Analysis of the Essential Oils of Nepeta straussii, N. amoena, N. haussknechtii and N. speciosa from Iran Analysis of the Essential Oils of Nepeta straussii, N. amoena, N. haussknechtii and N. speciosa from Iran
Iranian Journal of Pharmaceutical Sciences,
Vol. 19 No. 1 (2023),
15 January 2023
,
Page 24-36
https://doi.org/10.22037/ijps.v19i1.43114
Abstract
The aerial parts essential oils of nine populations of four Nepeta species (N. straussi Hausskn. & Bornm., N. amoena Stapf., N. haussknechtii Bornm. and N. speciosa Boiss. & Noë), from Iran, were analyzed by gas chromatography, flame ionization detector (GC-FID), and mass spectrometric detection (GC/MS). In the oil of one population of N. straussi, 1,8-cineole (40.1%) was the main constituent. In contrast, the oil of the second population consisted of germacrene D (11.6%), caryophyllene oxide (11.9%), and n-nonadecane (10.3%) as major compounds. Caryophyllene oxide (36.2%) in one population and hexadecanoic acid (33.4%) in another population of N. amoena were the major compounds. In the oils of two populations of N. haussknechtii, 1,8-cineole (45.1% and 48.6%) was the main constituent, while 4aα-7α-7aα-nepetalacton (26.7%) and 1,8-cineole (24.5%) were major components in the oil of third population. In the essential oil of one population of N. speciosa, 4aα-7β-7aα-nepetalacton (74.8%) and the other population, 1,8-cineole (32.3%), were the main constituents. Therefore, in addition to variations between essential oil compositions of different Nepeta species, there are variations in the oil composition of one Nepeta species from different localities that may be due to climatic conditions or having the potential to form chemotypes.
- Nepeta
- Essential oil
- 1,8-cineole
- Nepetalactone
- Chemotype
- Population
How to Cite
References
Selamoglu Z, The natural products and healthy life. Journal of Traditional Medicine Clinical Naturopathy (2018) 7(2): 1-2, 2018.
Jamzad Z, Ingrouille M, Simmonds M. Taxon (2003) 52: 93–98.
Formisano C, Rigano D, Senatore F. Chemical constituents and biological activities of Nepeta species. Chem. Biodivers (2011) 8(10): 1783–1818.
Mišić D, Šiler B, Gašić U, Avramov S, Živković S, Nestorović Živković J, Milutinović M, Tešić Ž. Simultaneous UHPLC/DAD/±HESI-MS/MS analysis of phenolic acids and nepetalactones in methanol extracts of Nepeta species: a possible application in chemotaxonomic studies. Phytochem. Anal. (2015) 26: 72-85.
Selamoglu Z, Polyphenolic compounds in human health with pharmacological properties. J. Tradit. Med. Complement. Ther. (2017) 6(4): 137.
Selamoglu Z, Biotechnological approaches on anticancer activity of flavonoids. Mod. Appro. Drug Des. (2017) 1(2): 510.
Javidnia K, Miri R, Safavi F, Azarpira A, Shafiee A. Composition of the essential oil of Nepeta persica Boiss. from Iran. Flavour Fragr J (2002)17: 20-22.
Rustaiyan A, Masoudi S, Vahedi M. and Fathollahi, R. Composition of the Essential Oils of Four Nepeta species from Iran. J. Essen. Oil, Bearing Plants (2013) 16(6): 699-704.
Jamzad M, Rustaiyan A, Masoudi S, Jamzad Z. Composition of the Essential Oils of Nepeta sessilifolia Bunge and Nepeta haussknechtii Bornm. from Iran. J Essent Oil Res (2008) 20(6): 533-535.
Sefidkon F, Jamzad Z, Mirza M. Chemical composition of the essential oil of five Iranian Nepeta species (N. crispa, N. mahanensis, N. ispahanica, N. eremophila and N. rivularis). Flavour Fragr J (2006) 21: 764–767.
Sefidkon F, Jamzad Z. Essential oil composition of four Iranian Nepeta species (N. cephalotes, N. bornmuelleri, N. mirzayanii and N. bracteata). J. Essent. Oil Res. (2007) 19: 262–265.
Sefidkon F. Essential oil of Nepeta glomerulosa Boiss. from Iran. J. Essen. Oil Res. (2001) 3(6): 422-423.
Sonboli A, Salehi P, Allahyari L. Essential oil composition of Nepeta involucrata from Iran. Chem. Nat. Comp. (2005) 41(6): 683-685 .
Javidnia K, Miri R, Mehregan I, Sadeghpour H. Volatile constituents of the essential oil of Nepeta ucrainica L. ssp. kopetdaghensis from Iran. Flavour Fragr J (2005) 20(2): 219-221.
Dabiri M, Sefidkon F. Chemical composition of Nepeta crassifolia Boiss. & Buhse oil from Iran. Flavour Fragr J (2003a) 18: 225-227.
Morteza-Semnani K, Saeedi M. Essential oils composition of Nepeta cataria L. and Nepeta crassifolia Boiss. and Buhse from Iran. J. Essent. Oil-Bearing Plants (2004) 7: 120–122.
Salehi B, Valussi M, Jugran AK, Martorell M, Ramírez-Alarc´on K, Stojanovi´c- Radi´c, ZZ, Antolak, H., Kręgiel, D., Mileski, K.S., Sharifi-Rad, M., Setzer, W.N., C´adizGurrea, M.d.l.L., Segura-Carretero, A., S¸ener, B., Sharifi-Rad, J., 2018. Nepeta species: from farm to food applications and phytotherapy. Trends Food Sci. Technol (2018) 80: 104–122.
Sharma A, Nayik GA, Cannoo DS. Pharmacology and toxicology of Nepeta cataria (catmint) species of genus Nepeta: a review. In: Plant and Human Health, vol. 3. Springer (2019) 285–299.
Patial PK, Sharma A, Kaur I, Cannoo DS. Correlation study among the extraction techniques, phytochemicals, and antioxidant activity of Nepeta spicata aerial part. Biocatal. Agric. Biotechnol (2019) 20: 101275.
Aniˇci´c N, Matekalo D, Skori´c M, ˇZivkovi´c JN, Petrovi´c L, Dragi´cevi´c M, Miˇsi´c D. Alterations in nepetalactone metabolism during polyethylene glycol (PEG)- induced dehydration stress in two Nepeta species. Phytochemistry (2020) 174: 112340.
Jalili, A, Jamzad Z. Red data book of plant species of Iran; (1999) 729-731.
Jamzad Z. Flora of Iran. No. 76, Lamiaceae. Research Institute of Forests and Rangelands, Tehran, Iran. (2012).
Hadi N, Sefidkon F, Shojaeiyan A and Jafari AA. Essential oil diversity of of 21 populations from Iranian endemic species Nepeta kotschyi Boiss. Iran. J. Med. Arom. Plants (2016) 32(2): 189-202. [24] Dabiri M, Sefidkon F. Chemical composition of the essential oil of Nepeta racemosa Lam. from Iran. Flavour Fragr J (2003b) 18: 157-158.
Narimani R, Moghaddam M, Ghasemi Pirbalouti A, Mojarab S. Essential oil composition of seven populations belonging to two Nepeta species from Northwestern Iran. Int. J. Food Prop. (2017) 20(S2): S2272–S2279.
Sajjadi SE, Ghassemi N, Marini M. Chemical Constituents of the Essential Oil of Nepeta prostrate from Iran. J Essen Oil, Bearing Plants (2012) 15(4): 557-560.
Hashemi Moghaddam H, Sefidkon F, Jafari AA, Kalate Jari S. Effects of Drying Methods on the Essential Oil Content and Composition of Nepeta binaludensis Jamzad. J. Med. Plants By-pro. (JMBP) (2020) 2: 207-214.
Sefidkon F, Akbarinia A. Essential oil composition of Nepeta pogonosperma Jamzad et Assadi from Iran. J. Essen. Oil Res. (2003) 15(5): 327-328.
Kahkeshani N, Hadjiakhoondi A, Navidpour L, Akbarzadeh T, Safavi, M, Karimpour-Razkenari E, Khanavi M. Chemodiversity of Nepeta menthoides Boiss. & Bohse. essential oil from Iran and anti-microbial, acetylcholinesterase inhibitory and cytotoxic properties of 1,8-cineole chemotype. Nat. Prod. Res. (2018) 32(22): 2745-2748.
Reichert W, Ejercito J, Guda T, Dong X, Wu Q, Ray A, Simon JE. Repellency Assessment of Nepeta cataria Essential Oils and Isolated Nepetalactones on Aedes aegypti. Sci. Rep. (2019) 1524.
Acimovic M, Loncar B, Pezo M, Stanković Jeremić J, Cvetković M, Rat M, Pezo, L. Volatile Compounds of Nepeta nuda L. from Rtanj Mountain (Serbia). Horticulturae (2022) 8(2): 85.
Talebi SM, Ghorbani Nohooji M, Yarmohammadi M. Essential oil analysis of eight Nepeta taxa in Iran. Mediterr. Bot. (2020) 41(1): 43-53.
Sadlon AE , Lamson DW. Immune-modifying and anti-microbial eff ects of Eucalyptus oil and simple inhalation devices. Altern Med Rev (2010) 15: 33 – 47.
Juergens UR. Anti-inflammatory properties of the monoterpene 1.8-cineole: current evidence for co-medication in inflammatory airway diseases. Drug Res. (2014) 64(12): 638-646.
Lichman BR, Godden GT, Hamilton JP, Palmer L, Kamileen MO, Zhao D, Vaillancourt B, et al. The evolutionary origins of the cat attractant nepetalactone in catnip. Sci. Adv. (2020) 6(20): eaba0721.
Birkett MA, Hassanali A, Hoglund S, Pettersson J, Pickett JA. Repellent activity of catmint, Nepeta cataria, and iridoid nepetalactone isomers against Afro-tropical mosquitoes, ixodid ticks and red poultry mites. Phytochem. (2011) 72(1): 109-114.
Khan MA, Jones I, Loza-Reyes E, Cameron MM, Pickett JA, Birkett MA. Interference in foraging behaviour of European and American house dust mites Dermatophagoides pteronyssinus and Dermatophagoides farinae (Acari: Pyroglyphidae) by catmint, Nepeta cataria (Lamiaceae). Exp. Appl. Acarol. (2012) 57(1): 5-74.
Zhu JJ, Berkebile DR, Dunlap CA, Zhang A, Boxler D, Tangtrakulwanich K, Behle RW, Baxendale F, Brewer G. Nepetalactones from essential oil of Nepeta cataria represent a stable fly feeding and oviposition repellent. Med Vet Entomol (2011) 26(2): 131-8. 37.
Pohlit AM, Lopes NP, Gama RA, Tadei WP, Neto VF. Patent literature on mosquito repellent inventions which contain plant essential oils--a review. Planta Med (2011) 77(6): 598-617.
Süntar, I., Nabavi, S.M., Barreca, D., Fischer, N. and Efferth, T. Pharmacological and chemical features of Nepeta L. genus: Its importance as a therapeutic agent. Phytotherapy Research (2017) 5946; 1-14.
Nestorović J, Mišić D, Šiler B, Soković M, Glamočlija J, Ćirić A, Maksimović, V, Grubišić D. Nepetalactone content in shoot cultures of three endemic Nepeta species and the evaluation of their anti-microbial activity. Fitoterapia (2010) 81(6): 621-626.
Asgarpanah J, Sarabian S, Ziarati P. Essential oil of Nepeta genus (Lamiaceae) from Iran: a review. J. Essent. Oil Res. (2013) 26(1): 1-12.
Adams RP. Identification of Essential Oil Components by Gas Chromatography/Quadropole Mass Spectroscopy, Allurd Publishing Corp. Carol Stream, USA (2004).
Shibamoto T. Retention Indices in Essential Oil Analysis, In: Capillary Gas Chromatography in Essential Oil Analysis. Edits., P. Sandra and C. Bicchi, Huethig, Verlag, New York (1987).
Davies BW. Gas chromatographic retention indices of monoterpenes and sesquiterpenes on methyl silicone and Carbowax 20M phases. J. Chromatogr (1990) 503: 1-24.
- Abstract Viewed: 478 times
- IJPS-43114-Vol.19-Issue 1- P. 24-36 Downloaded: 359 times