Fractions of laurel essential oil obtained by molecular distillation with greater antioxidant and antimicrobial activities
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Abstract
This study aimed to analyze the chemical composition and the antioxidant and antimicrobial activities of Laurus nobilis L. essential oil (LEO) and its fractions obtained by short-path molecular distillation. According to the chemical composition, it can be said that LEO and its fractions proved to have antioxidant activity sinceboth have a high content of total phenolic content (TPC). Short-path molecular distillation was used to separate essential oil fractions with superiorantioxidant activity. Laurel residue (LR) exhibited the greatest antioxidant activity, with higher values of trolox equivalent antioxidant capacity with ABTS radical cation (TEAC-ABTS) assay and TPC. In addition, LR had the lowest value of IC50-DPPH. For antimicrobial activity, all natural products tested had an effect on all foodborne pathogenic microorganisms. LEO, as well as its fractions, showed antimicrobial, bacteriostatic, or bactericidal activity against Gram-positive and Gram-negative bacteria. The LEO and its fractions obtained by molecular distillation can be used as antimicrobials and as food preservatives to prevent oxidation. Also, consumers considered the addition of LEO or its fractions in food products as positive.
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Adams, R. P. (1989). Identification of Essential Oils by Ion Trap Mass Spectroscopy. Academic Press.
Asensio, C. M., Gallucci, N., de las Mercedes Oliva, M., Demo, M. S. and Grosso, N. R. (2014). Sensory and bio-chemical preservation of ricotta cheese using natural products. International Journal of Food Science and Technology, 49(12), 2692–2702. https://doi.org/10.1111/ijfs.12604
Asensio, C. M., Grosso, N. R. and Juliani, R. H. (2015). Quality characters, chemical composition and biological activities of oregano (Origanum spp.) Essential oils from Central and Southern Argentina. Industrial Crops and Products, 63, 203–213. https://doi.org/10.1016/j.indcrop.2014.09.056
Asensio, C. M., Quiroga, P. R., Huang, Q., Nepote, V. and Grosso, N. R. (2019). Fatty acids, volatile compounds and microbial quality preservation with an oregano nanoemulsion to extend the shelf life of hake (Merluccius hubbsi) burgers. International Journal of Food Science and Technology, 54(1), 149-160. https://doi.org/10.1111/ijfs.13919
Badr, M. M., Badawy, M. E. I. and Taktak, N. E. M. (2021). Characterization, antimicrobial activity, and antioxidant activity of the nanoemulsions of Lavandula spica essential oil and its main monoterpenes. Journal of Drug Delivery Science and Technology, 65, 102732. https://doi.org/10.1016/j.jddst.2021.102732
Bordiga, M. and Nollet, L. M. L. (Eds.). (2019). Food Aroma Evolution: During Food Processing, Cooking, and Aging. Taylor & Francis Group.
Borgarello, A. V., Mezza, G. N., Pramparo, M. C. and Gayol, M. F. (2015). Thymol enrichment from oregano essential oil by molecular distillation. Separation and Purification Technology, 153, 60–66. https://doi.org/10.1016/j.seppur.2015.08.035
Carezzano, M. E., Sotelo, J. P., Primo, E., Reinoso, E. B., Paletti Rovey, M. F., Demo, M. S., Giordano, W. F. and Oliva, M. de las M. (2017). Inhibitory effect of Thymus vulgaris and Origanum vulgare essential oils on virulence factors of phytopathogenic Pseudomonas syringae strains. Plant Biology, 19(4), 599–607. https://doi.org/10.1111/plb.12572
Chizzola R., Michitsch H. and Franz C. (2008). Antioxidative Properties of Thymus vulgaris Leaves: Comparison of Different Extracts and Essential Oil Chemotypes. Journal Agriculture Food Chemistry, 56(16), 6897-6904. https://doi.org/10.1021/jf800617g
Chmit, M., Kanaan, H., Habib, J., Abbass, M., Mcheik, A. and Chokr, A. (2014). Antibacterial and antibiofilm activities of polysaccharides, essential oil, and fatty oil extracted from Laurus nobilis growing in Lebanon. Asian Pacific Journal of Tropical Medicine, 7(S1), S546–S552. https://doi.org/10.1016/S1995-7645(14)60288-1
Cohen, S. M., Eisenbrand, G., Fukushima, S., Gooderham, N. J., Guengerich, F. P., Hecht, S. S., Rietjens, I. M. C. M., Rosol, T. J., Davidsen, J. M., Harman, C. L., Lu, V. and Taylor, S. V. (2021). FEMA GRAS assessment of natural flavor complexes: Origanum oil, thyme oil and related phenol derivative-containing flavoring ingredients. Food and Chemical Toxicology, 155, 112378. https://doi.org/10.1016/J.FCT.2021.112378
De Sousa, J. P., De Azerêdo, G. A., De Araújo Torres, R., Da Silva Vasconcelos, M. A., Da Conceição, M. L. and De Souza, E. L. (2012). Synergies of carvacrol and 1,8-cineole to inhibit bacteria associated with minimally processed vegetables. International Journal of Food Microbiology, 154(3), 145-151. https://doi.org/10.1016/j.ijfoodmicro.2011.12.026
Demo, M., Oliva, M. de las M., López, M. L., Zunino, M. P. and Zygadlo, J. A. (2005). Antimicrobial Activity of Essential Oils Obtained from Aromatic Plants of Argentina. Pharmaceutical Biology, 43(2), 129–134. https://doi.org/10.1080/13880200590919438
Di Rienzo, J. A., Casanoves F., Balzarini M. G., González L., Tablada M. and Robledo C. W. InfoStat (versión 2018) [Software]. Córdoba, Argentina: Grupo InfoStat, FCA, Universidad Nacional de Córdoba. http://www.infostat.com.ar
Djenane, D., Yangüela, J., Gómez, D. and Roncalés, P. (2012). Perspectives on the use of essential oils as antimicrobials against Campylobacter jejuni CECT 7572 in retail chicken meats packaged in microaerobic atmosphere. Journal of Food Safety, 32(1), 37–47. https://doi.org/10.1111/j.1745-4565.2011.00342.x
El, S. N., Karagozlu, N., Karakaya, S. and Sahın, S. (2014). Antioxidant and Antimicrobial Activities of Essential Oils Extracted from Laurus nobilis L. Leaves by Using Solvent-Free Microwave and Hydrodistillation. Food and Nutrition Sciences, 05(02), 97–106. https://doi.org/10.4236/fns.2014.52013
Fernández, N. J., Damiani, N., Podaza, E. A., Martucci, J. F., Fasce, D., Quiroz, F., Meretta, P. E., Quintana, S., Eguaras, M. J. and Gende, L. B. (2019). Laurus nobilis L. Extracts against Paenibacillus larvae: Antimicrobial activity, antioxidant capacity, hygienic behavior and colony strength. Saudi Journal of Biological Sciences, 26(5), 906-912. https://doi.org/10.1016/j.sjbs.2018.04.008
Flamini, G., Tebano, M., Cioni, P. L., Ceccarini, L., Ricci, A. S. and Longo, I. (2007). Comparison between the conventional method of extraction of essential oil of Laurus nobilis L. and a novel method which uses microwaves applied in situ, without resorting to an oven. Journal of Chromatography A, 1143(1–2), 36–40. https://doi.org/10.1016/j.chroma.2007.01.031
Goudjil, M.B., Ladjel, S., Bencheikh, S.E., Zighmi, S. and Hamada, D. (2015). Study of the chemical composition, antibacterial and antioxidant activities of the essential oil extracted from the leaves of Algerian Laurus nobilis Lauraceae. Journal of Chemical and Pharmaceutical Research, 7(1), 379–385.
Grosso, A. L., Asensio, C. M., Nepote, V. and Grosso, N. R. (2018). Antioxidant Activity Displayed by Phenolic Compounds Obtained from Walnut Oil Cake Used for Walnut Oil Preservation. Journal of the American Oil Chemists’ Society, 95(11), 1409–1419. https://doi.org/10.1002/aocs.12145
Hamdo, H. H., Khayata, W. and Al-Assaf, Z. (2014). The Antioxidant Activity of Tocotrienols Compared with Some Synthetic Antioxidant. Pharmacology & Pharmacy, 5(7) 612–619. http://dx.doi.org/10.4236/pp.2014.57071
Holetz, F. B., Pessini, G. L., Sanches, N. R., Cortez Garcia, D. A., Nakamura, C. V. and Dias Filho, B. P. (2002). Screening of Some Plants Used in the Brazilian Folk Medicine for the Treatment of Infectious Diseases. Memorias Do Instituto Oswaldo Cruz, 97(7), 1027–1031. https://doi.org/10.1590/S0074-02762002000700017
Horwitz, W. (Ed.). (2010). Official methods of analysis of AOAC International. Agricultural chemicals, contaminants, drugs. AOAC International, 1997. https://repositorioinstitucional.ceu.es/handle/10637/3158
Jeleń, H. (2012). Food flavors: Chemical, sensory and technological properties. Taylor & Francis Group.
Kaurinovic, B., Popovic, M. and Vlaisavljevic, S. (2010). In Vitro and in Vivo Effects of Laurus nobilis L. Leaf Extracts. Molecules, 15(5), 3378–3390. https://doi.org/10.3390/molecules15053378
Lester, G. E., Lewers, K. S., Medina, M. B. and Saftner, R. A. (2012). Comparative analysis of strawberry total phenolics via Fast Blue BB vs. Folin-Ciocalteu: Assay interference by ascorbic acid. Journal of Food Composition and Analysis, 27(1), 102-107. https://doi.org/10.1016/j.jfca.2012.05.003
Mann, C. M. and Markham, J. L. (1998). A new method for determining the minimum inhibitory concentration of essential oils. Journal of Applied Microbiology, 84(4), 538–544. https://doi.org/10.1046/j.1365-2672.1998.00379.x
Mello da Silveira, S., Luciano, F. B., Fronza, N., Cunha, A., Scheuermann, G. N. and Werneck Vieira, C. R. (2014). Chemical composition and antibacterial activity of Laurus nobilis essential oil towards foodborne pathogens and its application in fresh Tuscan sausage stored at 7°C. LWT - Food Science and Technology, 59(1), 86–93. https://doi.org/10.1016/j.lwt.2014.05.032
Mello da Silveira, S., Cunha Júnior, A., Scheuermann, G. N., Secchi, F. L. and Werneck Vieira, C. R. (2012). Chemical composition and antimicrobial activity of essential oils from selected herbs cultivated in the South of Brazil against food spoilage and foodborne pathogens. Ciência Rural, 42(7), 1300–1306. https://doi.org/10.1590/S0103-84782012000700026
Mezza, G. N., Borgarello, A. V., Grosso, N. R., Fernandez, H., Pramparo, M. C. and Gayol, M. F. (2018). Antioxidant activity of rosemary essential oil fractions obtained by molecular distillation and their effect on oxidative stability of sunflower oil. Food Chemistry, 242, 9–15. https://doi.org/10.1016/J.FOODCHEM.2017.09.042
Nagata, Y. (2003). Odor measurement review, Measurement of Odor Threshold by Triangle Odor Bag Method. Ministery of Environmental Government of Japan, 18, 118-127. https://www.env.go.jp/en/air/odor/measure/02_3_2.pdf
Nielsen, S. S. (2017). Food Analysis Laboratory Manual (5th ed.). Springer Nature.
Olmedo, R. H. and Grosso, N. R. (2019). Oxidative Stability, Affective and Descriptive Sensory Properties of Roasted Peanut Flavored with Oregano, Laurel, and Rosemary Essential Oils as Natural Preservatives of Food Lipids. European Journal of Lipid Science and Technology, 121(5), 1800428. https://doi.org/10.1002/ejlt.201800428
Olmedo, R. H., Asensio, C. M. and Grosso, N. R. (2015). Thermal stability and antioxidant activity of essential oils from aromatic plants farmed in Argentina. Industrial Crops and Products, 69, 21–28. https://doi.org/10.1016/j.indcrop.2015.02.005
Olmedo, R., Nepote, V. and Grosso, N. R. (2014). Antioxidant activity of fractions from oregano essential oils obtained by molecular distillation. Food Chemistry, 156, 212–219. https://doi.org/10.1016/j.foodchem.2014.01.087
Ouchikh, O., Chahed, T., Ksouri, R., Taarit, M. Ben, Faleh, H., Abdelly, C., Kchouk, M. E. and Marzouk, B. (2011).The effects of extraction method on the measured tocopherol level and antioxidant activity of L. nobilis vegetative organs. Journal of Food Composition and Analysis, 24(1), 103–110. https://doi.org/10.1016/j.jfca.2010.04.006
Peryam, D.R. and Pilgrim, F. J. (1957). Hedonic scale method of measuring food preferences. Food Technology, 11, Suppl., 9-14. https://psycnet.apa.org/record/1959-02766-001
Prieto, M. C., Lapaz, M. I., Lucini, E. I., Pianzzola, M. J., Grosso, N. R. and Asensio, C. M. (2020). Thyme and suico essential oils: promising natural tools for potato common scab control. Plant Biology, 22(1), 81–89. https://doi.org/10.1111/plb.13048
Quiroga, P. R., Asensio, C. M. and Nepote, V. (2015). Antioxidant effects of the monoterpenescarvacrol, thymol and sabinene hydrate on chemical and sensory stability of roasted sunflower seeds. Journal of the Science of Food and Agriculture, 95(3), 471–479. https://doi.org/10.1002/jsfa.6744
Quiroga, P. R., Grosso, N. R and Nepote, V. (2013). Antioxidant Effect of Poleo and Oregano Essential Oil on Roasted Sunflower Seeds. Journal of Food Science, 78(12), S1904-S1012. https://doi.org/10.1111/1750-3841.12306
Quiroga, P. R., Riveros, C. G., Zygadlo, J. A., Grosso, N. R. and Nepote, V. (2011). Antioxidant activity of essential oil of oregano species from Argentina in relation to their chemical composition. International Journal of Food Science and Technology, 46(12), 2648–2655.https://doi.org/10.1111/j.1365-2621.2011.02796.x
Riveros, C. G., Nepote, V. and Grosso, N. R. (2016). Thyme and basil essential oils included in edible coatings as a natural preserving method of oilseed kernels. Journal of the Science of Food and Agriculture, 96(1), 183–191. https://doi.org/10.1002/jsfa.7080
Rocha-Guzmán, N. E., Gallegos-Infante, J. A., González-Laredo, R. F., Ramos-Gómez, M., Rodríguez-Muñoz, M. E., Reynoso-Camacho, R.,
Rocha-Uribe, A. and Roque-Rosales, M. R. (2007). Antioxidant effect of oregano (Lippiaberlandieri v. Shauer) essential oil and mother liquors. Food Chemistry, 102(1), 330–335. https://doi.org/10.1016/j.foodchem.2006.05.024
Sacchetti, G., Maietti, S., Muzzoli, M., Scaglianti, M., Manfredini, S., Radice, M. and Bruni, R. (2005). Comparative evaluation of 11 essential oils of different origin as functional antioxidants, antiradicals and antimicrobials in foods. Food Chemistry, 91(4), 621–632. https://doi.org/10.1016/J.FOODCHEM.2004.06.031
Shen, V.K., Siderius, D.W., Krekelberg, W.P., and Hatch, H.W. (Eds.). 2017. NIST Standard Reference Simulation Website, NIST Standard Reference Database Number 173, National Institute of Standards and Technology, Gaithersburg MD, 20899, http://doi.org/10.18434/T4M88Q
Shahidi, F. (1998). Indicators for evaluation of lipid oxidation and off-flavor development in food. Developments in Food Science, 40(C), 55–68. https://doi.org/10.1016/S0167-4501(98)80032-0
Soubra, L., Sarkis, D., Hilan, C. and Verger, P. (2007). Dietary exposure of children and teenagers to benzoates, sulphites, butylhydroxyanisol (BHA) and butylhydroxytoluen (BHT) in Beirut (Lebanon). Regulatory Toxicology and Pharmacology, 47(1), 68–77. https://doi.org/10.1016/j.yrtph.2006.07.005
Taban, A., Saharkhiz, M. J. and Niakousari, M. (2018). Sweet bay (Laurus nobilis L.) essential oil and its chemical composition, antioxidant activity and leaf micromorphology under different extraction methods. Sustainable Chemistry and Pharmacy, 9, 12-18. https://doi.org/10.1016/j.scp.2018.05.001
Zazharskyi, V. V., Davydenko, P. O, Kulishenko, O. M, Borovik, I. V. and Brygadyrenko, V. V. (2019). Antimicrobial activity of 50 plant extracts. Biosystems Diversity, 27(2), 163–169. https://doi.org/10.15421/011922