Evaluation of Gene Expression Level of Limonene and Flavone Synthase and Essential Oil Composition under Different Water Conditions in Cumin

Document Type: Research Article


1 Department of Microbial Biotechnology, Amol University of Special Modern Technologies, Amol, Iran

2 Department of Agronomy and Plant Breeding Sciences, College of Aburaihan, University of Tehran, Tehran, Iran

3 Department of Horticultural Sciences, College of Agriculture and Natural Resources, University of Tehran, Karaj, Iran



Cumin, Cuminum cyminum L., is the king of spices with a plethora of natural compounds with pharmacological features. Drought stress is a well-known factor that influences the production of some metabolites. We studied the impact of drought stress on gene expression and metabolite content in flower and leaf tissue organs of two ecotypes, Taybad and Ardakan populations. Plants were imposed into three water level conditions, control, moderate, and severe water deficit. Concerning the results, the expression of Limonene synthase in flower organ of the Ardakan genotype increased 2.2 times under 50% of field capacity, whereas, the expression of Flavone synthase in leaf tissue of the Ardakan ecotype, was the highest in this level of stress. Moreover, the majority of detected terpenoids were β-Acoradiene and γ-Terpinene in leaf and flower organs, respectively. Altogether, the monoterpenes content was decreased in both ecotypes, but sesquiterpenes increased only in the Ardakan population. Knowing the expression of key genes involved in the pathway of major metabolites in cumin under water stress conditions is important in the pharmaceutical industry and molecular researches.


Al-Gabbiesh A, Kleinwachter M, Selmar D. 2015. Influencing the contents of secondary metabolites in spice and medicinal plants by deliberately applying drought stress during their cultivation. Jordan J Biol Sci 147:1-10.
André CM, Schafleitner R, Legay S, Lefèvre I, Aliaga CAA, Nomberto G, Hoffmann L, Hausman JF, Larondelle Y, Evers D. 2009. Gene expression changes related to the production of phenolic compounds in potato tubers grown under drought stress. Phytochemistry 70:1107-1116.
Baydar H, Sağdiç O, Özkan G, Karadoğan T. 2004. Antibacterial activity and composition of essential oils from Origanum, Thymbra and Satureja species with commercial importance in Turkey. Food control 15:169-172.
Bettaieb I, Bourgou S, Sriti J, Msaada K, Limam F, Marzouk B. 2011. 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.
Bettaieb I, Knioua S, Hamrouni I, Limam F, Marzouk B. 2010. Water-deficit impact on fatty acid and essential oil composition and antioxidant activities of cumin (Cuminum cyminum L.) aerial parts. J Agric Food Chem 59:328-334.
Bouwmeester HJ, Gershenzon J, Konings MC, Croteau R. 1998. Biosynthesis of the monoterpenes limonene and carvone in the fruit of caraway I. Demonstration of enzyme activities and their changes with development. Plant Physiol 117:901-912.
Chegah S, Chehrazi M, Albaji M. 2013. EffEcts of drought strEss on growth and dEvElopmEnt frankEnia plant (Frankenia Leavis). Bulg J Agric Sci 19:659-666.
Crozier A, Clifford MN, Ashihara H. 2008. Plant secondary metabolites: occurrence, structure and role in the human diet. John Wiley & Sons.
Einafshar S, Poorazrang H, Farhoosh R, Seiedi SM. 2012. Antioxidant activity of the essential oil and methanolic extract of cumin seed (Cuminum cyminum). Eur J Lipid Sci Tech 114:168-174.
Elhamidi A, Ahmed S. 1966. Content and composition of some umbelliferous essential oil. Pharmazie 21:438.
El-Sawi SA, Mohamed M 2002. Cumin herb as a new source of essential oils and its response to foliar spray with some micro-elements. Food Chem 77:75-80.
Fisher D, Buchanan B, Gruissem W, Jones R. 2000. Biochemistry and molecular biology of plants American Society of Plant Physiologists, Rockville, MD, USA
Gershenzon J, McConkey ME, Croteau RB. 2000. Regulation of monoterpene accumulation in leaves of peppermint. Plant Physiol 122:205-214.
Gershenzon J. 1984. Changes in the levels of plant secondary metabolites under water and nutrient stress. In: Phytochemical adaptations to stress. Springer, Boston, MA. 273-320.
Ghannadnia M, Haddad R, Zarinkamar F, Sharifi M. 2014. Manganese treatment effects on terpene compounds of Cuminum cyminum flowers. Ind Crops Prod 53:65-70.
Harb A, Krishnan A, Ambavaram MM, Pereira A. 2010. Molecular and physiological analysis of drought stress in Arabidopsis reveals early responses leading to acclimation in plant growth. Plant Physiol 154:1254-1271.
Hassanpour H, Khavari-Nejad RA, Niknam V, Razavi K, Najafi F. 2014. Effect of penconazole and drought stress on the essential oil composition and gene expression of Mentha pulegium L.(Lamiaceae) at flowering stage. Acta Physiol Plant 36:1167-1175.
Jiang N, Doseff AI, Grotewold E. 2016. Flavones: From biosynthesis to health benefits. Plants 5:27.
Joulain D, König WA. 1998. The atlas of spectral data of sesquiterpene hydrocarbons. EB-Verlag Hambourg.
Kafi M, Rashed Mohassel M, Koocheki A, Nassiri M. 2006. Cumin (Cuminum cyminum): Production and Processing. CRC Press.
Li R, Jiang ZT. 2004. Chemical composition of the essential oil of Cuminum cyminum L. from China. Flavour Frag J 19:311-313.
Livak KJ, Schmittgen TD. 2001. Analysis of relative gene expression data using real-time quantitative PCR and the 2− ΔΔCT method. Methods 25:402-408.
Ma D, Sun D, Wang C, Li Y, Guo T. 2014. Expression of flavonoid biosynthesis genes and accumulation of flavonoid in wheat leaves in response to drought stress. Plant Physiol Biochem 80:60-66.
Martens S, Mithöfer A. 2005. Flavones and flavone synthases. Phytochemistry 66:2399-2407.
McConkey ME, Gershenzon J, Croteau RB. 2000. Developmental regulation of monoterpene biosynthesis in the glandular trichomes of peppermint. Plant Physiol 122:215-224.
Mohammadpour H, Moghimipour E, Rasooli I, Fakoor MH, Astaneh SA, Moosaie SS, Jalili Z. 2012. Chemical composition and antifungal activity of cuminum cyminum L. essential oil from Alborz Mountain against Aspergillus species. Jundishapur J Nat Pharm Prod 7:50-55.
Morehouse BR, Kumar RP, Matos JO, Olsen SN, Entova S, Oprian DD. 2017. Functional and structural characterization of a (+)-limonene synthase from Citrus sinensis. Biochemistry 56:1706-1715.
Muñoz-Bertomeu J, Ros R, Arrillaga I, Segura J. 2008. Expression of spearmint limonene synthase in transgenic spike lavender results in an altered monoterpene composition in developing leaves. Metab Eng 10:166-177.
Nostro A, Cellini L, Di Bartolomeo S, Di Campli E, Grande R, Cannatelli MA, Marzio L, Alonzo V. 2005. Antibacterial effect of plant extracts against Helicobacter pylori. Phytother Res 19:198-202.
Oroojalian F, Kasra-Kermanshahi R, Azizi M, Bassami MR. 2010. Phytochemical composition of the essential oils from three Apiaceae species and their antibacterial effects on food-borne pathogens. Food Chem 120:765-770.
Osakabe Y, Osakabe K, Shinozaki K, Tran L-SP. 2014. Response of plants to water stress. Front Plant Sci 5:86
Pandey S, Kumar Patel M, Mishra A, Jha B. 2015. Physio-biochemical composition and untargeted metabolomics of Cumin (Cuminum cyminum L.) make it promising functional food and help in mitigating salinity stress. Plose One. 10(12): e0144469. https://doi.org/10.1371/journal.pone.0144469
 Redha A, Al-Mansor N, Suleman P, Al-Hasan R, Afzal M. 2012. Modulation of antioxidant defenses in Conocarpus lancifolius under variable abiotic stress. Biochem Syst Ecol 43:80-86.
Thiem B, Kikowska M, Kurowska A, Kalemba D. 2011. Essential oil composition of the different parts and in vitro shoot culture of Eryngium planum L. Molecules 16:7115-7124.
Tuncturk R, Tuncturk M. 2006. Effects of different phosphorus levels on the yield and quality components of cumin (Cuminum cyminum L.) Res J Agric Biol Sci 2:336-340.
Wang W, Xin H, Mingle Wang QM, Wang L, Kaleri NA, Wang Y, Li X. 2016. Transcriptomic analysis reveals the molecular mechanisms of drought-stress-induced decreases in Camellia sinensis leaf quality. Front Plant Science 7.
Yadav RK, Sangwan RS, Sabir F, Srivastava AK, Sangwan NS. 2014. Effect of prolonged water stress on specialized secondary metabolites, peltate glandular trichomes, and pathway gene expression in Artemisia annua L. Plant Physiol Biochem 74:70-83.
 Yuan Y, Liu Y, Wu C, Chen S, Wang Z, Yang Z, Qin S, Huang L. 2012. Water deficit affected flavonoid accumulation by regulating hormone metabolism in Scutellaria baicalensis Georgi roots. Plos One 7: e42946.