Essential oil variation among different populations of Ziziphora tenuior L. cultivated at semiarid climate

References

• F.S.B. Deng, X. Shang, X. Fu and W. Yang, Influence of genotypes and environmental factors on leaf triterpenoid content and growth of Cyclocarya paliurus. Journal of Forestry Research, 30(3), 789–798 (2019).
   Web of Science ®Google Scholar
• B.A.M.M. Islam, G.K. Kundu, M.A. Kabir and B. Paul, Vulnerability of inland and coastal aquaculture to climate change: evidence from a developing country. Aquaculture and Fisheries, 4(5), 183–189 (2019). doi:10.1016/j.aaf.2019.02.007.
   Google Scholar
• A. Ghasemi Pirbalouti, H. Mohamadpoor, I. Bajalan and F. Malekpoor, Chemical compositions and antioxidant activity of essential oils from inflorescences of two landraces of hyssop [Hyssopus officinalis L. subsp. angustifolius (Bieb.)] cultivated in Southwestern, Iran. Journal of Essential Oil Bearing Plants, 22(4), 1074–1081 (2019). doi:10.1080/0972060X.2019.1641431.
   Web of Science ®Google Scholar
• S.H. Nile, A.S. Nile and Y.-S. Keum, Total phenolics, antioxidant, antitumor, and enzyme inhibitory activity of Indian medicinal and aromatic plants extracted with different extraction methods. 3 Biotech, 7(1), 76 (2017). doi:10.1007/s13205-017-0706-9.
   PubMedGoogle Scholar
• A. Ghasemi Pirbalouti, A. Amirkhosravi, F. Bordbar and B. Hamedi, Diversity in the chemical composition of essential oils of Ziziphora tenuior as a potential source of pulegone. Chemija, 24(3), 234–239 (2013).
   Web of Science ®Google Scholar
• A. Dembistikii, E. Bergalier and I. Kyazimer, Morphological and phytochemical study of Ziziphora tenuior L. Chemistry of Natural Compounds, 31, 673–675 (1995).
   Google Scholar
• M. Mohammadhosseini, The ethnobotanical, phytochemical and pharmacological properties and medicinal applications of essential oils and extracts of different Ziziphora species. Industrial Crops and Products, 105, 164–192 (2017). doi:10.1016/j.indcrop.2017.05.009.
   Web of Science ®Google Scholar
• E. Sezik, G. Tümen and K. Başer, Ziziphora tenuior L., a new source of pulegone. Flavour and Fragrance Journal, 6(1), 101–103 (1991). doi:10.1002/ffj.2730060116.
   Google Scholar
• F. Naghibi, M. Mosadegh, M.S. Mohammadi and A. Ghorbani, Labiatae family in folk medicine in Iran: from ethnobotany to pharmacology. Iranian Journal of Pharmaceutical Research, 4(2), 63–79 (2005) (in Persian).
   Google Scholar
• M. Shahnazi, A. Azadmehr, A. Andalibian, R. Hajiaghaee, M. Saraei and M. Alipour, Protoscolicidal and immunomodulatory activity of Ziziphora tenuior extract and its fractions. Asian Pacific Journal of Tropical Medicine, 9(11), 1062–1068 (2016). doi:10.1016/j.apjtm.2016.09.008.
   PubMed Web of Science ®Google Scholar
• A. Naeini, A. Khosravi, H. Tadjbakhsh, T. Ghazanfari, R. Yaraee and H. Shokri, Evaluation of the immunostimulatory activity of Ziziphora tenuior extracts. Comparative Clinical Pathology, 19(5), 459–463 (2010). doi:10.1007/s00580-009-0885-9.
   Google Scholar
• A. Ganjali, M.P. Harati and M. Kaykhaii, Antimicrobial effect of essential oil of Ziziphora tenuior on water by heterotrophic plate counts method in Kerman (Southeast of Iran). International Journal of Chemical Engineering and Applications, 7(2), 120 (2016). doi:10.7763/IJCEA.2016.V7.554.
   Google Scholar
• S. Sardari, G. Amin, R.G. Micetich and M. Daneshtalab, Phytopharmaceuticals. Part 1. Antifungal activity of selected Iranian and Canadian plants. Pharmaceutical Biology, 36(3), 180–188 (1998). doi:10.1076/phbi.36.3.180.6348.
   Web of Science ®Google Scholar
• A. Dakah, S. Zaid, M. Suleiman and M. Dakka, Chemical components and antibacterial activities of essential oil of wild, in vitro and acclimatised plants of Ziziphora tenuior L. International Food Research Journal, 26, 2 (2019).
   Web of Science ®Google Scholar
• Y. Anzabi and A. Khaki, Antibacterial activity of extract and essential oil of Ziziphora tenuior L. against bacteria isolated from urogenital tract infections. Medical Laboratory Journal, 10(6), 54–59 (2016). doi:10.18869/acadpub.mlj.10.6.54.
   Google Scholar
• A. Dakah, S. Zaid, M. Suleiman, S. Abbas and M. Wink, In vitro propagation of the medicinal plant Ziziphora tenuior L. and evaluation of its antioxidant activity. Saudi Journal of Biological Sciences, 21(4), 317–323 (2014). doi:10.1016/j.sjbs.2013.12.002.
   PubMed Web of Science ®Google Scholar
• A. Ghasemi Pirbalouti, Chemical composition of essential oils of four Tanacetum species from the alpine regions in Iran. Journal of Essential Oil Bearing Plants, 22(4), 1129–1143 (2019). doi:10.1080/0972060X.2019.1651676.
   Web of Science ®Google Scholar
• M. Firoznejhad, A. Ghasemi Pirbalouti, V. Abdoosi and A. Aliahmadi, Chemical composition of essential oils from the underground parts of Glycyrrhiza echinata L. accessions growing wild in Northern Iran. Natural Product Research (2019). doi:10.1080/14786419.2019.1616721.
   PubMed Web of Science ®Google Scholar
• M. Jia, L. Chen, H.-L. Xin, C.-J. Zheng, K. Rahman, T. Han and L.-P. Qin, A friendly relationship between endophytic fungi and medicinal plants: a systematic review. Frontiers in Microbiology, 7(906), (2016). doi:10.3389/fmicb.2016.00906.
   Google Scholar
• I. Bajalan, R. Rouzbahani, A. Ghasemi Pirbalouti and F. Maggi, Quali-quantitative variation of essential oil from Iranian rosemary (Rosmarinus officinalis L.) accessions according to environmental factors. Journal of Essential Oil Research, 30(1), 16–24 (2018). doi:10.1080/10412905.2017.1380542.
   Web of Science ®Google Scholar
• M. Rezaei and A. Ghasemi Pirbalouti, Phytochemical, antioxidant and antibacterial properties of extracts from two spice herbs under different extraction solvents. Journal of Food Measurement and Characterization, 13(3), 2470–2480 (2019). doi:10.1007/s11694-019-00167-8.
   Web of Science ®Google Scholar
• R.P. Adams, Identification of Essential Oil Components by Gas Chromatogra-Phy/Quadrupole Mass Spectroscopy. Allured, Carol Stream, IL (2007)
   Google Scholar
• S. Heuskin, B. Godin, P. Leroy, Q. Capella, J.-P. Wathelet, F. Verheggen, E. Haubruge and G. Lognay, 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 (2009). doi:10.1016/j.chroma.2008.09.109.
   PubMed Web of Science ®Google Scholar
• C. Celik, U. Tutar, I. Karaman, C. Hepokur and M. Atas, Evaluation of the antibiofilm and antimicrobial properties of Ziziphora tenuior L. essential oil against multidrug-resistant Acinetobacter baumannii. International Journal of Pharmacology, 12, 28–35 (2016). doi:10.3923/ijp.2016.28.35.
   Web of Science ®Google Scholar
• M. Abu-Darwish, C. Cabral, M. Goncalves, C. Cavaleiro, M. Cruz, M. Paoli, F. Tomi, T. Efferth and L. Salgueiro, Ziziphora tenuior L. essential oil from Dana Biosphere Reserve (Southern Jordan); Chemical characterization and assessment of biological activities. Journal of Ethnopharmacology, 194, 963–970 (2016). doi:10.1016/j.jep.2016.10.076.
   PubMed Web of Science ®Google Scholar
• M. Piryaei, M.M. Abolghasemi and H. Nazemiyeh, Fast determination of Ziziphora tenuior L. essential oil by inorganic–organic hybrid material based on ZnO nanoparticles anchored to a composite made from polythiophene and hexagonally ordered silica. Natural Product Research, 29(9), 833–837 (2015). doi:10.1080/14786419.2014.989394.
   PubMed Web of Science ®Google Scholar
• E. Pakniyat and M. Mousavi, Improvement of GC‐MS analysis of Shahrbabak Ziziphora tenuior essential oil by using multivariate curve resolution approaches. Journal of the Chinese Chemical Society, 61(6), 649–658 (2014). doi:10.1002/jccs.201300133.
   Web of Science ®Google Scholar
• F. Najafi and Z. Tavakkoli, Comparing essential oil composition and antibacterial effects of Ziziphora tenuior L. in two regions of Iran. Iranian Journal of Medicinal and Aromatic Plants, 27(2), 239–248 (2011) (in Persian).
   Google Scholar
• H. Khodaverdi-Samani, A. Ghasemi Pirbalouti, H.A. Shirmardi and F. Malekpoor, Chemical composition of essential oils of Ziziphora clinopodioides Lam. (endemic Iranian herb) collected from different natural habitats. Indian Journal of Traditional Knowledge, 1, 57–62 (2015).
   Google Scholar
• I. Bajalan and A. Ghasemi Pirbalouti, Variation in chemical composition of essential oil of populations of Lavandula × intermedia collected from Western Iran. Industrial Crops and Products, 69, 344–347 (2015). doi:10.1016/j.indcrop.2015.02.049.
   Web of Science ®Google Scholar
• I. Bajalan, R. Rouzbahani, A. Ghasemi Pirbalouti and F. Maggi, Variation in chemical composition and antibacterial activity of the essential oil of wild populations of Phlomis olivieri. Chemistry and Biodiversity, 14(5), e1600444 (2017). doi:10.1002/cbdv.201600444.
   Web of Science ®Google Scholar
• B.J.A.C. Figueiredo, L.G. Pedro and J.J. Scheffer, Factors affecting secondary metabolite production in plants: volatile components and essential oils. Flavour and Fragrance Journal, 23, 213–226 (2008). doi:10.1002/ffj.1875.
   Web of Science ®Google Scholar
• L. Mehdizadeh, P. Taheri, A. Ghasemi Pirbalouti and M. Moghaddam, Phytotoxicity and antifungal properties of the essential oil from the Juniperus polycarpos var. turcomanica (B. Fedsch.) RP Adams leaves. Physiology and Molecular Biology of Plants, 26, 759–771 (2020). doi:10.1007/s12298-020-00776-4.
   PubMed Web of Science ®Google Scholar
• S. Farsaraei, M. Moghaddam and A. Ghasemi Pirbalouti, Changes in growth and essential oil composition of sweet basil in response of salinity stress and superabsorbents application. Scientia Horticulturae, 271, 109465 (2020). doi:10.1016/j.scienta.2020.109465.
   Web of Science ®Google Scholar
• E. Bogel-Łukasik, Selective catalytic conversion of pulegone in supercritical carbon dioxide towards natural compounds: carvone, thymol or menthone. The Journal of Supercritical Fluids, 99, 121–128 (2015). doi:10.1016/j.supflu.2015.02.004.
   Web of Science ®Google Scholar
• B.R. Cassileth and C.D. Lucarelli, Herb-Drug Interactions in Oncology. B.C. Decker Inc, Hamilton, Ontario, Canada (2003).
   Google Scholar
• Y.Y. Choi, M.H. Kim, H. Lee, S.Y. Jo and W.M. Yang, (R)-(+)-pulegone suppresses allergic and inflammation responses on 2,4-dinitrochlorobenzene-induced atopic dermatitis in mice model. Journal of Dermatological Science, 91, 292–300 (2018). doi:10.1016/j.jdermsci.2018.06.002.
   PubMed Web of Science ®Google Scholar
• R. Croteau and K.V. Venkatachalam, Metabolism of monoterpenes: demonstration that (+)-cis-isopulegone, not piperitenone, is the key intermediate in the conversion of (−)-isopiperitenone to (+)-pulegone in peppermint (Mentha piperita). Archives of Biochemistry and Biophysics, 249, 306–315 (1986). doi:10.1016/0003-9861(86)90007-X.
   PubMed Web of Science ®Google Scholar
• National Center for Biotechnology Information, PubChem Compound Summary for CID 381152, Piperitenone. PubChem. https://pubchem.ncbi.nlm.nih.gov/compound/Piperitenone (2 April 2021).
   Google Scholar
• T. Iqbal, A.I. Hussain, S.A.S. Chatha, S.A.R. Naqvi and T.H. Bokhari, Antioxidant activity and volatile and phenolic profiles of essential oil and different extracts of wild mint (Mentha longifolia) from the Pakistani Flora. Journal of Analytical Methods in Chemistry, 536490 (2013). doi:10.1155/2013/536490.
   Google Scholar
• C. Duan, X. Meng, J. Meng, M.I.H. Khan, L. Dai, A. Khan, X. An, J. Zhang, T. Huq and Y. Ni, Chitosan as a preservative for fruits and vegetables: a review on chemistry and antimicrobial properties. Journal of Bioresources and Bioproducts, 4(1), 11–21 (2019).
   Google Scholar
• A.M. Araghi, H. Nemati, M. Azizi, N. Moshtaghi, M. Shoor and J. Hadian, Assessment of phytochemical and agro-morphological variability among different wild accessions of Mentha longifolia L. cultivated in field condition. Industrial Crops and Products, 140, 111698 (2019). doi:10.1016/j.indcrop.2019.111698.
   Web of Science ®Google Scholar
• A. Shayganfar, M. Azizi and M. Rasouli, Various strategies elicited and modulated by elevated UV-B radiation and protectant compounds in Thymus species: differences in response over treatments, acclimation and interaction. Industrial Crops and Products, 113, 298–307 (2018). doi:10.1016/j.indcrop.2018.01.056.
   Web of Science ®Google Scholar
• I. Telci, I. Demirtas, E. Bayram, O. Arabaci and O. Kacar, Environmental variation on aroma components of pulegone/piperitone rich spearmint (Mentha spicata L.). Industrial Crops and Products, 32, 588–592 (2010). doi:10.1016/j.indcrop.2010.07.009.
   Web of Science ®Google Scholar
• M. Božović, A. Pirolli and R. Ragno, Mentha suaveolens Ehrh. (Lamiaceae) essential oil and its main constituent piperitenone oxide: biological activities and chemistry. Molecules, 20, 8605–8633 (2015). doi:10.3390/molecules20058605.
   PubMed Web of Science ®Google Scholar