Chemical Composition Essential Oils of Bunium kuhitangi Nevski and Bunium microcarpum (Boiss) Freyn & Bornm.

Document Type : Research Paper

Authors

Research Institute of Forests and Rangeland, Agricultural Research, Education and Extension Organization (AREEO) Tehran, Iran

Abstract

The genus Bunium (Apiaceae) comprises about 50 species spreading in Asia, Europe and North Africa. The genus Bunium comprised 14 species in Iran. It has various biological activities related to digestive and urinary tract disorders. In traditional medicine, it has been used in chronic stomach diseases, colitis, jaundice, chronic cholangitis, swelling and kidney stones. Aerial parts of Bunium kuhitangi Nevski and Bunium microcarpum (Boiss) Freyn & Bornm. were collected from Golestan provience,  Gorgan, Golestan Park, on June 2020, essential oil extracted by water distillation method (Clevenger-type apparatus) for 3 h to obtain the essential oil. Chemical composition of the essential oil was analyzed by Gas chromatography (GC), Gas chromatography and Mass spectrometry (GC-MS), simultaneously. Main components from B. kuhitangi . were 9-epi-(E)- caryophyllene (35.38%), α- copaene (8.38%) and δ- selinene (7.35%) and main components for B. microcarpum. were 9-epi-(E)- caryophyllene (73.61%), γ- cuprenene (8.37%) and  a-cadinene (5.75%).  β-caryophyllene is a pale yellow oily liquid with an odor midway between odor of cloves and turpentine.   To the best of our knowledge, this is the first report on the chemical constituents of B. kuhitangi. from Iran. In this study, it was aimed to clarify the chemical profile of essential oil obtained from B. kuhitangi and B. microcarpum.. and to determine its main compounds.

Keywords


  1. Rechinger KH. 1987. Bunium, In: Flora Iranica, Umbelliferae. No. 162, pp. 486, 456, 241, Edits., K.H. Rechinger and I.C. Hedge, Akademische Druck and Verlagsanstalt, Graz, Austria.
  2. Degtjareva GV, Kljuykov EV, Samigullin TH, Valiejo-Roman CM, Pimenov MG. Molecular appraisal of Bunium and some related arid and subarid geophilic Apiaceae–Apioideae taxa of the Ancient Medi­terranean. Botanical J Linnean Soc 2009:160:149-170.
  3. Baser KHC, Kırımer, N. Essential Oils of Anatolian Apiaceae - A Profile. Natural Volatiles Essen Oils. 2014;1:1-50.
  4. Rakhimov DA, Stepanenko GA, Ubaev Kh, Glushenkova AI, Kondratenko ES. Oil and carbohydrates of the fruit of Bunium persicum . Chem Natural Com. 1984;20:225-226.
  5. Pezhmanmehr M, Hassani ME, Jahansooz F, Najafi AA, Sefidkon F, Mardi M, Pirseiedi M. Assessment of genetic diversity in some Iranian populations of Bunium persicum using RAPD and AFLP markers. Iranian J Biotechnol. 2009;7:93-100.
  6. Takayuki S, Mami S, Azizi M, Yoshiharu F. Antifungal Effects of Volatile Compounds from Black Zira (Bunium persicum) and Other Spices and Herbs. J Chem Ecology, 2007;33: 2123-2132.
  7. Jamil R, Ahmad M, Saeed MA, Younas M, Bhatty MK. Antioxidative activity of the essential oils of Umbelliferae family of Pakistan. Part IV. Antioxidative activity of Bunium cylindricum (Boiss. & Hoh.) Drude and Bunium persicum (Boiss.).Fedtsch Sci Int. (Lahore). 1992;4:69-72.
  1. Karim A, Ashraf M, Bhatty MK. Studies of the essential oils of the Pakistani species of the family Umbelliferae. Part XXXVIII. Bunium cylindricum (Boiss. & Hoh.), Drude (zira khar) seed oil. Pak. J Sci Ind Res. 1979;22:315-317.
  2. Jassbi A, Mehrdad M, Soleimani M, Mirzaeian M, Sonboli A. Chemical Composition of the Essential Oils of Bunium elegans and Bunium carioides. Chem Natural Com. 2005;41:415-417.
  1. Sadykov YD, Kurbanov M, Khafizov Kh, Begovatov YuM. Composition of the essential oil from the fruits of Bunium persicum (Boiss.) B. Fedtsch., Dokl. Akad. Nauk Tadzh. SSR., 1978;21:33-36.
  2. Masoudi S, Monfared A, Rustaiyan A, Chalabian F. Composition and Antibacterial Activity of the Essential Oils of Semenovia dichotoma (Boiss.) Manden., Johreniopsis seseloides (C.A.Mey) M.Pimen. and Bunium cylindricum (Boiss. et Hohen.) Drude., Three Umbelliferae Herbs Growing Wild in Iran. J. Essent. Oil Research, 2005;17: 691-694.
  3. Baser K, Özek T, Kirimer N, Tümen GA. Comparative Study of the Essential Oils of Wild and Cultivated Satureja hor tensis L. J Essent Oil Res., 2004;16:422-4.
  4. Hudaib M, Aburjai T. Volatile components of Thymus vulgaris L. from wild‐growing and cultivated plants in Jordan. Flavour Fragr J. 2007;22:322-7.
  5. Mozaffarian V. Flora of Iran: Apiaceae. Tehran: Research Institute of Forests and Rangelands; 2007.
  6. Amin G. Popular Medicinal Plants of Iran. Tehran, Iran: Vice-chancellorship of Research, Tehran University of Medical Sciences; 2005.
  7. Baser K, Oezek T, Abduganiev B, Abdullaev U, Aripov KN. Composition of the essential oil of Bunium persicum (Boiss.) B. Fedtsch. from Tajikistan. J Essent Oil Res. 1997;9:597-8.
  8. Moghtader M, Mansori A, Salari H, Farahmand A. Chemical composition and antimicrobial activity of the essential oil of Bunium persicum Boiss. seed. Iran J Med Arom Pl. 2009; 25:20-8.
  9. Sanei-Dehkordi A, Vatandoost H, Abaei MR, Davari B, Sedaghat MM. Chemical Composition and Larvicidal Activity of Bunium persicum Essential OilAgainst Two Important Mosquitoes Vectors. J Essent Oil Bear Pl. 2016;19:349-57.
  10. Thappa R, Ghosh S, Agarwal S, Raina AK, Jamwal P. Comparative studies on the major volatiles of Kalazira (Bunium persicum seed) of wild and cultivated sources. Food Chem. 1991;41:129-34.
  11. Sharififar F, Yassa N, Mozaffarian V. Bioactivity of major components from the seeds of Bunium persicum (Boiss.) Fedtch. Pak J Pharm Sci. 2010;23:300-4.
  12. Herald P, Davidson P. Antibacterial activity of selected hydroxycinnamic acids. J Food Sci. 1983;48:1378-9.
  13. Merkl R, Hradkova I, Filip V, Smidrkal J. Antimicrobial and antioxidant properties of phenolic acids alkyl esters. Czech J Food Sci. 2010;28:275-9.
  14. Kuete V, Nguemeving JR, Beng VP, Azebaze AGB, Etoa F-X, Meyer M, Antimicrobial activity of the methanolic extracts and compounds from Vismia laurentii De Wild (Guttiferae). J Ethnopharmacol. 2007;109:372-9.
  15. El-Gammal AA, Mansour R. Antimicrobial activities of some flavonoid compounds. Zentralbl Mikrobiol. 1986;141:561-5.
  16. Foroumadi A, Asadipour A, Arabpour F, Amanzadeh Y. Composition of the Essential Oil of Bunium persicum (Boiss.) B. Fedtsch. from Iran. J Essen Oil Res. 2002;14:161-162.
  17. Shibamoto T. Retention Indices in Essential Oil Analysis. In: Capillary Gas Chromatography in Essential oil analysis. Edits., Sandra P, and Bicchi C, Dr. Alfred Huethig Verlag, Heidelberg. 1987;259-274.
  18. Davies NW. Gas Chromatographic Retention Index of Monoterpenes and Sesquiterpenes on Methyl silicone and Carbowax 20 M phases. J Chromato. 1990;503:1- 24.
  19. Adams RP. Identification of essential oils by Ion trap Mass Spectroscopy. Academic Press, San Diego, CA. 2017.
  20. Sefidkon F, Gooshegir SA, Atefeh Bahmanzadegan A, Golipour M, Meshkizadeh S. Chemical Composition of the Essential Oils of Five Iranian Bunium Species (B. lurestanicum, B. microcarpum, B. badghayzi, B. wolffi and B. carioides) Journal of essential oil-bearing plants (JEOP). 2014;0976-5026.