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Research Article

Sesquiterpenes from Pistacia lentiscus L. as potential antibacterial, antifungal and allelopathic agents

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Pages 414-426 | Received 22 Nov 2022, Accepted 23 Mar 2023, Published online: 03 Apr 2023

References

  • S. Rguez, N. Djébali, I.B. Slimene, G. Abid, M. Hammemi, S. Chenenaoui, S. Bachkouel, M. Daami-Remadi, R. Ksouri and I. Hamrouni-Sellami, Cupressus sempervirens essential oils and their major compounds successfully control postharvest grey mould disease of tomato. Industrial Crops and Products, 123, 135–141 (2018). doi: 10.1016/j.indcrop.2018.06.060.
  • S. Rguez, R. Essid, P. Adele, K. Msaada, M. Hammami, K. Mkadmini, N. Fares, O. Tabbene, S. Elkahoui and D. Portelli, Towards the use of Cupressus sempervirens L. organic extracts as a source of antioxidant, antibacterial and antileishmanial biomolecules. Industrial Crops and Products, 131, 194–202 (2019). doi: 10.1016/j.indcrop.2019.01.056.
  • P. Tripathi and N. Dubey, Exploitation of natural products as an alternative strategy to control postharvest fungal rotting of fruit and vegetables. Postharvest Biology and Technology, 32(3), 235–245 (2004). doi: 10.1016/j.postharvbio.2003.11.005.
  • E. Noumi, M. Snoussi, M.M. Alreshidi, P.D. Rekha, K. Saptami, L. Caputo, L. De Martino, L.F. Souza, K. Msaada and E. Mancini, Chemical and biological evaluation of essential oils from cardamom species. Molecules, 23(11), 18 (2018). doi: 10.3390/molecules23112818.
  • A. Mustafa, M. Naveed, Q. Saeed, M.N. Ashraf, A. Hussain, T. Abbas, M. Kamran and X. Minggang, Application potentials of plant growth promoting rhizobacteria and fungi as an alternative to conventional weed control methods. Sustainable Crop Production, 1, 1–23 (2019).
  • Y. Chang, P.F. Harmon, D.D. Treadwell, D. Carrillo, A. Sarkhosh and J.K. Brecht, Biocontrol potential of essential oils in organic horticulture systems: from farm to fork. Frontiers in Nutrition, 8, 1–26 (2022). doi: 10.3389/fnut.2021.805138.
  • A.B. Da Rocha and R. Hammerschmidt, History and perspectives on the use of disease resistance inducers in horticultural crops. HortTechnology, 15(3), 518–529 (2005). doi: 10.21273/HORTTECH.15.3.0518.
  • R. Lahlali, S. Ezrari, N. Radouane, J. Kenfaoui, Q. Esmaeel, H. El Hamss, Z. Belabess and E.A. Barka, Biological control of plant pathogens: a global perspective. Microorganisms, 10(3), 33 (2022). doi: 10.3390/microorganisms10030596.
  • P. Dadgostar, Antimicrobial resistance: implications and costs. Infection and Drug Resistance, 12, 3903–3910 (2019). doi: 10.2147/IDR.S234610.
  • B. Huang and Y. Zhang, Teaching an old dog new tricks: drug discovery by repositioning natural products and their derivatives. Drug Discovery Today, 27(7), 1936–1944 (2022). doi: 10.1016/j.drudis.2022.02.007.
  • S. Rguez, I.B. Slimene, G. Abid, M. Hammemi, A. Kefi, S. Elkahoui, R. Ksouri, I.H. Sellami and N. Djébali, Tetraclinis articulata essential oil reduces Botrytis cinerea infections on tomato. Scientia horticulturae, 266, 7 (2020). doi: 10.1016/j.scienta.2020.109291.
  • S.I. Ali, W.M. Sheikh, M.A. Rather, V. Venkatesalu, S. Muzamil Bashir and S.U. Nabi, Medicinal plants: treasure for antiviral drug discovery. Phytotherapy Research, 35(7), 3447–3483 (2021). doi: 10.1002/ptr.7039.
  • B. Kıvçak, S. Akay, B. Demirci and K. Başer, Chemical composition of essential oils from leaves and twigs of Pistacia lentiscus, Pistacia lentiscus var. chia, and Pistacia terebinthus from Turkey. Pharmaceutical Biology, 42(4–5), 360–366 (2004). doi: 10.1080/13880200490519677.
  • A. Barra, V. Coroneo, S. Dessi, P. Cabras and A. Angioni, Characterization of the volatile constituents in the essential oil of Pistacia lentiscus L. from different origins and its antifungal and antioxidant activity. Journal of Agricultural and Food Chemistry, 55(17), 7093–7098 (2007). doi: 10.1021/jf071129w.
  • A. Bouyahya, I.C.C. Assemian, H. Mouzount, I. Bourais, A. Et-Touys, H. Fellah, A. Benjouad, N. Dakka and Y. Bakri, Could volatile compounds from leaves and fruits of Pistacia lentiscus constitute a novel source of anticancer, antioxidant, antiparasitic and antibacterial drugs?. Industrial Crops and Products, 128, 62–69 (2019). doi: 10.1016/j.indcrop.2018.11.001.
  • O. Aissi, M. Boussaid and C. Messaoud, Essential oil composition in natural populations of Pistacia lentiscus L. from Tunisia: effect of ecological factor and incidence on antioxidant and antiacetylcholinesterase activities. Industrial Crops and Products, 91, 379–382 (2016). doi: 10.1016/j.indcrop.2016.06.025.
  • Z. Yosr, B.H.Y. Imen, J. Rym, M. Chokri and B. Mohamed, Sex-related differences in essential oil composition, phenol contents and antioxidant activity of aerial parts in Pistacia lentiscus L. during seasons. Industrial Crops and Products, 121, 151–159 (2018). doi: 10.1016/j.indcrop.2018.04.067.
  • E. Milia, S.M. Bullitta, G. Mastandrea, B. Szotáková, A. Schoubben, L. Langhansová, M. Quartu, A. Bortone and S. Eick, Leaves and fruits preparations of Pistacia lentiscus L.: a review on the ethnopharmacological uses and implications in inflammation and infection. Antibiotics, 10(4), 24 (2021). doi: 10.3390/antibiotics10040425.
  • F. Ben Douissa, N. Hayder, L. Chekir‐ghedira, M. Hammami, K. Ghedira, A.M. Mariotte and M.G. Dijoux‐franca, New study of the essential oil from leaves of Pistacia lentiscus L. (Anacardiaceae) from Tunisia. Flavour and Fragrance Journal, 20(4), 410–414 (2005). doi: 10.1002/ffj.1445.
  • D. Djenane, J. Yangüela, L. Montañés, M. Djerbal and P. Roncalés, Antimicrobial activity of Pistacia lentiscus and Satureja montana essential oils against Listeria monocytogenes CECT 935 using laboratory media: efficacy and synergistic potential in minced beef. Food Control, 22(7), 1046–1053 (2011). doi: 10.1016/j.foodcont.2010.12.015.
  • F. Aouinti, B. Imelouane, M. Tahri, J.P. Wathelet, H. Amhamdi and A. Elbachiri, New study of the essential oil, mineral composition and antibacterial activity of Pistacia lentiscus L.From Eastern Morocco. Research on Chemical Intermediates, 40(8), 2873–2886 (2013). doi: 10.1007/s11164-013-1134-z.
  • E. Milia, M. Usai, B. Szotakova, M. Elstnerova, V. Kralova, G. D’hallewin, Y. Spissu, A. Barberis, M. Marchetti, A. Bortone, V. Campanella, G. Mastandrea, L. Langhansová and S. Eick, The pharmaceutical ability of Pistacia lentiscus L. leaves essential oil against periodontal bacteria and Candida sp. and its anti-inflammatory potential. Antibiotics, 9(6), 281 (2020). doi: 10.3390/antibiotics9060281.
  • A. Marengo, A. Piras, D. Falconieri, S. Porcedda, P. Caboni, P. Cortis, C. Foddis, C. Loi, M.J. Goncalves, L. Salgueiro and A. Maxia, Chemical and biomolecular analyses to discriminate three taxa of Pistacia genus from Sardinia Island (Italy) and their antifungal activity. Natural Product Research, 32(23), 2766–2774 (2018). doi: 10.1080/14786419.2017.1378211.
  • A. Ainane, F. Mohamed Abdoul-Latif, J. Mohamed, N. Boujaber, K. Oumaskour, M. Benaziz and T. Ainane, Chemical composition and antimicrobial activity of the essential oil of Pistacia lentiscus. PharmacologyOnline, 2, 518–526 (2021).
  • O. Bachrouch, M. Ben Jemâa, W. Aidi Wannes, T. Talou, B. Marzouk and M. Abdrerraba, Composition and insecticidal activity of essential oil from Pistacia lentiscus L. against Ectomyelois ceratoniae Zeller and Ephestia kuehniella Zeller (Lepidoptera: Pyralidae). Journal of Stored Product Research, 46(4), 242–247 (2010). doi: 10.1016/j.jspr.2010.07.001.
  • I. Amri, L. Hamrouni, M. Hanana and B. Jamoussi, Chemical composition and herbicidal effects of Pistacia lentiscus L. essential oil against weeds. International Journal of Medicinal and Aromatic Plants, 2, 558–565 (2012).
  • L. Tabti, M.E.A. Dib, B. Tabti, J. Costa and A. Muselli, Insecticidal activity of essential oils of Pistacia atlantica Desf. and Pistacia lentiscus L. against Tribolium confusum Dul. Journal of Applied Biotechnology Reports, 7, 111–115 (2020).
  • R.P. Adams, Identification of Essential Oils Components by Gas Chromatography/Mass Spectrometry, 4th ed. Allured Publishing Corporation, Carol Stream, Illinois (2007).
  • M. Elshikh, S. Ahmed, S. Funston, P. Dunlop, M. McGaw, R. Marchant and I.M. Banat, Resazurin-based96-well plate microdilution method for the determination of minimum inhibitory concentration of biosurfactants. Biotechnology Letters, 38(6), 1015–1019 (2016). doi: 10.1007/s10529-016-2079-2.
  • F.D. Hernández-Castillo, F. Castillo-Reyes, G. Gallegos-Morales, R. Rodríguez-Herrera and C.N. Aguilar-González, Lippia graveolens and Carya illinoinensis organic extracts and their in vitro effect against Rhizoctonia solani Kuhn. American Journal of Agricultural and Biological Sciences, 5(3), 380–384 (2010). doi: 10.3844/ajabssp.2010.380.384.
  • M. Snoussi, H. Hajlaoui, E. Noumi, S. Zanetti and A. Bakhrouf, Phenotypic and genetic diversity of Vibrio alginolyticus strains recovered from juveniles and older Sparus aurata reared in a Tunisian marine farm. Annals of Microbiology, 58(1), 141–146 (2008). doi: 10.1007/BF03179458.
  • E. Mancini, N.A. Arnold, L. De Martino, V. De Feo, C. Formisano, D. Rigano and F. Senatore, Chemical composition and phytotoxic effects of essential oils of Salvia hierosolymitana Boiss. and Salvia multicaulis Vahl. var. simplicifolia Boiss. growing wild in Lebanon. Molecules, 14(11), 4725–4736 (2009). doi: 10.3390/molecules14114725.
  • K. Oakley, S. Kester and R. Geneve, Computer-aided digital image analysis of seedling size and growth rate for assessing seed vigour in Impatiens. Seed Science and Technology, 32(3), 837–845 (2004). doi: 10.15258/sst.2004.32.3.18.
  • S. Zrira, A. Elamrani and B. Benjilali, Chemical composition of the essential oil of Pistacia lentiscus L. from Morocco? A seasonal variation. Flavour and Fragrance Journal, 18(6), 475–480 (2003). doi: 10.1002/ffj.1221.
  • A. Fernandez, A. Camacho, C. Fernandez, P. Perez and J. Altarejos, Composition of the essential oils from galls and aerial parts of Pistacia lentiscus L. Journal of Essential Oil Research, 12(1), 19–23 (2000). doi: 10.1080/10412905.2000.9712031.
  • M. Lo Presti, D. Sciarrone, M.L. Crupi, R. Costa, S. Ragusa, G. Dugo and L. Mondello, Evaluation of the volatile and chiral composition in Pistacia lentiscus L. essential oil. Flavour and Fragrance Journal, 23(4), 249–257 (2008). doi: 10.1002/ffj.1878.
  • C. Sehaki, N. Jullian, E. Choque, R. Dauwe, J.X. Fontaine, R. Molinie, F. Ayati, F. Fernane and E. Gontier, Profiling of essential oils from the leaves of Pistacia lentiscus collected in the Algerian region of Tizi-Ouzou: evidence of chemical variations associated with climatic contrasts between littoral and mountain samples. Molecules, 27(13), 21 (2022). doi: 10.3390/molecules27134148.
  • S. Ait Said, C. Fernandez, S. Greff, F. Torre, A. Derridj, T. Gauquelin and J.P. Mevy, Inter-population variability of terpenoid composition in leaves of Pistacia lentiscus L. from Algeria: a chemoecological approach. Molecules, 16(3), 2646–2657 (2011). doi: 10.3390/molecules16032646.
  • J.A. Llorens-Molina, S.V. Gonzalez and J.S. Martinez, Essential oil composition of leaves of Pistacia lentiscus L. growing wild in Valencia (Spain). Natural Volatiles and Essential Oils Journal, 2, 17–26 (2015).
  • T. Dob, D. Dahmane and C. Chelghoum, Chemical composition of the essential oils of Pistacia lentiscus L. from Algeria. Journal of Essential Oil Research, 18(3), 335–338 (2006). doi: 10.1080/10412905.2006.9699105.
  • R.M. Montanari, L.C.A. Barbosa, A.J. Demuner and C.J. Silva, Chemical composition and antibacterial activity of essential oils from Verbenaceae species: alternative sources of (E)-caryophyllene and germacrene D. Química Nova, 34(9), 1550–1555 (2011). doi: 10.1590/S0100-40422011000900013.
  • A. Perez-Lopez, A. Cirio, V. Rivas-Galindo, R. Salazar-Aranda and N. Torres, Activity against Streptococcus pneumoniae of the essential oil and δ-cadinene isolated from Schinus molle fruit. Journal of Essential Oil Research, 23(5), 25–28 (2011). doi: 10.1080/10412905.2011.9700477.
  • S.S. Dahham, Y.M. Tabana, M.A. Iqbal, M.B.K. Ahamed, M.O. Ezzat, A.S.A. Majid and A.M.S.A. Majid, The anticancer, antioxidant and antimicrobial properties of the sesquiterpene β-caryophyllene from the essential oil of Aquilaria crassna. Molecules, 20(7), 11808–11829 (2015). doi: 10.3390/molecules200711808.
  • H.J. Yoo and S.K. Jwa, Inhibitory effects of β-caryophyllene on Streptococcus mutans biofilm. Archives of Oral Biology, 88, 42–46 (2018). doi: 10.1016/j.archoralbio.2018.01.009.
  • Z. Stojanović-Radić, L. Čomić, N. Radulović, P. Blagojević, M. Denić, A. Miltojević, J. Rajković and T. Mihajilov-Krstev, Antistaphylococcal activity of Inula helenium L. root essential oil: eudesmane sesquiterpene lactones induce cell membrane damage. European Journal of Clinical Microbiology & Infectious Diseases, 31(6), 1015–1025 (2012). doi: 10.1007/s10096-011-1400-1.
  • M. Duru, A. Cakir, S. Kordali, H. Zengin, M. Harmandar, S. Izumi and T. Hirata, Chemical composition and antifungal properties of essential oils of three Pistacia species. Fitoterapia, 74(1–2), 170–176 (2003). doi: 10.1016/S0367-326X(02)00318-0.
  • D.R. Caccioni and M. Guizzardi, Inhibition of germination and growth of fruit and vegetable postharvest pathogenic fungi by essential oil components. Journal of Essential Oil Research, 6(2), 173–179 (1994). doi: 10.1080/10412905.1994.9698349.
  • I. Amri, L. Hamrouni, S. Gargouri, M. Hanana, M. Mahfoudhi, T. Fezzani, F. Ezzeddine and B. Jamoussi, Chemical composition and biological activities of essential oils of Pinus patula. Natural Product Communications, 6(10), 1531–1536 (2011). doi: 10.1177/1934578X1100601031.
  • G. De Muylder, K.K. Ang, S. Chen, M.R. Arkin, J.C. Engel and J.H. McKerrow, A screen against Leishmania intracellular amastigotes: comparison to a promastigote screen and identification of a host cell-specific hit. PLoS Neglected Tropical Diseases, 5(7), 9 (2011). doi: 10.1371/journal.pntd.0001253.
  • R.C.E. Silva, J.S. Da Costa, R.O. de Figueiredo, W.N. Setzer, J.K.R. da Silva, J.G.S. Maia and P.L.B. Figueiredo, Monoterpenes and sesquiterpenes of essential oils from Psidium species and their biological properties. Molecules, 26(4), 44 (2021). doi: 10.3390/molecules26040965.
  • V. De Feo, F. De Simone and F. Senatore, Potential allelochemicals from the essential oil of Ruta graveolens. Phytochemistry, 61(5), 573–578 (2002). doi: 10.1016/S0031-9422(02)00284-4.
  • N. Nishida, S. Tamotsu, N. Nagata, C. Saito and A. Sakai, Allelopathic effects of volatile monoterpenoids produced by Salvia leucophylla: inhibition of cell proliferation and DNA synthesis in the root apical meristem of Brassica campestris seedlings. Journal of Chemical Ecology, 31(5), 1187–1203 (2005). doi: 10.1007/s10886-005-4256-y.
  • H.P. Singh, D.R. Batish, S. Kaur, K. Arora and R.K. Kohli, α-Pinene inhibits growth and induces oxidative stress in roots. Annals of Botany, 98(6), 1261–1269 (2006). doi: 10.1093/aob/mcl213.
  • R. Wang, S. Peng, R. Zeng, L.W. Ding and Z. Xu, Cloning, expression and wounding induction of β- caryophyllene synthase gene from Mikania micrantha HBK and allelopathic potential of β-caryophyllene. Allelopathy Journal, 24, 35–44 (2009).
  • H. Shao, Y. Zhang, P. Nan, X. Huang and C. Zhang, Chemical composition and phytotoxic activity of the volatile oil of invasive Xanthium italicum Moretti from Xinjiang, China. Journal of Arid Land, 5(3), 324–330 (2013). doi: 10.1007/s40333-013-0170-2.

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