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Advances in Environmental Biology, 8(7) May 2014, Pages: 2461-2464 AENSI Journals Advances in Environmental Biology ISSN-1995-0756 EISSN-1998-1066 Journal home page: http://www.aensiweb.com/aeb.html Chemical Composition and Identification of the Essential Oil of Tanacetum Lingulatum in Iran 1 Shokooh Olamazadeh, 2Leila Amjad, 3Kahin Shahanipour 1 Falavarjan Branch, Islamic Azad University, Isfahan, Iran. Department of Biology, Falavarjan Branch, Islamic Azad University, Isfahan, Iran. 3 Department of Biochemistry, Falavarjan Branch, Islamic Azad University, Isfahan, Iran. 2 ARTICLE INFO Article history: Received 25 March 2014 Received in revised form 25 April 2014 Accepted 23 May 2014 Available online 16 June 2014 Key words: Essential oils, GC/MS, Tanacetum lingulatum. ABSTRACT Tanacetum genus is a rich source of bioactive compounds and is an important medicinal plant. The present study was evaluated the chemical components of Tanacetum lingulatum Boiss. Bornm. in Iran. The flowers and leaves of plant collected from Isfahan province (Lashotor) and they were analyzed by using GC/MS. The 28, 19 compounds were identified in dried flowers and leaves, respectively. The major components in flowers were: α-pinene (22.876%), 1,8-Cineole (21.472%), Sabinene (17.902%), 2-Pyrrolidinone (7.196%), Camphor (6.794%), Bicyclo[3.1.0] hexane (5.552%) and Camphene (3.473%). The major components in leaves were: 1,8-Cineole (40.438%), α-Pinene (20.333%), Sabinene (16.258%), Camphor (6.824%), 2Pyrrolidinone (3.646%) and 2H- pyran-3(4H)-one, 6-ethenyldih…. (3.515%). In conclusion, this result showed that Tanacetum lingulatum might possess potential secondary metabolites that may be useful for treating a variety of diseases. © 2014 AENSI Publisher All rights reserved. To Cite This Article: Shokooh Olamazadeh, Leila Amjad, Kahin Shahanipour., Chemical Composition and Identification of the Essential Oil of Tanacetum Lingulatum in Iran. Adv. Environ. Biol., 8(7), 2461-2464, 2014 INTRODUCTION Essential oils are natural, volatile compounds characterized by a strong fragrance and are organized by aromatic plants as secondary metabolites [3]. Essential oils are liquid, lipid soluble and soluble in organic solvents. They used in many fields, including: aromatherapy, phytotherapy, spice, nutition and cosmetics [7]. They can be synthesized by all plants parts, such as flowers, stems, leaves, seeds, fruits, roots, bark or wood and are stored in glandular trichomes, secretory cells, canals and cavities [3]. The chemical profile of the essential oil products differs in the number of molecules and the types of molecules extracted, therefore, chemical profiles can vary in quality, quantity, climate, soil composition, plant part, age and vegetative stage [3]. Medicinal plants have been extensively used in food, cosmetics preservation and medicine for many centuries [6]. The genus Tanacetum belongs to the Asteraceae family. Tanacetum is a rich source of bioactive compounds such as flavonoids, terpenes and sesquiterpenoids [4]. Tanacetum lingulatum Boiss. Bornm. is an annual, biennial or perennial herb, sometimes shrub and is found in the central area of Iran [8]. Mohammadi et al., [4] reported that the Tanacetum lingulatum flowers ethanolic extract possess antiinflammatory and analgesic activity at concentrations of 100, 200, 300 mg/kg. Tanacetum species are widely used herbal treatment for conditions such as arthritis, fever, migraine, vertigo, menstrual disorders, toothache ect [9,10]. Although numerous species of the genus Tanacetum are widely known for their pharmacological properties, there have been no reports on chemical composition of essential oil of Tanacetum lingulatum found in Iran. Therefore, we report for the first time the chemical profile of flowers and leaves essential oil of Tanacetum lingulatum. MATERIALS AND METHODS Collection of plants: The flowers and leaves of wild Tanacetum lingulatum Boiss. Bornm. were collected in June, 2013 in south of Isfahan (Lashotor) in Iran. The plants were identified by Dr. Feizi, Research Institue of Agriculture, Isfahan, Iran. The samples were separated and they were air-dried in shade at room temperature for seven days. Corresponding Author: Leila Amjad, Department of Biology, Falavarjan Branch, Islamic Azad University, Isfahan, Iran. 2462 Shokooh Olamazadeh et al, 2014 Advances in Environmental Biology, 8(7) May 2014, Pages: 2461-2464 Gas Chromatography-Mass Spectametry ( GC-MS ) Analysis: The chemical composition of the flowers and leaves essential oil was analyzed using GC and GC-MS. The GC/MS analysis was carried out with an 20 Agilent 5975 GC-MSD system in research laboratory of Islamic Azad University, Khorasgan Branch, Isfahan, Iran. HP-5MS column (30m × 0.25mm. 0.25mm film thickness) 20 was used with helium as carrier gas (1.2mL/min). GC oven temperature was kept 20 at 50 C2 B0C for 3 min and programmed to 280 C2 B0C at a rate of 5 C2 B0C/min, and kept 20 constant at 290 C2 B0C for 3 min, at spilitless mode. The injector temperature was at 20 280 C2 B0C. Transfer 20 line temperature 280 C2 B0C. MS were taken at 70 20 eV. Mass ranger was from m/z 35 to 450. Head space GC-MS was used in this study. This method can use plant dry matter for chemical analysis. Results: GC-MS analysis of flowers and leaves essential oil identified 28, 19 main compounds, respectively. The results obtained in our study showed that major compounds of Tanacetum lingulatum flowers were: α-pinene (22.876%), 1,8-Cineole (21.472%), Sabinene (17.902%), 2-Pyrrolidinone (7.196%), Camphor (6.794%), Bicyclo[3.1.0]hexane (5.552%) and Camphene (3.473%). Other compounds were presented in amounts less than 3% (Table 1& Figure 1). The major compounds Tanacetum lingulatum leaves were: 1,8-Cineole (40.438%), α-Pinene (20.333%), Sabinene (16.258%), Camphor (6.824%), 2-Pyrrolidinone (3.646%) and 2H- pyran-3(4H)-one, 6-ethenyldih…. (3.515%). Other compounds were showed in amounts less than 3% (Table 2 & Figure 2). Therefore, among the terpenes in flowers of Tanacetum lingulatum, the α-Pinene content was highest and in leaves, 1,8-Cineole was highest . Table 1: Chemical composition of Tanacetum lingulatum dried flowers. Compound Butanol, 3-methyl-,aceate α-Terpinolene α-Pinene Camphene Sabinene β-Myrcene α-Phellandrene α-Terpinene 1,8-Cineole γ-Terpinene 2-Pyrrrolidinone Linalool Bicyclo[3.1.0]hexane Alloocimene Cyclopentanol, 2,4,4-triethylIsopinocarreol Campher Pinocarvone 4-Methyl-1,6-heptadien-4-01 β-Fenchyl alcohol 2-cyclohexen-1-01, 3-methyl-6Bicycio[3.1.1]hept-3-en-2-one Chrysanthenyl acetate 2-cyclohexen-1-one, 3,5,5-trimel Myrcenylacetat Sabinyl acetate Cyclobutane, 1,2-diethenyl-3,4- diethenyl 1,3-cyclohexdiene-1-carboxaldehyde, 2,6,6-trimethylb Rt(Retention time) Rta 5.538 6.146 6.686 6.998 7.587 7.933 8.184 8.469 8.788 9.343 9.864 10.188 10.336 10.746 10.838 10.990 11.089 11.431 11.549 11.959 12.271 12.317 13.210 13.450 13.651 13.758 14.643 15.632 Content % 1.370 0.269 22.876 3.473 17.902 0.651 1.705 0.546 21.472 0.814 7.169 1.373 5.552 0.393 0.201 0.232 6.794 0.253 2.302 1.047 0.319 0.438 0.360 1.292 0.469 0.331 0.246 0.126 2463 Shokooh Olamazadeh et al, 2014 Advances in Environmental Biology, 8(7) May 2014, Pages: 2461-2464 Fig. 1: Typical GC-MS chromatogram of Tanacetum lingulatum dried flowers ( Data is retention time for each component). Table 2: Chemical composition of Tanacetum lingulatum dried leaves. Compound α-Pinene Camphene Sabinene α-Terpinolene 1,8-Cineole γ-Terpinene Trans-sabinene hydrate 2-Pyrroldinone Trans-sabinene hydrate 2H-pyran-3(4h)-one,G-ethenyldih….. Isoterpinolene Camphor Artemesia alcohol Epoxylinalol α-Terpineol D-verbenone Chrysanthenyl acetate 2-Cyclohexen-1-one, 3,5,5-trimet… Pyrazine, (2a Rt (Retention time) Rta 6.674 7.017 7.579 8.465 8.781 9.347 9.530 9.838 10.172 10.321 10.739 11.070 11.541 11.617 11.959 12.332 13.214 13.480 13.651 Content % 20.333 2.984 16.258 0.469 40.438 0.260 0.914 3.646 0.553 3.515 0.209 6.824 1.188 0.374 1.065 0.236 0.209 0.268 0.256 Fig. 2: Typical GC-MS chromatogram of Tanacetum lingulatum dried leaves ( Data is retention time for each component). Discussion: The GC-MS analysis showed that the major constituents of the essential oils examined in our study were: monoterpens and sesquiterpenes. 2464 Shokooh Olamazadeh et al, 2014 Advances in Environmental Biology, 8(7) May 2014, Pages: 2461-2464 Afsharipour and mosaffa [1] reported that the essential oil of aerial parts of Tanacetum lingulatum collected from Iran were: 1,8-cineole (18.60%) and Camphor (13.9%). Whereas, The results of our study showed that the highest component of the flower oil was α-pinene (22.876%) and the leaf oil was 1,8-cineole (40.438%). Essential oils are heterogeneous mixtures of single substances, biological activity are primarily due to these components in a intricate concert of synergistic or antagonistic activities. These compounds possess a active molecular weight and active physicochemical properties [7]. Factors that determine the composition of essential oil are numerous. The quality and yield of essential oils is impressed by the harvesting season, the PH soil, the stage of drying conditions, the geographic location, choice of plant part or genotype and extraction method [11,5]. Therefore, medicinal plants growing in different geographical locations show a marked variation in active ingredients during different seasons, these have environmental variables such as temperature and rain [2]. Conclusion: Assessment between these results and the results of the other researchers showed differences in essential oil compounds. Differences observed may be due to the different soil and climatic, different seasonal and geographic conditions, different chemotypes and the nutritional status of plants, different distillation technique. Overall, the results of this study confirmed the possibility of using Tanacetum lingulatum essential oil in the pharmaceutical, food and aromatherapy. ACKNOWLEDGEMENT This work was supported by Islamic Azad University, Falavarjan Branch; the authors also thank Dr. Gheisari from Islamic Azad University, Khorasgan Branch, Isfahan for their kindly aid. REFERENCES [1] Afsharypuor, S. and M. Mosaffa Jahromy, 2003. Cnstituents of the essential oil of Tanacetum lingulatum (Boiss.) Bornm. J Essent Oil Res, 15(2): 74-76. [2] Ahmad, I., MSA. Ahmad, M. Hussain, M. Hameed, MYS. Ashraf and MY. Koukab, 2009. Spatio-temporal effects on species classification of medicinal plants in Soone Valley of Pakistan. Int J Agric Biol, 11: 64-68. [3] Bakkali F., S. Averbeck, D. Averbeck and M. Idaomar, 2008. Biological effects of essential oils-A review, Food Chem Toxic, 46: 446-475. [4] Ghanati, F., S. Bakhtiarian, 2013. Changes of natural compounds of Artemisia annua L. methyl jasmonate and silver nanoparticles. Adv Environ Biol, 7(9): 2251-2258. [5] Golparvar, A.R. and A. Hadipanah, 2013. Identification of the components of Sage (Salvia officinalis L.) and Thyme (Thymus vulgaris L.) cultivated in Isfahan climatic conditions. Electronic J Biol, 9(2): 42-45. [6] Kalemba, D. and A. Kunicka, 2003. Antibacterial and antifungal properties of essential oils. Curr Med Chem, 10: 813-829. [7] Lahlou, M., 2004. Methods to study the phytochemistry and bioactivity of essential oils. Phytother Res, 18: 435-448. [8] Mohammadi, M., L. Amjad, and R. Monajemi, 2013. Investigation of anti-inflammatory and analgesic effects of hydro-ethanolic extract of Tanacetum lingulatum. Advances in environ Biol, 7(14): 4755-4761. [9] Petrovic, S.D., S. Dobric, D. Bokonjic, M. Niketic, A. Garcia pineres and I. Merfort, 2003. Evaluation of Tanacetum lavatum for on protection against indomethacin–induced ulcerogenesis in rats. J Ethnopharmacolo, 87: 109-113. [10] Sur, R., K. Martin, F. Liebel, P. Lyte, S. Shapiro and M. Southall, 2009. Anti–inflammatory activity of parthenolide-depleted fererfew Tanacetum parthenium. Inflammopharmacolo J, 17: 42- 49. [11] Teixera da Silva, J.A., 2004. Mining the essential oils of the Anthemideae, 3(12): 706-720.