 297–299.
- Polatoğlu, K., Demirci, B., Gören, N., & Başer, K.H.C. (2011b). Essential oil composition of endemic Tanacetum zahlbruckneri (Náb.) and Tanacetum tabrisianum (Boiss.) Sosn. and Takht. from Turkey. Natural Product Research, 25(6), 576–584.
- Polatoglu, K., Sen, A., Kandemir, A., & Gören, N. (2012a). Essential oil composition and DPPH scavenging activity of endemic Tanacetum mucroniferum Hub.–Mor. & Grierson from Turkey, Journal of Essential Oil Bearing Plants, 15(1), 66–74.
- Polatoğlu, K., Demirci, B., Demirci, F., Gören, N., & Başer, K.H.C. (2012b). Biological activity and essential oil composition of two new Tanacetum chiliophyllum (Fisch. & Mey.) Schultz Bip. var. chiliophyllum chemotypes from Turkey. Industrial Crops and Products, 39, 97–105.
- Polatoglu, K., Demirci, B., Demirci, F., Gören, N., & Baser, K.H.C. (2012c). The Essential oil composition of Tanacetum densum (Labill.) Heywood ssp. eginense Heywood from Turkey. Records of Natural Products, 6(4), 402–406.
- Polatoğlu, K., Karakoç, Ö.C., Demirci, B., Gören, N. & Başer, K.H.C. (2015). Sitophilus granarius L. (Coleoptera) toxicity and biological activities of the essential oils of Tanacetum macrophyllum (Waldst. & Kit.) Schultz Bip. Journal of Oleo Science, 64(8), 881–893
- Rosselli, S., Bruno, M., Raimondo, F.M., Spadaro, V., Varol, M., Koparal, A.T., & Maggio, A. (2012). Cytotoxic effect of eudesmanolides isolated from flowers of Tanacetum vulgare ssp. siculum. Molecules, 17, 8186–8195.
- Tabanca, N., Başer, K.H.C., Aytaç, Z., Jacob M.R., Khan, S.I., & Demirci, B. (2016). Chemical composition and antimicrobial activity of Tanacetum tomentellum (Boiss.) Grierson essential oil from Turkey. Natural Volatiles and Essential Oils, 3(2), 1–8.
- Tabanca, N., Demirci, F., Demirci, B., Wedge, D.E., & Baser, K.H.C. (2007). Composition, enantiomeric distribution, and antimicrobial activity of Tanacetum argenteum subsp. flabellifolium essential oil. Journal of Pharmaceutical and Biomedical Analysis, 45, 714–719.
- Ulukanli, Z., Demirci, S., & Yilmaztekin, M. (2017). Essential oil constituents of Tanacetum cilicicum: Antimicrobial and phytotoxic activities. Journal of Food Quality, 2017, 1–11.
- Yıldırım, A., Şen, A., Doğan, A., & Bitiş L. (2019). Antioxidant and anti-inflammatory activity of capitula, leaf and stem extracts of Tanacetum cilicicum (Boiss.) Grierson.
International Journal of Secondary Metabolite, 6(2), 211–222.
Essential oil composition of different parts of Tanacetum cilicicum (Boiss.) Grierson
Year 2020,
Volume: 7 Issue: 3, 18 - 28, 07.09.2020
Ali Şen
,
Mine Kürkçüoğlu
,
Leyla Bitiş
,
Ahmet Doğan
,
Kemal Başer
Abstract
The aim of this study was to investigate and compare the chemical composition of essential oils obtained by Clevenger-type
apparatus from capitula (TCC) and aerial parts including leaves and stems (TCA) of Tanacetum cilicicum (Boiss.) Grierson from
Turkey. TCC and TCA essential oils were separately analysed by GC-FID and GC/MS. Forty and thirty-two compounds were
identified, representing 99% and 94.4% of the oils of TCC and TCA essential oils, respectively. The main constituents of the oil of the
TCC were camphor (28.8%), (E)-nerolidol (16.9%), trans-chrysanthenyl acetate (12.8%) and 1,8-cineole (8.9%), whereas the oil from
TCA comprised mainly trans-chrysanthenyl acetate (22.2%), borneol (19.4%), camphor (11.2%), 1,8-cineole (10.2%) and (E)-
nerolidol (9.2%). The results showed that TCC and TCA essential oils were rich in oxygenated monoterpenes and oxygenated
sesquiterpenes. This study is the first to study the essential oil composition of different parts of Tanacetum cilicicum separately.
Also, to the our best of our knowledge, (E)-nerolidol was found in the Tanacetum species as the major compound for the first time.
References
- Adams, R.P. (2007). Identification of Essential Oil Components by Gas Chromatography/Mass Spectrometry. Allured Publ. Corp, Carol Stream, IL.
- Arıtuluk, Z.C., Çankaya, İ.İ.T., & Gençler Özkan, A.M. (2016). Antioxidant activity, total phenolic and flavonoid contents of some Tanacetum L. (Asteraceae) taxa growing in Turkey. FABAD Journal of Pharmaceutical Sciences, 41, 17–25.
- Bagci, E., & Kocak, A. (2010). Essential oil composition of two endemic Tanacetum (T. nitens (Boiss.&Noe) Grierson and T. argenteum (Lam.) Willd. subsp. argenteum) (Asteraceae) taxa, growing wild in Turkey. Industrial Crops and Products, 31, 542–545.
- Başer, K.H.C., Demirci, B., Tabanca, N., Özek, T. & Gören, N. (2001). Composition of the essential oils of Tanacetum armenum (DC.) Schultz Bip., T. balsamita L., T. chiliophyllum (Fisch. & Mey.) Schultz Bip. var. chiliophyllum and T. haradjani (Rech. fil.) Grierson and the enantiomeric distribution of camphor and carvone. Flavour and Fragrance Journal, 16, 195–200.
- Curvers, J., Rijks, J., Cramers, C., Knauss, K., & Larson, P. (1985). Temperature pro-grammed retention indexes: calculation from isothermal data. Part 1: Theory. Journal of High Resolution Chromatography, 8, 607–610.
- Demirci, B., & Başer, K.H.C. (2007). The essential oil composition of Tanacetum macrophyllum (Waldst. et Kit.) Schultz. Bip. Journal of Essential Oil Research, 19, 255–257.
- Gecibesler, I.H., Kocak A., & Demirtas, I. (2016). Biological activities, phenolic profiles and essential oil components of Tanacetum cilicicum (Boiss.) Grierson. Natural Product Research, 30(24), 2850–2855.
- Gogus, F., Celik, A., Lewis, A.C., Ozel, M.Z. (2009). Analysis of volatile components from Tanacetum cadmium by hydrodistillation and direct thermal desorption methods using GC×GC-TOF/MS. Chemistry of Natural Compounds, 45(4), 471–473.
- Gören, N., Arda, N., & Caliskan, Z. (2002). Chemical characterization and biological activities of the genus Tanacetum (Compositae). Studies in Natural Products Chemistry, 27, 547–658.
- Gören, N., Demirci, B., Başer, K.H.C. (2001). Composition of the essential oils of Tanacetum spp. from Turkey. Flavour and Fragrance Journal, 16, 191–194.
Hochmuth, D.H. (2008). MassFinder-4, Hochmuth Scientific Consulting, Hamburg, Germany.
- Javidnia, K., Gholami, M., Firuzi, O., Özer, H., Kandemir, A. (2010). Antimicrobial and antioxidant activity and chemical composition of the essential oil of Tanacetum macrophyllum (Waldst. et Kit.) Schultz. Bip. Joumal of Essential Oil Research, 22(2), 186–188.
- Kandemir, A., Ozer, H., Kilic, H., Cakir, A., & Demir, Y. (2008). Essential oil composition of Tanacetum alyssifolium, an endemic species from Turkey. Chemistry of Natural Compounds, 44(4), 530–531.
- Kose, Y.B., Iscan, G., Goger, F., Demirci, B., Elmacı, C. (2017). Antibacterial, anticandidal and antioxidant properties of Tanacetum argenteum (Lam.) Willd. subsp. flabellifolium (Boiss. & Heldr.) Grierson. Pakistan Journal of Pharmaceutical Sciences, 30(6), 2047–2052.
- Mantle, D., Eddeb, F., & Pickering, A.T. (2000). Comparison of relative antioxidant activities of British medicinal plant species in vitro. Journal of Ethnopharmacology, 72, 47–51.
- McLafferty, F.W., Stauffer, D.B. (1989). The Wiley/NBS Registry of Mass Spectral Data, J. Wiley and Sons, New York.
Nezahat Gökyiğit Botanik Bahçesi (NGBB) (2019). https://www.bizimbitkiler.org.tr/v2/ hiyerarsi.php?c=Tanacetum (Date of access: 15.05.2020).
- Orhan, I.E., Tosun, F., Gülpınar, A.R., Kartal, M., Duran, A., Mihoglugil, F., & Akalgan, D. (2015). LC-MS quantification of parthenolide and cholinesterase inhibitory potential of selected Tanacetum L. (Emend. Briq.) taxa. Phytochemistry Letters, 11, 347–352.
- Özek, G., Özek, T., İşcan, G., Başer, K.H.C., Hamzaoglu, E., & Duran, A. (2007). Composition and antimicrobial activity of the essential oil of Tanacetum cadmeum (Boiss.) Heywood subsp. orientale Grierson. Journal of Essential Oil Research, 19, 392–395.
- Polatoğlu, K., Demirci, F., Demirci, B., Gören, N., & Başer, K.H.C. (2010a). Essential oil composition and antibacterial activity of Tanacetum argenteum (Lam.) Willd. ssp. argenteum and T. densum (Lab.) Schultz Bip. ssp. amani Heywood from Turkey. Journal of Oleo Science, 59(7), 361–367.
- Polatoğlu, K., Demirci, F., Demirci, B., Gören, N., & Başer, K.H.C. (2010b). Antibacterial activity and the variation of Tanacetum parthenium (L.) Schultz Bip. essential oils from Turkey. Journal of Oleo Science, 59(4), 177–184.
- Polatoğlu, K., Demirci, F., Demirci, B., Gören, N., & Başer, K.H.C. (2010c). Antimicrobial activity and essential oil composition of a new T. argyrophyllum (C. Koch) Tvzel var. argyrophyllum chemotype. Journal of Oleo Science, 59(6), 307–313.
- Polatoglu, K., Demirci, B., Goren, N., Baser, K.H.C. (2011a). Essential oil composition of Tanacetum kotschyi from Turkey. Chemistry of Natural Compounds, 47(2), 297–299.
- Polatoğlu, K., Demirci, B., Gören, N., & Başer, K.H.C. (2011b). Essential oil composition of endemic Tanacetum zahlbruckneri (Náb.) and Tanacetum tabrisianum (Boiss.) Sosn. and Takht. from Turkey. Natural Product Research, 25(6), 576–584.
- Polatoglu, K., Sen, A., Kandemir, A., & Gören, N. (2012a). Essential oil composition and DPPH scavenging activity of endemic Tanacetum mucroniferum Hub.–Mor. & Grierson from Turkey, Journal of Essential Oil Bearing Plants, 15(1), 66–74.
- Polatoğlu, K., Demirci, B., Demirci, F., Gören, N., & Başer, K.H.C. (2012b). Biological activity and essential oil composition of two new Tanacetum chiliophyllum (Fisch. & Mey.) Schultz Bip. var. chiliophyllum chemotypes from Turkey. Industrial Crops and Products, 39, 97–105.
- Polatoglu, K., Demirci, B., Demirci, F., Gören, N., & Baser, K.H.C. (2012c). The Essential oil composition of Tanacetum densum (Labill.) Heywood ssp. eginense Heywood from Turkey. Records of Natural Products, 6(4), 402–406.
- Polatoğlu, K., Karakoç, Ö.C., Demirci, B., Gören, N. & Başer, K.H.C. (2015). Sitophilus granarius L. (Coleoptera) toxicity and biological activities of the essential oils of Tanacetum macrophyllum (Waldst. & Kit.) Schultz Bip. Journal of Oleo Science, 64(8), 881–893
- Rosselli, S., Bruno, M., Raimondo, F.M., Spadaro, V., Varol, M., Koparal, A.T., & Maggio, A. (2012). Cytotoxic effect of eudesmanolides isolated from flowers of Tanacetum vulgare ssp. siculum. Molecules, 17, 8186–8195.
- Tabanca, N., Başer, K.H.C., Aytaç, Z., Jacob M.R., Khan, S.I., & Demirci, B. (2016). Chemical composition and antimicrobial activity of Tanacetum tomentellum (Boiss.) Grierson essential oil from Turkey. Natural Volatiles and Essential Oils, 3(2), 1–8.
- Tabanca, N., Demirci, F., Demirci, B., Wedge, D.E., & Baser, K.H.C. (2007). Composition, enantiomeric distribution, and antimicrobial activity of Tanacetum argenteum subsp. flabellifolium essential oil. Journal of Pharmaceutical and Biomedical Analysis, 45, 714–719.
- Ulukanli, Z., Demirci, S., & Yilmaztekin, M. (2017). Essential oil constituents of Tanacetum cilicicum: Antimicrobial and phytotoxic activities. Journal of Food Quality, 2017, 1–11.
- Yıldırım, A., Şen, A., Doğan, A., & Bitiş L. (2019). Antioxidant and anti-inflammatory activity of capitula, leaf and stem extracts of Tanacetum cilicicum (Boiss.) Grierson.
International Journal of Secondary Metabolite, 6(2), 211–222.