In collaboration with Scientific Association of Iranian Medicinal Plants

Document Type : Research Paper

Authors

1 M.Sc. student, phytochemistry, Payam-e-Noor University of Tehran, Iran

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

Abstract

Two species Nepeta cataria L. and Nepeta bracteata Benth. (fam. lamiaceae) are native to Iran. To study the quantity and quality of the two species essential oil in the field, the seeds of eight populations from these two species were collected from natural habitats and planted in a randomized complete block design in Alborz Research Station of Research Institute of Forests and Rangelands (Karaj, Alborz province). The flowering branches were harvested at the full flowering stage and after room temperature-drying, their essential oils were extracted by hydrodistillation, and analyzed and identified by GC and GC/MS. The essential oil yield of N. cataria populations varied between 0.02 (Karaj) and 0.50% (Arak). Twenty-three compounds were identified in the essential oil of this species, and the main compound in all populations was from nepetalactone isomers. NepetalactoneIII (4aα,7β,7aα-nepetalactone) and nepetalactoneI (4aα,7α,7aα-nepetalactone) constituted 44.4 (Karaj) to 91.6% (Arak) and 0.8 (Karaj) to 15.9% (Bafgh1) of the essential oil, respectively. NepetalactoneII (4aα,7α,7aβ-nepetalactone) was observed only in the population Bafgh2 (21.2%). The amount of 1,8-cineole in the essential oil of different N. cataria populations varied from 0.4 (Taft1) to 12.8% (Karaj). The essential oil yield of N. bractaeta populations was obtained between 0.02 (Ardakan) and 0.70% (Taft2). Twenty-seven compounds were identified in the essential oil of this species, and the main compounds were 1,8-cineole (1.0, 9.6, and 41.0% in Tabas, Ardakan, and Taft2, respectively) and geranyl acetate (0.9, 3.4, and 39.8% in Tabas, Taft2, and Ardakan, respectively). In general, the results showed that the N. cataria populations were all from the same chemotype, but N. bracteata populations were from two chemotypes (ct. geranyl acetate and ct. 1,8-cineole).

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Main Subjects

- Aali, E., Mahmoudi, R., Kazeminia, M., Hazrati, R. and Azarpey, F., 2017. Essential oils as natural medicinal substances: review article. Tehran University Medical Journal, 75(7): 480-489.
- Adiguzel, A., Ozer, H., Sokmen, M., Gulluce, M., Sokmen, A., Kilic, H., Sahin, F. and Baris, O., 2009. Antimicrobial and antioxidant activity of the essential oil and methanol extract of Nepeta cataria. Polish Journal of Microbiologhy, 58(1): 69-76.
- Ali, T., Javan, M., Sonboli, A. and Semnanian, S., 2012. Evaluation of the antinociceptive and anti-inflammatory effects of essential oil of Nepeta pogonosperma Jamzad et Assadi in rats. The Journal of Pain, 13(4): S66.
- Ashrafi, B., Ramak, P., Talei, Gh. and Rashisipour, M., 2016. Evaluation of the antioxidant properties of the native catnip native to Lorestan. Proceedings of the Second Scientific Conference on Biology and Horticultural Sciences of Iran, Tehran, 22 February: 6p.
- Batooli, H. and Safaei-Ghomi, G., 2012. Comparison of essential oil composition of three Nepeta L. species from Kashan. Iranian Journal of Medicinal and Aromatic Plants Research, 28(1): 161-175.
- Bazzaz, B.S.F. and Haririzadeh, G., 2003. Screening of Iranian plants for antimicrobial activity. Pharmaceutical Biology, 41(8): 573-583.
- Bhat, J.U., Parray, S.A., Aslam, M., Ansari, S., Nizami, Q., Khanam, R., Siddiqui, A. and Ahmad, M.A., 2012. Anti- seizure activity of flower extracts of Nepeta bracteata in Swiss albino mice. Experimental and Clinical Sciences, 11: 531- 537.
- Birkett, M.A., Hassanali, A., Hoglund, S., Pettersson, J. and Pickett, J.A., 2011. Repellent activity of catmint, Nepeta cataria, and iridoid nepetalactone isomers against Afro-tropical mosquitoes, ixodid ticks and red poultry mites. Phytochemistry, 72(1): 109-114.
- Bourrel, C., Perineau, F., Michel, G. and Bessiere, J.M., 1993. Catnip (Nepeta cataria L.) essential Oil: analysis of chemical constituents, bacteriostatic and fungistatic properties. Journal of Essential Oil Research, 5(2): 159-167.
- Dienaitė, L., Pukalskienė, M., Matias, A.A., Pereira, C.V., Pukalskas, A. and Venskutonis, P.R., 2018. Valorization of six Nepeta species by assessing the antioxidant potential, phytochemical composition and bioactivity of their extracts in cell cultures. Journal of Functional Foods, 45: 512-522.
- Duda, S.C., Marghitas, L.A., Dezmirean, D., Duda, M., Margaoan, R. and Bobis, O., 2015. Changes in major bioactive compounds with antioxidant activity of Agastache foeniculum, Lavandula angustifolia, Melissa officinalis and Nepeta cataria: Effect of harvest time and plant species. Industrial Crops and Products, 77: 499-507.
- Esp´ın-Iturbe, L.T., Yanez, B.A.L., Garcia, A.C., Canseco-Sedano, R., Vazquez-Hern´andez, M. and Coria-Avila, G.A., 2017. Active and passive responses to catnip (Nepeta cataria) are affected by age, sex and early gonadectomy in male and female cats. Behavioural Processes, 144: 110-115.
- Formisano, C., Rigano, D. and Senatore, F., 2011. Chemical constituents and biological activities of Nepeta species. Chemistry & Biodiversity, 8: 1783-1818.
- Gilani, A.H., Shai, A.J., Zubair, A., Khalid, S., Kiani, J., Ahmed, A., Rasheed, M. and Ahmed, V.U., 2009. Chemical composition and mechanisms underlying the spasmolytic and bronchodilatory properties of the essential oil of Nepeta cataria L. Journal of Ethnopharmacology, 121: 405-411.
- Hadi, N., Sefidkon, F., Shojaeiyan, A. and Jafari, A.A., 2016. Essential oil diversity of 21 populations from Iranian endemic species Nepeta kotschyi Boiss. Iranian Journal of Medicinal and Aromatic Plants Research, 32(2): 189-202.
- Hajiheydari, M.R., Yarmohammadi, M.E., Izadi, P., Jafari, F., Emadi, F., Emaratkar, E., Abtahi, S.H.R., Zargaran, A. and Naseri, M., 2017. Effect of Nepeta bracteata Benth. On allergic rhinitis symptoms: A randomized double-blind clinical trial. Journal of Research in Medical Sciences, 22(11): 1-10.
- Handjieva, N.V., Popov, S.S. and Evstatieva, L.N., 1996. constituents of essential oils from Nepeta cataria L., N. grandiflora M.B and N. nuda L. Journal of Essential Oil Research, 8(6): 639-643.
- Hassan, T., Dar, G.H. and Khuroo, A.A., 2011. Taxonomic status of genus Nepeta L. (Lamiaceae) in Kashmir Himalaya, India. Iranian Journal of Botany, 17(2): 181-188.
- Herron, S., 2003. Catnip, Nepeta cataria, a morphological comparison of mutant and wild type specimens to gain an ethnobotanical perspective. Economic Botany, 57 (1): 135-142.
- Heuskin, S., Godin, B., Leroy, P., Capella, Q., Wathelet, J.P., Verheggen, F., Haubruge, E. and Lognay, G., 2009. Fast gas chromatography characterisation of purified semiochemicals from essential oils of Matricaria chamomilla L. (Asteraceae) and Nepeta cataria L. (Lamiaceae). Journal of Chromatography A, 1216: 2768-2775.
- Jamzad, Z., 2001. A phylogenic study of Nepeta L. Ph.D thesis, Birkbech college, University of London, p: 23.
- Jamzad, Z., 2009. Notes on the genus Nepeta L. (Lamiaceae, Nepetoideae). The Iranian Journal of Botany, 15(2): 141-145.
- Jamzad, Z., 2012. Flora of Iran. Research Institute of Forests & Rangelands, 1074p.
- Jamzad, Z., Chase, M.W., Ingrouille, M., Simmonds, M.S.J. and Jalili, A., 2003. Phylogenetic relationships in Nepeta L. (Lamiaceae) and related genera based on ITS sequence data. Taxon, 52:
21-32.
- Juergens, U.R., Dethlefsen, U., Steinkamp, G., Gillissen, A., Repges, R. and Vetter, H., 2003. Anti-inflammatory activity of 1,8-cineol (eucalyptol) in bronchial asthma: a double-blind placebo-controlled trial. respiratory Medicine, 97(3): 250-256.
- Lahlou, S., Figueiredo, A.F., Magalhães, P.J.C. and Leal-Cardoso, J.H., 2002. Cardiovascular effects of 1,8-cineole, a terpenoid oxide present in many plant essential oils, in normotensive rats. Canadian Journal of Physiology and Pharmacology, 80(12): 1125-1131.
- Latif, A., Mahmood, Z., Siddiqui, N. and Rauf, A., 2013. Physiochemical standardization of market sample of Gul-e-Zofa (Nepeta bracteata Benth.). International Journal of Drug Formulation and Research, 4(4): 76-86.
- Malizia, R.A., Molli, J.S., Cardell, D.A. and Retamar, J.A., 1996. Volatile constituents of the essential oil of Nepeta cataria L. grown in Cordoba province (Argentina). Journal of Essential Oil Research, 8(5): 565-567.
- Mazandarani, M., Ghasem Ali, M. and Ghafourian, M., 2015. Investigation of ecological, fluoristic, phytochemical and antioxidant spectra of different extracts of Nepeta cataria L. in Golestan and Mazandaran provinces. Ecophytochemistry of Medicinal Plants, 3(4): 40-57.
- McElvain, S.M., Bright, R.D. and Johnson, P.R., 1941. The constituents of the volatile oil of catnip. I. nepetalic acid, nepetalactone and related compounds. Journal of the American Chemical Society, 63(6): 1558-1563.
- Mellati, H., Kafi, M., Mellati, F. and Najafi, F., 2013. A review on botany and ethnobotany of Nepeta bracteata Benth. grown in Khorasan Razavi province. Journal of Herbal Drugs, 3(4): 223-232.
- Mohammadizad, H.A., Mehrafarin, A. and Naghdi Badi, H., 2017. Qualitative and quantitative evaluation of essential oil of catnip (Nepeta cataria L.) under different drying conditions. Journal of Medicinal Plants, 16(61): 8-19.
- Mozaffarian, V., 2006. A Dictionary of Iranian Plant Names: Latin, English, Persian. Farhang-e moaser, Tehran, 750p.
- Mozaffarian, V., 2012. Identification of Medicinal and Aromatic Plants of Iran. Tehran, Farhang moaser, 1411p.
- Nazemiyeh, H., Razavi, S.M., Asnaashari, S., Talebpour, A.H., Ghahramani, M.A. and Imani, Y., 2009. Chemical composition of the essential oil Nepeta menthoides Boiss. & Buhse. Pharmaceutical Sciences, 14(4): 283-289.
- Nostro, A., Cannatelli, M.A., Crisafi, G. and Alonzo, V., 2001. The effect of Nepeta cataria extract on adherence and enzyme production of Staphylococcus aureus. Internationl Journal of Antimicrobial Egents, 18(6): 583-585.
- Ozhan, N., Goldani, M., Naghdi Badi, H., Mehrafarin, A. and Parsa, M., 2017. Changes in nepetalactone content and biochemical traits of catnip (Nepeta cataria L.) in response to induction of biostimulants compounds. Journal of Medicinal Plants, 64(4): 32-44.
- Payande, M., 2012. Study of Karyotypes of 4 Species of the Genus Nepeta L. Named N. scchacarata, N. bracteata, N. mahanensis and N. bornmulerri. Master of Science Theses, Payam-e-Noor University, Tehran, 48p.
- Pojarkova, A.I., 1954. Nepeta: 191-292. In: Shishkin, B.K., (Ed.). Flora of The USSR (Vol. 20). Academy of Science of the U.S.S.R, Moskva-Leningrad.
- Rechinger, K.H., 1982. Nepeta: 108-216. in: Rechinger, K.H., (Ed.). Flora Iranica (Vol. 150). Akademische Druck- u. Verlagsanstalt, Graz.
- Sadri Majd, Z., 2011. Study of seed germination and identification and determination of fatty acids and essential oils of two species of genus Nepeta native to Iran. M.Sc. Thesis, Faculty of Basic Sciences, Shahed University.
- Safaei-Ghomi, J., Djafari- Bidgoli, Z. and Batooli, H., 2009. Volatile constituents analysis of Nepeta cataria from central Iran. Chemistry of Natural Compunds, 45(6): 913-915.
- Sefidkon, F. and Jamzad, Z., 2007. Essential oil composition of four Iranian Nepeta species
(N. cephalotes, N. bornmuelleri, N. mirzayanii and N. bracteata). Journal of Essential Oil Research, 19: 262-265.
- Sherden, N.H., Lichman, B., Caputi, L., Zhao, D., Kamileen, M.O., Buell, C.R. and O'Connor, S.E., 2018. Identification of iridoid synthases from Nepeta species: iridoid cyclization does not determine nepetalactone stereochemistry. Phytochemistry, 144: 48-56.
- Siddiqui, N., Rauf, A., Latif, A. and Mahmood, Z., 2017. Spectrophotometric determination of the total phenolic content, spectral and fluorescence study of the herbal Unani drug Gul-e-Zoofa (Nepeta bracteata Benth). Journal of Taibah University Medical Sciences, 12(4): 360-363.
- Wang, J., Li, F.S., Pang, N.N., Tian, G., Jiang, M., Zhang, H.P. and Ding, J.B., 2016. Inhibition of asthma in OVA sensitized mice model by a traditional uygur herb Nepeta bracteata Benth. Evidence-Based Complementary and Alternative Medicine, 2016: 1-8.
- Zenasni, L., Bouidida, H., Hancali, A., Boudhane, A., Amzal, H., Idrissi, A., Aouad, R.E., Bakri, Y. and Benjouad, A., 2008. The essentials oils and antimicrobial activity of four Nepeta species from Morocco. Journal of Medicinal Plants Research, 2(5): 111-114.
- Zomorodian, K., Saharkhiz, M.J., Rahimi, M.J., Shariatifard, S., Pakshir, K. and Khashei, R., 2013. Chemical composition and antimicrobial activities of essential oil of Nepeta cataria L. against common causes of oral infections. Journal of Dentistry, Tehran University of Medical Sciences, 10(4): 329-337.
- Zomorodian, K., Saharkhiz, M.J., Shariati, S., Pakshir, K., Rahimi, M.J. and Khashei, R., 2012. Chemical composition and antimicrobial activities of essential oils from Nepeta cataria L. against common causes of food-borne Infections. International Scholarly Research Network Pharmaceutics, 2012: 6.