Chemical components of volatile oil and fatty acids of wild Bunium persicum (Boiss.) B. Fedtsch. and cultivated Cuminum cyminum L. populations
DOI:
https://doi.org/10.14720/aas.2021.117.2.1335Keywords:
Bunium persicum, Cuminum cyminum, essential oil, fatty acid, GCAbstract
Volatile oil and fatty acids components of six various populations of wild Bunium persicum Boiss. (Bam and Zirkuh/Iran) and cultivated Cuminum cyminum L. (Rayen/Iran; Cukurcak, Taskopru and Asagialicomak/Turkey) species were investigated. The volatile oil content of Bam and Zirkuh populations were 3.9 and 4.7 %, respectively. The analysis of volatile oils by the GC/FID-MSD showed that γ-terpinene (33.62-39.62 %), cuminal (17.9-19.3 %), o-cymene (5.3-11.1 %), benzenemethanol, α-methyl- (7.4-9.5 %), 1-phenyl-1-butanol (6.4-8.4 %) and limonene (6.4-8.6 %) were the major components of B. persicum populations. Rayen, Cukurcak, Taskopru and Asagialicomak populations of C. cyminum had 2.6, 2.2, 2.0 and 2.5 % of volatile oil, respectively. Cuminal (22.8-37.6 %), benzenemethanol, α-methyl- (5.3-22.6 %), γ-terpinene (16.7-19.4 %), β-pinene (11.2-11.9 %) and 1-phenyl-1-butanol (5.4-12.5 %) were identified as the main components of C. cyminum. Fatty acids were detected by the GC/FID. In total, 15 fatty acids were characterised in B. persicum populations from Iran. Petroselinic acid (26.3-52.6 %), lauric acid (16.2-37.0 %) and linoleic acid (18.3-33.0 %) were the predominant fatty acids identified in Iranian populations. C. cyminum populations were rich in the same fatty acids but, the order was: petroselinic acid (47.5-55.5 %), linoleic acid (22.5-25.4 %) and lauric acid (13.4-24.2 %). Monounsaturated fatty acids (27.4-56.2 %) were the major subgroup. Overall, B. persicum populations from Iran and C. cyminum from Turkey were almost similar in fatty acids profile although they had wide diversity in the volatile oils compositional profile.
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Adams, R. P. (2007). Identification of essential oil components by Gas Chromatography/Mass Spectrometry. 4th Ed. Carol Stream, USA: Allured Publishing Co.
Azizi, M., Davareenejad, G. B. R., Woerdenbag, H. J., & Kayser, O. (2009). Essential oil content and constituent of Black Zira (Bunium persicum [Boiss.] B. Fedtsch.) from Iran during field cultivation (Domestication). J. Essent. Oil Res. 21, 78-82. https://doi.org/10.1080/10412905.2009.9700117. DOI: https://doi.org/10.1080/10412905.2009.9700117
Baser, K. H. C., Kurkcuoglu, M., & Ozek, T. (1992). Composition of the Turkish cumin seed oil. J. Essent. Oil Res. 4, 133-138. https://doi.org/10.1080/10412905.1992.9698034. DOI: https://doi.org/10.1080/10412905.1992.9698034
Bettaieb, I., Bourgou, S., Sriti, J., Msaada, K., Limam, F., & Marzouk, B. (2012). Essential oils and fatty acids composition of Tunisian and Indian cumin (Cuminum cyminum L.) seeds: a comparative study. J. Sci. Food. Agric. 91, 2100–2107. https://doi.org/10.1002/jsfa.4513. DOI: https://doi.org/10.1002/jsfa.4513
Cert, A., Alba, J., León-Camacho, M., Moreda, W., & Pèrez-Camino, M. C. (1996). Effects of talc addition and operating mode on the quality and oxidative stability of virgin olive oils obtained by centrifugation. J. Agric. Food Chem. 44, 3930-3934. https://doi.org/10.1021/jf9603386. DOI: https://doi.org/10.1021/jf9603386
Chu, Y. H., & Kung, Y. L.. (1998). A study on vegetable oil blends. Food Chem. 62, 191-195. https://doi.org/10.1016/S0308-8146(97)00200-8. DOI: https://doi.org/10.1016/S0308-8146(97)00200-8
Demirci, F., Guven, K., Demirci, B., Dadandi, M. Y., & Baser, K. H. C. (2008). Antibacterial activity of two Phlomis essential oils against food pathogens. Food Control. 19, 1159-1164. https://doi.org/10.1016/j.foodcont.2008.01.001. DOI: https://doi.org/10.1016/j.foodcont.2008.01.001
Dhandapani, S., Subramanian, V. R., Rajagopal, S., & Namasivayam, N. (2002). Hypolipidemic effect of Cuminum cyminum L. on alloxan-induced diabetic rats. Pharmacol Res. 46, 251-255. https://doi.org/10.1016/s1043-6618(02)00131-7. DOI: https://doi.org/10.1016/S1043-6618(02)00131-7
Dubey, P. N., Saxena, S. N., Lal, G., Kant, K., Mishra, B. K., Agarwal, D.,… Sharma, L. K. (2018). Essential oil constituents and unsaturated fatty acids in Indian Cuminum cyminum L. seed oil under varying agro climatic environments. Int. J. Seed Spices. 8, 7-14.
Ehsani, A., Hashemi, M., Naghibi, S., Mohammadi, S. S., & Khalili Sadaghiani, S. (2016). Properties of Bunium persicum essential oil and its application in iranian white cheese against Listeria Monocytogenes and Escherichia Coli. J. Food Saf. 36, 563-570. https://doi.org/10.1111/jfs.12277. DOI: https://doi.org/10.1111/jfs.12277
Esmaeili, F. (2015). Composition of Essential Oil of Cuminum cyminum. J. Essent. Oil. Bear. Pl. 18, 507-509. https://doi.org/10.1080/0972060X.2014.989186. DOI: https://doi.org/10.1080/0972060X.2014.989186
Evanse, W., Trease, C., & Evan, S. (1996). Pharmacognosy. 14th Ed., London, UK. Saunders Company Ltd. https://doi.org/10.1016/S0140-6736(05)65693-0. DOI: https://doi.org/10.1016/S0140-6736(05)65693-0
Foroumadi, A., Asadipour, A., Arabpour, F., & Amanzadeh Y. (2002). Composition of the essential oil of Bunium persicum (Boiss.) B. Fedtsch. from Iran. J. Essent. Oil Res. 14, 161-162. https://doi.org/10.1080/10412905.2002.9699810. DOI: https://doi.org/10.1080/10412905.2002.9699810
Guo, Y. R., An, Y. M., Jia, Y. X., & Xu, J. G. (2018). Effect of drying methods on chemical composition and biological activity of essential oil from Cumin (Cuminum cyminum L.). J. Essent. Oil. Bear. Pl. 21, 1295-1302. https://doi.org/10.1080/0972060X.2018.1538818. DOI: https://doi.org/10.1080/0972060X.2018.1538818
Haghiroalsadat, F., Vahidi, A., Sabour, M., Azimzadeh, M., Kalantar, M., & Sharafadini, M. (2011). The indigenous Cuminum cyminum L. of Yazd Province: Chemical assessment and evaluation of its antioxidant effects. Journal of Shahid Sadoughi University of Medical Sciences. 19, 472-481.
Hajhashemi, V., Sajjadi, S., & Zomorodkia, M. (2011). Antinoci¬ceptive and anti-inflammatory activities of Bunium persi¬cum essential oil, hydroalcoholic and polyphenolic extracts in animal models. Pharm. Biol. 49, 146-151. https://doi.org/10.3109/13880209.2010.504966. DOI: https://doi.org/10.3109/13880209.2010.504966
Hajib, A., Harhara, H., Gharbyb, S., Nounaha, I., Matthäus, B., Guillaumed, D., & Charroufa Z. (2018). Is geographic origin a good marker for cumin seed oil (Cuminum cyminum L.)? Riv. Ital. Sostanze Gr. 95, 155-159.
Hajlaoui, H., Mighri, H., Noumi, E., Snoussi, M., Trabelsi, N., Ksouri, R., & Bakhrouf, A. (2010). Chemical composition and biological activities of Tunisian Cuminum cyminum L. essential oil: a high effectiveness against Vibrio spp. Strains. Food Chem. Toxicol. 48, 2186-2192. https://doi.org/10.1016/j.fct.2010.05.044. DOI: https://doi.org/10.1016/j.fct.2010.05.044
HMSO. Department of Health. (1994). Nutritional aspects of cardiovascular disease (report on health and social subjects No.46). Her Majesty’s Stationer Office, London, UK.
Hornok, L. (1978). Cultivation and processing of medicinal plants. Budapest: Mezogazdasagi Kiado.
IUPAC. (1987). Standard Methods for Analysis of Oils, Fats and Derivates, 7th Ed. IUPAC Method 2.301, IUPAC Method 2.3012.303. Blackwell Sci. Publ. Oxford, UK. https://doi.org/10.1002/abio.370080512. DOI: https://doi.org/10.1002/abio.370080512
Kan, Y., Kartal, M., Ozek, T., Aslan, S., & Baser, K. (2007). Composition of essential oil of Cuminum cyminum L. according to harvesting times. Turk. J. Pharm. Sci. 4, 25-29.
Keskin, s., & Baydar, H. (2016). Agricultural and technological properties of some ımportant culture species within the family Umbelliferae in Isparta ecological conditions. SDU J. Nat. Appl. Sci. 20, 133-141. https://doi.org/10.19113/sdufbed.86008. DOI: https://doi.org/10.19113/sdufbed.86008
Khaledi, N., & Hassani, F. (2018). Antifungal activity of Bunium persicum essential oil and its constituents on growth and pathogenesis of Colletotrichum lindemuthianum. J. Plant Prot. Res. 58, 431-441. https://doi.org/10.24425/jppr.2018.124646.
Khalid, B., Hamid, S., Liaqat, L., & Khan, J. I. (2009). Seed oils of Pakistani wild species of Umbelliferae family: Ducrosia anethifolia, Bunium persicum, Bunium cylindricum and Ammi majus; as potential industrial raw material. Pak. J. Sci. Ind. Res. 52, 260-263.
Kooti, W., Moradi, M., Ali-Akbari, S., Sharafi-Ahvazi, N., Asadi-Samani, M., & Ashtary-Larky, D. (2015). Therapeutic and pharmacological potential of Foeniculum vulgare Mill: a review. J. HerbMed Pharmacol. 4, 1-9.
Ladan Moghadam, A. R. (2016). Chemical composition and antioxidant activity Cuminum cyminum L. essential oils. Int. J. Food Prop. 19, 438-442. https://doi.org/10.1080/10942912.2015.1038355. DOI: https://doi.org/10.1080/10942912.2015.1038355
Lee, H. S. (2005). Cuminaldehyde: Aldose Reductase and á-lucosidase Inhibitor Derived from Cuminum cyminum L. Seeds. J. Agric. Food. Chem. 53, 2446-2450. https://doi.org/10.1021/jf048451g. DOI: https://doi.org/10.1021/jf048451g
Li, R., & Jiang, Z. T. (2004). Chemical composition of the essential oil of Cuminum cyminum L. from China. Flavour Fragr. J. 19, 311-313. https://doi.org/10.1002/ffj.1302. DOI: https://doi.org/10.1002/ffj.1302
Maestri, D. M., Labuckas, D. O., Meriles, J. M., Lamarque, A. L, Zygadlo, J. A, & Guzman, C. A. (1998). Seed composition of soybean cultivars evaluated in different environmental conditions. J. Sci. Food Agric. 77, 494-498. https://doi.org/10.1002/(SICI)1097-0010(199808)77:4<494::AID-JSFA69>3.0.CO;2-B. DOI: https://doi.org/10.1002/(SICI)1097-0010(199808)77:4<494::AID-JSFA69>3.0.CO;2-B
Mazidi, S., Rezaei, K., Golmakani, M. T., Sharifan, A., & Rezazadeh, S. (2012). Antioxidant activity of essential oil from Black Zira (Bunium persicum Boiss.) obtained by microwave-assisted hydrodistillation. J. Agr. Sci. Tech. 14, 1013-1022.
Milica, A., Sanja, P., Dusica, C., Olivera, D., Ljiljana, K., Petkova, M., & Jovanka, L. (2016). Fatty acids composition of coriander and cumin grown in Serbia. Bulgarian Journal of Animal Husbandry. 53, 103-108.
Moghaddam, M., & Ghasemi Pirbalouti, A. (2017). Agro-morphological and phytochemical diversity of Iranian Cuminum cyminum accessions. Ind. Crop. Prod. 99, 205-213. https://doi.org/10.1016/j.indcrop.2017.02.003. DOI: https://doi.org/10.1016/j.indcrop.2017.02.003
Moghaddam, M., Khaleghi Miran, S. N., Ghasemi Pirbalouti, A., Mehdizadehd, L., & Ghaderie, Y. (2015). Variation in essential oil composition and antioxidant activity of cumin (Cuminum cyminum L.) fruits during stages of maturity. Ind. Crop. Prod. 70, 163-169. https://doi.org/10.1016/j.indcrop.2015.03.031. DOI: https://doi.org/10.1016/j.indcrop.2015.03.031
Omidbaigi, R., & Arvin, M. J. (2009). Effect of growing locations on the essential oil content and chemical compositions of Bunium persicum Boiss wild growing in Iran. J. Essent. Oil. Bear. Pl. 12, 34-40. https://doi.org/10.1080/0972060X.2009.10643688. DOI: https://doi.org/10.1080/0972060X.2009.10643688
Omidbeigi, R. (2013). Production and processing of medicinal plants (III), 5th Ed. Mashhad, IRAN: Behnashr Publication.
Oroojalian, F., Kasra-Kermanshahi, R., Azizi, M., & Bassami, M. R. (2010). Phytochemical composition of the essential oils from three Apiaceae species and their antibacterial effects on food-borne pathogens. Food Chem. 120, 765-770. https://doi.org/10.1016/j.foodchem.2009.11.008. DOI: https://doi.org/10.1016/j.foodchem.2009.11.008
Özgul Yücel, S. (2005). Determination of conjugated Linolenic acid content of selected oil seeds grown in Turkey. J. Am. Oil Chem. Soc. 82, 893-897. https://doi.org/10.1007/s11746-005-1161-7. DOI: https://doi.org/10.1007/s11746-005-1161-7
Rebey, I. B., Kefi, S., Limam, F., & Marzouk, B. (2013). Variations in fatty acid composition during maturation of cumin (Cuminum cyminum L.) seeds. Afr. J. Biotechnol. 12, 5303-5307. http://dx.doi.org/10.5897/AJB2013.12204. DOI: https://doi.org/10.5897/AJB2013.12204
Rebey, I. B., Jabri-Karoui, I., Hamrouni-Sellami, I., Bourgou, S., Limam, F., & Marzouk, B. (2012). Effect of drought on the biochemical composition and antioxidant activities of cumin (Cuminum cyminum L.) seeds. Ind. Crop. Prod. 36, 238-245. https://doi.org/10.1016/j.indcrop.2011.09.013. DOI: https://doi.org/10.1016/j.indcrop.2011.09.013
Rihawy, M. S, Bakraji, E. H., & Odeh, A. (2014). PIXE and GC-MS investigation for the determination of the chemical composition of Syrian Cuminum cyminum L. Applied Radiation and Isotopes. 86, 118-125. https://doi.org/10.1016/j.apradiso.2014.01.003. DOI: https://doi.org/10.1016/j.apradiso.2014.01.003
Rustaie, A., Keshvari, R., Samadi, N., Khalighi-Sigaroodi, F., Shams Ardekani, M. R., & Khanavi, M. (2016). Essential oil composition and antimicrobial activity of the oil and extracts of Bunium persicum (Boiss.) B. Fedtsch.: wild and cultivated fruits. Pharm. Sci. 22, 296-301. https://doi.org/10.15171/PS.2016.46. DOI: https://doi.org/10.15171/PS.2016.46
Sanei Dehkordi, A., Vatandoost, H., & Abaei, M. R. (2016). Chemical composition and larvicidal activity of Bunium persicum essential oil against two important mosquitoes vectors. J. Essent. Oil. Bear. Pl. 19, 349-357. https://doi.org/10.1080/0972060X.2015.1137240. DOI: https://doi.org/10.1080/0972060X.2015.1137240
Sharafati Chaleshtori, F., Saholi, M., & Sharafati Chaleshtori, R. (2018). Chemical composition, antioxidant and antibacterial activity of Bunium persicum, Eucalyptus globulus, and Rose Water on multidrug-resistant Listeria species. J. Evidence-Based Integrative Med. 23, 1-7. https://doi.org/10.1177/2515690X17751314. DOI: https://doi.org/10.1177/2515690X17751314
Soltanbeigi, A. (2014). The effect of various planting time on yield and quality of Mentha species in marginal conditions of Cukurova region. PhD Thesis, Faculty of Agriculture, Department of Field Crops.
Tahir, H. U., Sarfraz, R. A., Ashraf, A., & Adil, S. (2016). Chemical composition and antidiabetic activity of essential oils obtained from two spices (Syzygium aromaticum and Cuminum cyminum). Int. J. Food Prop. 19, 2156-2164. https://doi.org/10.1080/10942912.2015.1110166. DOI: https://doi.org/10.1080/10942912.2015.1110166
Takayuki, S., Sugano, M., Azizi, M., & Yoshiharu, F. (2007). Anti¬fungal effects of volatile compounds from black zira (Bu¬nium persicum) and other spices and herbs. J. Chem. Ecol. 33, 2123-2132. https://doi.org/10.1007/s10886-007-9374-2. DOI: https://doi.org/10.1007/s10886-007-9374-2
Talebi, M., Moghaddam, M., & Ghasemi Pirbalouti, A. (2018). Variability in essential oil content and composition of Bunium persicum Boiss. populations growing wild in northeast of Iran. J. Essent. Oil Res. 30, 258-264. https://doi.org/10.1080/10412905.2018.1441077. DOI: https://doi.org/10.1080/10412905.2018.1441077
Yanive, Z., & Palevitch, D. (1982). Effect of drought on the secondary metabolite of medicinal and aromatic plants. In: Cultivation and utilization of medicinal plants. Ed.: CK. Atal and B.M. Kapur, Indian Institute of Integrative Medicine, Jammu Tawi, pp. 1-12.
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