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Review on the chemical composition of Litsea cubeba essential oils and the bioactivity of its major constituents citral and limonene

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Pages 361-378 | Received 23 Jun 2018, Accepted 17 Apr 2019, Published online: 06 May 2019

References

  • P.S. Negi, Plant extracts for the control of bacterial growth: efficacy, stability and safety issues for food application. International Journal of Food Microbiology, 156(1), 7–17 (2012).
  • S. Burt, Essential oils: their antibacterial properties and potential applications in foods–a review. International Journal of Food Microbiology, 94(3), 223–253 (2004).
  • N. Agrawal, A.S. Choudhary, M.C. Sharma and M.P. Dobhal, Chemical constituents of plants from the genus Litsea. Chemistry & Biodiversity, 8(2), 223–243 (2011).
  • X.J. Han, Y.D. Wang, Y.C. Chen, L.Y. Lin and Q.K. Wu, Transcriptome sequencing and expression analysis of terpenoid biosynthesis genes in Litsea cubeba. PloS One, 8(10), e76890 (2013).
  • S. Choudhury, R. Ahmed, A. Barthel and P.A. Leclercq, Composition of the stem, flower and fruit oils of Litsea cubeba Pers. from two locations of Assam, India. Journal of Essential Oil Research, 10(4), 381–386 (1998).
  • O. Zhao, J. Zhou and D. Ban, Analysis of volatile oil from different parts of Litsea cubeba. Journal of Chinese Medicinal Materials, 33(9), 1417–1419 (2010).
  • A.K. Saikia, D. Chetia, M. D’Arrigo, A. Smeriglio, T. Strano and G. Ruberto, Screening of fruit and leaf essential oils of Litsea cubeba Pers. From north-east India – chemical composition and antimicrobial activity. Journal of Essential Oil Research, 25(4), 330–338 (2013).
  • Y.-T. Chang and F.-H. Chu, Molecular cloning and characterization of monoterpene synthases from Litsea cubeba (Lour.) Persoon. Tree Genetics & Genomes, 7(4), 835–844 (2011).
  • K. Yang, C.F. Wang, C.X. You, Z.F. Geng, R.Q. Sun, S.S. Guo, S.S. Du, Z.L. Liu and Z.W. Deng, Bioactivity of essential oil of Litsea cubeba from China and its main compounds against two stored product insects. Journal of Asia-Pacific Entomology, 17(3), 459–466 (2014).
  • C.J. Chen, Y.H. Tseng, F.H. Chu, T.Y. Wen, W.W. Cheng, Y.T. Chen, N.W. Tsao and S.Y. Wang, Neuropharmacological activities of fruit essential oil from Litsea cubeba Persoon. Journal of Wood Science, 58(6), 538–543 (2012).
  • A.L. Tachtadžjan, Flowering plants: origin and dispersal. Washington: Smithsonian Institution Press;(1969).
  • A. Cronquist, A. Takhtajan and W. Zimmermann, On the higher taxa of embryobionta. Taxon, 15(4), 129–134 (1966).
  • J. Lindley, Nixus plantarum, Vol. 1. Apud Ridgway et filios, London (1833).
  • A.L. Jussieu, Antonii Laurentii de Jussieu Genera plantarum: Secundumordines Naturales Disposita, Juxta Methodum in Horto Regio Parisiensi Exaratam, Anno M.DCC.LXXIV. Apud Viduam Herissant et Theophilum Barrois, Paris (1789).
  • A. Cronquist, A.L. Tachtadžjan and P.A. Takhtajan, An Integrated System of Classification of Flowering Plants. New York: Columbia University Press (1981)
  • L.S. Hu, Y.D. Wang, M.H. Du and J.P. Zhang, Characterization of the volatiles and active components in ethanol extracts of fruits of Litsea cubeba (Lour.) by gas chromatography-mass spectrometry (GC-MS) and gas chromatography-olfactometry (GC-O).. Journal of Medicinal Plants Research, 5(14), 3298–3303 (2011).
  • H. Wang and Y. Liu, Chemical composition and antibacterial activity of essential oils from different parts of Litsea cubeba. Chemistry & Biodiversity, 7(1), 229–235 (2010).
  • A.I. Schroeter, V.A. Panasi︠U︡K and V.A. Bykov, Dictionary of Plant Names: Over 100,000 Names of about 10,000 Species and Varieties of Flowering Plants and Fern-Like Plants in Latin, Russian, English and Chinese (Hieroglyphic and Latin Transliteration). Koeltz Scientific Books, Koenigstein, Germany (1999).
  • Y.C. Chen, Y.D. Wang, X.J. Han, L.L. Si, Q.K. Wu and L.Y. Lin, Biology and chemistry of Litsea cubeba, a promising industrial tree in China. Journal of Essential Oil Research, 25(2), 103–111 (2013).
  • L. Si, Y. Chen, X. Han, Z. Zhan, S. Tian, Q. Cui and Y. Wang, Chemical composition of essential oils of Litsea cubeba harvested from its distribution areas in China. Molecules, 17(6), 7057–7066 (2012).
  • A. Bighelli, A. Muselli, J. Casanova, N.T. Tam, V. Van Anh and J.M. Bessiere, Chemical variability of Litsea cubeba leaf oil from Vietnam. Journal of Essential Oil Research, 17(1), 86–88 (2005).
  • S.C. Nath, A.K. Hazarika, A. Baruah and K.K. Sarma, Essential oils of Litsea cubeba Pers. — an additional chemotype of potential industrial value from northeastern India. Journal of Essential Oil Research, 8(5), 575–576 (1996).
  • S. Wagner, P. Vreča, A. Leis and H. Boechzelt, Carbon isotope ratio analysis of authentic and commercial essential oils of lemon balm. Natural Product Research, 3, 1165–1170 (2008).
  • -T.-T. Nhu-Trang, H. Casabianca and M.-F. Grenier-Loustalot, Authenticity control of essential oils containing citronellal and Citral by chiral and stable-isotope gas-chromatographic analysis. Analytical and Bioanalytical Chemistry, 386(7–8), 2141–2152 (2006).
  • M. Del Mar Caja, C. Preston, M. Kempf and P. Schreier, Flavor authentication studies of α-Ionone, β-Ionone, and α-Ionol from various sources. Journal of Agricultural and Food Chemistry, 55 (16), 6700–6704 (2007).
  • M. Luo, L.K. Jiang and G.L. Zou, Acute and genetic toxicity of essential oil extracted from Litsea cubeba (Lour.) Pers. Journal of Food Protection, 68(3), 581–588 (2005).
  • C.L. Ho, O. Jie-Ping, Y.C. Liu, C.P. Hung, M.C. Tsai, P.C. Liao, E.I.C. Wang, Y.L. Chen and Y.C. Su, Compositions and in vitro anticancer activities of the leaf and fruit oils of Litsea cubeba from Taiwan. Natural Product Research, 5(4), 617–620 (2010).
  • X.W. Huang, Y.C. Feng, Y. Huang and H.L. Li, Potential cosmetic application of essential oil extracted from Litsea cubeba fruits from China. Journal of Essential Oil Research, 25(2), 112–119 (2013).
  • J.K. Hwang, E.M. Choi and J.H. Lee, Antioxidant activity of Litsea cubeba. Fitoterapia, 76(7–8), 684–686 (2005).
  • Y. Wang, Z.T. Jiang and R. Li, Antioxidant activity, free radical scavenging potential and chemical composition of Litsea cubeba essential oil. Journal of Essential Oil Bearing Plants, 15(1), 134–143 (2012).
  • G. Ruberto and M.T. Baratta, Antioxidant activity of selected essential oil components in two lipid model systems. Food Chemistry, 69(2), 167–174 (2000).
  • M.T. Baratta, H.J.D. Dorman, S.G. Deans, A.C. Figueiredo, J.G. Barroso and G. Ruberto, Antimicrobial and antioxidant properties of some commercial essential oils. Flavour and Fragrance Journal, 13(4), 235–244 (1998).
  • G. Sacchetti, S. Maietti, M. Muzzoli, M. Scaglianti, S. Manfredini, M. Radice and R. Bruni, Comparative evaluation of 11 essential oils of different origin as functional antioxidants, antiradicals and antimicrobials in foods. Food Chemistry, 91(4), 621–632 (2005).
  • C. Sanchez-Moreno, Review: methods used to evaluate the free radical scavenging activity in foods and biological systems. Food Science and Technology International = Ciencia Y Tecnologia De Los Alimentos Internacional, 8(3), 121–137 (2002).
  • M.G. Miguel, Antioxidant activity of medicinal and aromatic plants. Flavour and Fragrance Journal, 25(5), 291–312 (2010).
  • A.T. Karlberg, K. Magnusson and U. Nilsson, Air oxidation of d-limonene (the Citrus solvent) creates potent allergens. Contact Dermatitis, 26(5), 332–340 (1992).
  • J. Rudback, M.A. Bergstrom, A. Borje, U. Nilsson and A.T. Karlberg, alpha-Terpinene, an antioxidant in tea tree oil, autoxidizes rapidly to skin allergens on air exposure. Chemical Research in Toxicology, 25(3), 713–721 (2012).
  • J. Zhou and P. Li, Research of antibacterial mechanism of Litsea cubeba oil in Staphylococcus aureus. Bull Hunan Med Univ, 17, 329–332 (1992).
  • Z. Xia, J. Yang and P. Li, Study on antifungal mechanism of Litsea cubeba oil in Candida albicans. Bull Hunan Med Univ, 20, 107–108 (1995).
  • P. Gogoi, P. Baruah and S.C. Nath, Antifungal activity of the essential oil of Litsea cubeba Pers. Journal of Essential Oil Research, 9(2), 213–215 (1997).
  • T.T. Liu and T.S. Yang, Antimicrobial impact of the components of essential oil of Litsea cubeba from Taiwan and antimicrobial activity of the oil in food systems. International Journal of Food Microbiology, 156(1), 68–75 (2012).
  • OECD. Citral- Screening information data set. SIDS Initial Assessment Report for 13th SIAM 2001. http://www.inchem.org/documents/sids/sids/5392-40-5.pdf (12 January 2018).
  • GESTIS. Information system on hazardous substances of the German Social Accident Insurance. GESTIS Substance Database (2018). http://gestis.itrust.de/nxt/gateway.dll/gestis_en/000000.xml?f=templatesƒdefault.htm&vid=gestiseng:sdbeng (15 January 2018).
  • EU, Commission Implementing Regulation (EU) No 872/2012. Official Journal of the European Union, L 267(1), 28 (2012).
  • FDA (2017). Code of Federal Regulations: 21CFR182.60 Substances generally recognized as safe. Title 21 - Food and Drugs. U. S. F. a. D. Administration. Silver Spring, Maryland, USA, U. S. Food and Drug Administration. 23.pp. 478.
  • E. Eder, D. Henschler and T. Neudecker, Mutagenic properties of allylic and alpha, beta-unsaturated compounds: consideration of alkylating mechanisms. Xenobiotica, 12(12), 831–848 (1982).
  • D. Lutz, E. Eder, T. Neudecker and D. Heschler, Structure-mutagenicity relationship in α, β-unsaturated carbonylic compounds and their corresponding allylic alcohols. Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis, 93(2), 305–315 (1982).
  • E. Zeiger, J. Haseman, J. Galding, W. Caspary, M. Resnick, B. Stasiewicz and R. Minor, Prediction of chemical carcinogenicity in rodents from in vitro genetic toxicity assays. Science, 236, 933–941 (1987).
  • M. Ishidate, T. Sofuni, K. Yoshikawa, M. Hayashi, T. Nohmi, M. Sawada and A. Matsuoka, Primary mutagenicity screening of food-additives currently used in Japan. Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association, 22(8), 623–636 (1984).
  • C.S. Boyer and D.R. Petersen, The metabolism of 3,7-dimethyl-2,6-octadienal (citral) in rat hepatic mitochondrial and cytosolic fractions. Interactions with aldehyde and alcohol dehydrogenases. Drug Metabolism and Disposition: the Biological Fate of Chemicals, 19(1), 81–86 (1991).
  • J.J. Diliberto, G. Usha and L.S. Birnbaum, Disposition of Citral in male Fischer rats. Drug Metabolism and Disposition: the Biological Fate of Chemicals, 16(5), 721–727 (1988).
  • J.C. Phillips, J. Kingsnorth, S.D. Gangolli and I.F. Gaunt, Studies on the absorption, distribution and excretion of Citral in the rat and mouse. Food and Cosmetics Toxicology, 14(6), 537–540 (1976).
  • EFSA, Scientific opinion of the panel on contact materials, enzymes, flavourings and processing aids on a request from the commission related to flavouring group evaluation 202: 3-Alkylated aliphatic acyclic alpha,beta-unsaturated aldehydes and precursors with and without additional double-bonds from chemical subgroup 1.1.3 of FGE.19. EFSA Journal, 1081, 1–27 (2009).
  • NTP, NTP technical report on the toxicology and carcinogenesis studies of citral (microencapsulated) (CAS No. 5392-40-5) in F344/N rats and B6C3F1 mice (feed studies). NTP TR 505; NIH Publication No. 01-4439, 03–4439 NIH Publications (2003).
  • EFSA, Scientific Opinion on Flavouring Group Evaluation 06, Revision 4 (FGE.06Rev4): straight- and branched-chain aliphatic unsaturated primary alcohols, aldehydes, carboxylic acids and esters from chemical groups 1, 3 and 4. EFSA Journal, 11(2), 3091-n/a (2013).
  • W. Chaouki, D.Y. Leger, B. Liagre, J.L. Beneytout and M. Hmamouchi, Citral inhibits cell proliferation and induces apoptosis and cell cycle arrest in MCF-7 cells. Fundamental & Clinical Pharmacology, 23(5), 549–556 (2009).
  • N. Dudai, Y. Weinstein, M. Krup, T. Rabinski and R. Ofir, Citral is a new inducer of caspase-3 in tumor cell lines. Planta medica, 71(5), 484–488 (2005).
  • H. Xia, W. Liang, Q. Song, X. Chen, X. Chen and J. Hong, The in vitro study of apoptosis in NB4 cell induced by Citral. Cytotechnology, 65(1), 49–57 (2013).
  • K.L. Stevens, L. Jurd, A.D. King Jr. and K. Mihara, The antimicrobial activity of Citral. Experientia, 27(5), 600–602 (1971).
  • G.O. Onawunmi, Evaluation of the antimicrobial activity of Citral. Letters in Applied Microbiology, 9(3), 105–108 (1989).
  • L.K. Cole and M.S. Blum, Antifungal properties of the insect alarm pheromones, citral, 2-heptanone, and 4-methyl-3-heptanone. Mycologia, 67(4), 701–708 (1975).
  • M.C. Leite, A.P. Bezerra, J.P. de Sousa, F.Q. Guerra and O. Lima Ede, Evaluation of antifungal activity and mechanism of action of Citral against Candida albicans. Evidence-Based Complementary and Alternative Medicine, 2014, 378280 (2014).
  • J. Apolonio, M.L. Faleiro, M.G. Miguel and L. Neto, No induction of antimicrobial resistance in Staphylococcus aureus and Listeria monocytogenes during continuous exposure to eugenol and citral. FEMS Microbiology Letters, 354(2), 92–101 (2014).
  • A.J. Hayes and B. Markovic, Toxicity of Australian essential oil Backhousia citriodora (Lemon myrtle). Part 1. Antimicrobial activity and in vitro cytotoxicity. Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association, 40(4), 535–543 (2002).
  • V. Moleyar and P. Narasimham, Effect of agar on the inhibitory activity of antifungal compounds Citral and menthol. Indian Journal of Experimental Biology, 25 (12), 874–875 (1987).
  • V. Moleyar and P. Narasimham, Mode of antifungal action of essential oil components citral and camphor. Indian Journal of Experimental Biology, 25(11), 781–784 (1987).
  • W. Si, X. Ni, J. Gong, H. Yu, R. Tsao, Y. Han and J.R. Chambers, Antimicrobial activity of essential oils and structurally related synthetic food additives towards Clostridium perfringens. Journal of Applied Microbiology, 106(1), 213–220 (2009).
  • E. Korenblum, F.R.D. Goulart, I.D. Rodrigues, F. Abreu, U. Lins, P.B. Alves, A.F. Blank, E. Valoni, G.V. Sebastian, D.S. Alviano, C.S. Alviano and L. Seldin, Antimicrobial action and anti-corrosion effect against sulfate reducing bacteria by lemongrass (Cymbopogon citratus) essential oil and its major component, the Citral. AMB Express, 3 (2013). https://amb-express.springeropen.com/articles/10.1186/2191-0855-3-44
  • J. Kim, M.R. Marshall and C.-I. Wei, Antibacterial activity of some essential oil components against five foodborne pathogens. Journal of Agricultural and Food Chemistry, 43(11), 2839–2845 (1995).
  • M.C. Manganyi, T. Regnier and E.I. Olivier, Antimicrobial activities of selected essential oils against Fusarium oxysporum isolates and their biofilms. South African Journal of Botany, 99, 115–121 (2015).
  • V. Moleyar and P. Narasimham, Antibacterial activity of essential oil components. International Journal of Food Microbiology, 16(4), 337–342 (1992).
  • A.C. Chan, D. Ager and I.P. Thompson, Resolving the mechanism of bacterial inhibition by plant secondary metabolites employing a combination of whole-cell biosensors. Journal of Microbiological Methods, 93(3), 209–217 (2013).
  • F.J. Weber and J.A. de Bont, Adaptation mechanisms of microorganisms to the toxic effects of organic solvents on membranes. Biochimica et biophysica acta, 1286(3), 225–245 (1996).
  • J. Sikkema, J.A. de Bont and B. Poolman, Interactions of cyclic hydrocarbons with biological membranes. The Journal of Biological Chemistry, 269(11), 8022–8028 (1994).
  • F. Dubois-Brissonnet, M. Naitali, A.A. Mafu and R. Briandet, Induction of fatty acid composition modifications and tolerance to biocides in Salmonella enterica serovar Typhimurium by plant-derived terpenes. Applied and Environmental Microbiology, 77(3), 906–910 (2011).
  • L. Siroli, F. Patrignani, D.I. Serrazanetti, G. Tabanelli, C. Montanari, S. Tappi, P. Rocculi, F. Gardini and R. Lanciotti, Efficacy of natural antimicrobials to prolong the shelf-life of minimally processed apples packaged in modified atmosphere. Food Control, 46, 403–411 (2014).
  • H.E. Zhou, N.G. Tao and L. Jia, Antifungal activity of Citral, octanal and alpha-terpineol against Geotrichum citri-aurantii. Food Control, 37, 277–283 (2014).
  • J. Sikkema, J.A. de Bont and B. Poolman, Mechanisms of membrane toxicity of hydrocarbons. Microbiological Reviews, 59(2), 201–222 (1995).
  • V. Moleyar and P. Narasimham, Antifungal activity of some essential oil components. Food Microbiology, 3(4), 331–336 (1986).
  • S. Zheng, G. Jing, X. Wang, Q. Ouyang, L. Jia and N. Tao, Citral exerts its antifungal activity against Penicillium digitatum by affecting the mitochondrial morphology and function. Food Chemistry, 178, 76–81 (2015).
  • B. Chueca, R. Pagan and D. Garcia-Gonzalo, Oxygenated monoterpenes Citral and carvacrol cause oxidative damage in Escherichia coli without the involvement of tricarboxylic acid cycle and Fenton reaction. International Journal of Food Microbiology, 189, 126–131 (2014).
  • M. Somolinos, D. Garcia, S. Condon, B. Mackey and R. Pagan, Inactivation of Escherichia coli by Citral. Journal of Applied Microbiology, 108(6), 1928–1939 (2010).
  • J. Aiemsaard, S. Aiumlamai, C. Aromdee, S. Taweechaisupapong and W. Khunkitti, The effect of lemongrass oil and its major components on clinical isolate mastitis pathogens and their mechanisms of action on Staphylococcus aureus DMST 4745. Research in Veterinary Science, 91(3), e31–7 (2011).
  • C. Shi, K. Song, X. Zhang, Y. Sun, Y. Sui, Y. Chen, Z. Jia, H. Sun, Z. Sun and X. Xia, Antimicrobial activity and possible mechanism of action of Citral against Cronobacter sakazakii. PloS one, 11(7), e0159006 (2016).
  • B. Jaramillo-Colorado, J. Olivero-Verbel, E.E. Stashenko, I. Wagner-Dobler and B. Kunze, Anti-quorum sensing activity of essential oils from Colombian plants. Natural Product Research, 26(12), 1075–1086 (2012).
  • A. Ahmad, A.M. Viljoen and H.Y. Chenia, The impact of plant volatiles on bacterial quorum sensing. Letters in Applied Microbiology, 60(1), 8–19 (2015).
  • D.M.E. Danish Ministry of the Envionment - Evaluation of health hazards by exposure to d-limonene and proposal of a health-based quality criterion for ambient air. Environmental Project No. 1496 (2013).
  • EPA, U.S. environmental protection agency - exposure and risk assessment on lower risk pesticide chemicals: d-limonene. U.S. Environmental Protection Agency, 1801 South Bell Street Arlington, VA (2002) 22202, USA.
  • J. Sun, D-Limonene: safety and clinical applications. Alternative Medicine Review : a Journal of Clinical Therapeutic, 12(3), 259–264 (2007).
  • NTP, Toxicology and carcinogenesis studies of d-limonene in F344/N rats and B6C3F mice (Gavage studies). Technical Report Series, (No. 347) (1990)
  • W.G. Flamm and L.D. Lehman-McKeeman, The human relevance of the renal tumor-inducing potential of D-Limonene in male rats: implications for risk assessment. Regulatory Toxicology and Pharmacology : RTP, 13(1), 70–86 (1991).
  • R.R. Suskind and V.A. Majeti, Occupational and environmental allergic problems of the skin. The Journal of Dermatology, 3(1), 3–12 (1976).
  • H.J. Dorman and S.G. Deans, Antimicrobial agents from plants: antibacterial activity of plant volatile oils. Journal of Applied Microbiology, 88(2), 308–316 (2000).
  • P.P. Winniczuk and M.E. Parish, Minimum inhibitory concentrations of antimicrobials against micro-organisms related to citrus juice. Food Microbiology, 14(4), 373–381 (1997).
  • I. Zukerman, Effect of oxidized D-Limonene on microorganisms. Nature, 168(4273), 517–518 (1951).
  • A. Bevilacqua, M.R. Corbo and M. Sinigaglia, In vitro evaluation of the antimicrobial activity of eugenol, Limonene, and citrus extract against bacteria and yeasts, representative of the spoiling microflora of fruit juices. Journal of Food Protection, 73(5), 888–894 (2010).
  • S.F. Van Vuuren and A.M. Viljoen, Antimicrobial activity of Limonene enantiomers and 1,8-cineole alone and in combination. Flavour and Fragrance Journal, 22(6), 540–544 (2007).
  • P. Jaroenkit, N. Matan and M. Nisoa, In vitro and in vivo activity of citronella oil for the control of spoilage bacteria of semi dried round scad (Decapterus maruadsi). International Journal of Medicinal and Aromatic Plants, 1, 234–239 (2011).
  • M. Sokovic and L.J.L.D. van Griensven, Antimicrobial activity of essential oils and their components against the three major pathogens of the cultivated button mushroom, Agaricus bisporus. European Journal of Plant Pathology, 116(3), 211–224 (2006).
  • I.D. Montironi, L.N. Cariddi and E.B. Reinoso, Evaluation of the antimicrobial efficacy of Minthostachys verticillata essential oil and Limonene against Streptococcus uberis strains isolated from bovine mastitis. Revista Argentina de microbiologia, 48(3), 210–216 (2016).
  • H.Y. Chee, H. Kim and M.H. Lee, In vitro antifungal activity of Limonene against Trichophyton rubrum. Mycobiology, 37(3), 243–246 (2009).
  • W.A. Duetz, H. Bouwmeester, J.B. van Beilen and B. Witholt, Biotransformation of Limonene by bacteria, fungi, yeasts, and plants. Applied Microbiology and Biotechnology, 61(4), 269–277 (2003).
  • R.S. Dhavalikar and P.K. Bhattacharyya, Microbiological trans-formations of terpenes. VIII. Fermentation of Limonene in a soil pseudomonad. Indian Journal of Biochemistry, 3, 144–157 (1966).
  • R. Di Pasqua, N. Hoskins, G. Betts and G. Mauriello, Changes in membrane fatty acids composition of microbial cells induced by addiction of thymol, carvacrol, Limonene, cinnamaldehyde, and eugenol in the growing media. Journal of Agricultural and Food Chemistry, 54(7), 2745–2749 (2006).
  • L. Espina, T.K. Gelaw, S. de Lamo-Castellvi, R. Pagan and D. Garcia-Gonzalo, Mechanism of bacterial inactivation by (+)-limonene and its potential use in food preservation combined processes. PloS one, 8(2), e56769 (2013).
  • B. Chueca, R. Pagan and D. Garcia-Gonzalo, Differential mechanism of Escherichia coli inactivation by (+)-Limonene as a function of cell physiological state and drug‘s concentration. PloS one, 9(4), e94072 (2014).
  • J.M. Kim, M.R. Marshall, J.A. Cornell, J.F. Preston and C.I. Wei, Antibacterial activity of carvacrol, Citral, and geraniol against Salmonella typhimurium in culture medium and on fish cubes. Journal of Food Science, 60(6), 1364 (1995).
  • N. Belletti, R. Lanciotti, F. Patrignani and F. Gardini, Antimicrobial efficacy of citron essential oil on spoilage and pathogenic microorganisms in fruit-based salads. Journal of Food Science, 73 (7), 331–338 (2008).
  • N. Belletti, S.S. Kamdem, G. Tabanelli, R. Lanciotti and F. Gardini, Modeling of combined effects of Citral, linalool and beta-pinene used against Saccharomyces cerevisiae in citrus-based beverages subjected to a mild heat treatment. International Journal of Food Microbiology, 136(3), 283–289 (2010).
  • F. Donsi, M. Annunziata, M. Sessa and G. Ferrari, Nanoencapsulation of essential oils to enhance their antimicrobial activity in foods. LWT - Food Science and Technology, 44(9), 1908–1914 (2011).
  • A.L. Umagiliyage, N. Becerra-Mora, P. Kohli, D.J. Fisher and R. Choudhary, Antimicrobial efficacy of liposomes containing D-Limonene and its effect on the storage life of blueberries. Postharvest Biology and Technology, 128, 130–137 (2017).
  • V. Muriel-Galet, J.P. Cerisuelo, G. Lopez-Carballo, M. Lara, R. Gavara and P. Hernandez-Munoz, Development of antimicrobial films for microbiological control of packaged salad. International Journal of Food Microbiology, 157(2), 195–201 (2012).
  • V. Muriel-Galet, J.R. Cerisuelo, G. Lopez-Carballo, S. Aucejo, R. Gavara and P. Hernandez-Munoz, Evaluation of EVOH-coated PP films with oregano essential oil and Citral to improve the shelf-life of packaged salad. Food Control, 30(1), 137–143 (2013).
  • R.M. Raybaudi-Massilia, J. Mosqueda-Melgar, R. Soliva-Fortuny and O. Martin-Belloso, Control of pathogenic and spoilage microorganisms in fresh-cut fruits and fruit juices by traditional and alternative natural antimicrobials. Comprehensive Reviews in Food Science and Food Safety, 8(3), 157–180 (2009).
  • L. Espina, D. Garcia-Gonzalo, A. Laglaoui, B.M. Mackey and R. Pagan, Synergistic combinations of high hydrostatic pressure and essential oils or their constituents and their use in preservation of fruit juices. International Journal of Food Microbiology, 161(1), 23–30 (2013).

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