Distillation time effecting on the composition of Origanum floribundum essential oils and their antioxidant and antimicrobial activities
Abstract
The essential oils (EOs) of Origanum floribundum Munby, an aromatic and medicinal plant endemic in Algeria, were extracted by different hydrodistillation times (30 min, 1, 2 and 3 h) and analyzed by GC and GC–MS. The chromatographic analysis showed that thymol (32.7–45.0%), p-cymene (16.8–23.1%) and γ-terpinene (21.6–28.7%) were the most prominent components of the oils. The antioxidant ability was measured using the reductive potential, thiobarbituric acid reactive substances (TBARS) assay and the inhibition of free radicals DPPH● and ABTS●+. Antibacterial activity was assessed by the disc diffusion method against three bacteria (Escherichia coli, Staphylococcus aureus and Bacillus subtilis) and one fungus (Candida albicans). Minimal inhibitory concentrations (MICs) were determined using a microdilution method. Thymol is one of the compounds of EOs, which are widely reported as very biologically active. Although the oil isolated for 30 min was the less-thymol rich, it was the most active with all the antioxidant tests. In the most cases, the antimicrobial activity showed the best results with oils isolated for 30 min and 3 h (MIC = 0.25–1.75 μL/mL). These results suggest that it might be possible to isolate the EO from this plant for a minimum distillation time to obtain oil that can give maximum biological activities.
Author contribution: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
Research funding: None declared.
Conflict of interest statement: The authors declare no conflicts of interest regarding this article.
References
1. Hadjadj, N, Hazzit, M. Analysis and antioxidant activity of essential oils and methanol extracts of Origanum floribundum Munby. J Essent Oil-Bear Plants 2020;23:85–96. https://doi.org/10.1080/0972060x.2020.1729867.10.1080/0972060X.2020.1729867Search in Google Scholar
2. Khan, M, Khan, ST, Khan, M, Mousa, AA, Mahmood, A, Alkhathlan, HZ. Chemical diversity in leaf and stem essential oils of Origanum vulgare L. and their effects on microbicidal activities. AMB Express 2019;9:176–90. https://doi.org/10.1186/s13568-019-0893-3.10.1186/s13568-019-0893-3Search in Google Scholar PubMed PubMed Central
3. Elchafie, HS, Armentano, MF, Carmosino, M, Bufo, SA, De Feo, V, Camele, I. Cytotoxic activity of Origanum vulgare L. on hepatocellular carcinoma cell line HepG2 and evaluation of its biological activity. Molecules 2017;22:1435–50. https://doi.org/10.3390/molecules22091435.10.3390/molecules22091435Search in Google Scholar PubMed PubMed Central
4. Sahraoui, N, Hazzit, M, Boutekedjiret, C. Effects of microwave heating on the antioxidant and insecticidal activities of essential oil of Origanum glandulosum Desf. obtained by microwave steam distillation. J Essent Oil Res 2017;29:420–9. https://doi.org/10.1080/10412905.2017.1322009.10.1080/10412905.2017.1322009Search in Google Scholar
5. Tekippe, JA, Hristov, AN, Heyler, KS, Cassidy, TW, Zheljazkov, VD, Ferreira, JFS, . Rumen fermentation and production effects of Origanum vulgare L. in lactating dairy cows. J Dairy Sci 2011;94:5065–79. https://doi.org/10.3168/jds.2010-4095.10.3168/jds.2010-4095Search in Google Scholar PubMed
6. Teixeira, B, Marques, A, Ramos, C, Serrano, C, Maros, O, Neng, NR, . Chemical composition and bioactivity of different oregano (Origanum vulgare) extracts and essential oil. J Sci Food Agric 2013;93:2707–14. https://doi.org/10.1002/jsfa.6089.10.1002/jsfa.6089Search in Google Scholar PubMed
7. Özcan, MM, Chalchat, JC. Chemical composition and antimicrobial properties of the essential oil of Origanum saccatum L. J Food Saf 2009;29:617–28. https://doi.org/10.1111/j.1745-4565.2009.00181.x.10.1111/j.1745-4565.2009.00181.xSearch in Google Scholar
8. Rostro-Alanis, MJ, Báez-González, J, Torres-Alvarez, C, Parra-Saldívar, R, Rodriguez-Rodriguez, J, Castillo, S. Chemical composition and biological activities of oregano essential oil and its fractions obtained by vacuum distillation. Molecules 2019;24:1904–18. https://doi.org/10.3390/molecules24101904.10.3390/molecules24101904Search in Google Scholar PubMed PubMed Central
9. Quezel, P, Santa, S. Nouvelle flore de l’Algérie et des régions désertiques. Paris, France: CNRS; 1963.Search in Google Scholar
10. Kerbouche, L, Hazzit, M, Ferhat, MA, Baaliouamer, A, Miguel, MG. Biological activities of essential oils and ethanol extracts of Teucrium polium subsp. capitatum (L.) Briq. and Origanum floribundum Munby. J Essent Oil-Bear Plants 2015;18:1197–208. https://doi.org/10.1080/0972060x.2014.935065.10.1080/0972060X.2014.935065Search in Google Scholar
11. Hazzit, M, Baaliouamer, A. Composition of the essential oils of the leaves and flowers of Thymus pallescens de Noé and Origanum floribundum Munby from Algeria. J Essent Oil Res 2009;21:267–70. https://doi.org/10.1080/10412905.2009.9700166.10.1080/10412905.2009.9700166Search in Google Scholar
12. Hazzit, M, Baaliouamer, A, Faleiro, ML, Miguel, MG. Composition of the essential oils of Thymus and Origanum species from Algeria and their antioxidant and antimicrobial activities. J Agric Food Chem 2006;54:6314–21. https://doi.org/10.1021/jf0606104.10.1021/jf0606104Search in Google Scholar PubMed
13. Boulaghmen, F, Chaouia, C, Saidi, F. Composition chimique et propriétés antioxydante et antimicrobienne de l’huile essentielle d’Origanum floribundum Munby. Phytothérapie 2019;17:249–58. https://doi.org/10.3166/phyto-2019-0115.10.3166/phyto-2019-0115Search in Google Scholar
14. Daoudi-Merbah, F, Hazzit, M, Dahmani-Megrerouche, M. Influence of morphological variability and habitat on the chemical composition of essential oils of an Algerian endemic Origanum species (Origanum floribundum Munby). Chem Biodivers 2016;13:1088–94. https://doi.org/10.1002/cbdv.201500509.10.1002/cbdv.201500509Search in Google Scholar PubMed
15. Wesołowska, A, Jadczak, D, Grzeszczuk, M. Influence of distillation time on the content and composition of essential oil isolated from wild thyme (Thymus serpyllum L.). Herba Pol 2012;58:41–50.Search in Google Scholar
16. Council of Europe. European directorate for quality of medicines. In: European pharmacopeia, 6th ed. Strasbourg: Council of Europe; 2007.Search in Google Scholar
17. Adams, RP. Identification of essential oil components by gas chromatography/mass spectrometry, 4th ed. Carol Stream, USA: Allured Publ. Corp.; 2007.Search in Google Scholar
18. Babushok, VI, Linstrom, PJ, Zenkevich, IG. Retention indices for frequently reported compounds of plant essential oils. J Phys Chem Ref Data 2011;40:43101-1–47. https://doi.org/10.1063/1.3653552.10.1063/1.3653552Search in Google Scholar
19. Hazzit, M, Baaliouamer, A, Veríssimo, AR, Faleiro, ML, Miguel, MG. Chemical composition and biological activities of Algerian Thymus oils. Food Chem 2009;116:714–21. https://doi.org/10.1016/j.foodchem.2009.03.018.10.1016/j.foodchem.2009.03.018Search in Google Scholar
20. Douar-Latreche, S, Benchabane, O, Sahraoui, N, Hazzit, M, Mouhouche, F, Baaliouamer, A. Effect of gamma irradiation on the chemical composition and antioxidant activity of Thymus algeriensis extracts. J Essent Oil-Bear Plants 2018;21:449–61. https://doi.org/10.1080/0972060x.2017.1421869.10.1080/0972060X.2017.1421869Search in Google Scholar
21. Bendjabeur, S, Benchabane, O, Bensouici, C, Hazzit, M, Baaliouamer, A, Bitam, A. Antioxidant and anticholinesterase activity of essential oils and ethanol extracts of Thymus algeriensis and Teucrium polium from Algeria. J Food Meas Char 2018;12:2278–88. https://doi.org/10.1007/s11694-018-9845-x.10.1007/s11694-018-9845-xSearch in Google Scholar
22. Oyaizu, M. Studies on products of browning reaction prepared from glucose amine. Jpn J Nutr 1986;44:307–15. https://doi.org/10.5264/eiyogakuzashi.44.307.10.5264/eiyogakuzashi.44.307Search in Google Scholar
23. National Committee for Clinical Laboratory Standards. Performance standards for antimicrobial susceptibility testing. In: 11th informational supplement, M100-S11. Wayne, PA: NCCLS; 2001.Search in Google Scholar
24. Zheljazkov, V.D, Astatkie, T, Schlegel, V. Distillation time changes oregano essential oil yields and composition but not the antioxidant or antimicrobial activities. Hortscience 2012;47:777–84. https://doi.org/10.21273/hortsci.47.6.777.10.21273/HORTSCI.47.6.777Search in Google Scholar
25. Benchabane, O, Hazzit, M, Mouhouche, F, Baaliouamer, A. Influence of extraction duration on the chemical composition and biological activities of essential oil of Thymus pallescens de Noé. Arabian J Sci Eng 2015;40:1855–65. https://doi.org/10.1007/s13369-015-1694-x.10.1007/s13369-015-1694-xSearch in Google Scholar
26. Zheljazkov, VD, Cantrell, CL, Astatkie, T, Jelizkova, E. Distillation time effect on lavender essential oil yield and composition. J Oleo Sci 2013;62:195–9. https://doi.org/10.5650/jos.62.195.10.5650/jos.62.195Search in Google Scholar
27. Miguel, G, Cruza, C, Faleiro, ML, Simoes, MTF, Figueiredo, AC, Barroso, JG. Salvia officinalis L. essential oils: effect of hydrodistillation time on the chemical composition, antioxidant and antimicrobial activities. Nat Prod Res 2011;5:526–41. https://doi.org/10.1080/14786419.2010.499513.10.1080/14786419.2010.499513Search in Google Scholar
28. Huzar, E, Dzięcioł, M, Wodnicka, A, Örün, H, İçöz, A, Çiçek, E. Influence of hydrodistillation conditions on yield and composition of coriander (Coriandrum sativum L.) essential oil. Pol J Food Nutr Sci 2018;68:243–9. https://doi.org/10.1515/pjfns-2018-0003.10.1515/pjfns-2018-0003Search in Google Scholar
29. Koedam, A, Scheffer, JJC, Svendsen, AB. Comparison of isolation procedures for essential oils. Z Lebensm Unters Forsch 1979;168:106–11. https://doi.org/10.1007/bf01127514.10.1007/BF01127514Search in Google Scholar
30. Wesolowska, A. Influence of distillation time on the content and composition of essential oils isolated from different parts of Agastache astromontana ‘Pink Pop’. J Essent Oil-Bear Plants 2019;22:311–23. https://doi.org/10.1080/0972060x.2019.1618205.10.1080/0972060X.2019.1618205Search in Google Scholar
31. Dantas de Oliveira, J, Matias Alves, DK, Dantas Miranda, ML, Milton Alves, J, Nogueira Xavier, M, Cazal, CM, . Chemical composition of essential oil extracted from leaves of Campomanesia adamantium subjected to different hydrodistillation times. Ciência Rural 2017;47:1–7. https://doi.org/10.1590/0103-8478cr20151131.10.1590/0103-8478cr20151131Search in Google Scholar
32. Chatzopoulou, PS, Katsiotis, ST. Procedures influencing the yield and the quality of the essential oil from Juniperus communis L. berries. Pharm Acta Helv 1995;70:247–53. https://doi.org/10.1016/0031-6865(95)00026-6.10.1016/0031-6865(95)00026-6Search in Google Scholar
33. Wesołowska, A, Jadczak, D, Grzeszczuk, M. Influence of distillation time on the content and composition of essential oil isolated from lavender (Lavandula angustifolia Mill.). Herba Pol 2010;56:24–36.Search in Google Scholar
34. Ghorbanpour, M, Shahhoseini, R. Influence of distillation time on the content and constituent of essential oils isolated from lemon verbena (Lippia citriodora Kunth). J Essent Oil-Bear Plants 2017;20:1083–9. https://doi.org/10.1080/0972060x.2017.1345648.10.1080/0972060X.2017.1345648Search in Google Scholar
35. Ruberto, G, Baratta, MT. Antioxidant activity of selected essential oil components in two lipid model systems. Food Chem 2000;69:167–74. https://doi.org/10.1016/s0308-8146(99)00247-2.10.1016/S0308-8146(99)00247-2Search in Google Scholar
36. Kulisic, T, Radonic, A, Katalinic, V, Milos, M. Use of different methods for testing antioxidative activity of oregano essential oil. Food Chem 2004;85:633–40. https://doi.org/10.1016/j.foodchem.2003.07.024.10.1016/j.foodchem.2003.07.024Search in Google Scholar
37. Schwarz, K, Ernst, H, Ternes, W. Evaluation of antioxidant constituents of thyme. J Sci Food Agric 1996;70:217–23. https://doi.org/10.1002/(sici)1097-0010(199602)70:2<217::aid-jsfa488>3.0.co;2-y.10.1002/(SICI)1097-0010(199602)70:2<217::AID-JSFA488>3.0.CO;2-YSearch in Google Scholar
38. El Bouzidi, L, AlaouiJamali, C, Bekkouche, K, Hassani, L, Wohlmuth, H, Leach, D, . Chemical composition, antioxidant and antimicrobial activities of essential oils obtained from wild and cultivated Moroccan Thymus species. Ind Crop Prod 2013;43:450–6. https://doi.org/10.1016/j.indcrop.2012.07.063.10.1016/j.indcrop.2012.07.063Search in Google Scholar
39. Salehi, B, Mishra, AP, Shukla, I, Sharifi‐Rad, M, Contrera, MM, Segura‐Carretero, A, . Thymol, thyme, and other plant sources: health and potential uses. Phytother Res 2018;32:1688–706. https://doi.org/10.1002/ptr.6109.10.1002/ptr.6109Search in Google Scholar
40. Chikhoune, A, Stouvenel, L, Iguer-Ouada, M, Hazzit, M, Schmitt, A, Lorès, P, . In-vitro effects of Thymus munbyanus essential oil and thymol on human sperm motility and function. Reprod Biomed Online 2015;31:411–20. https://doi.org/10.1016/j.rbmo.2015.06.011.10.1016/j.rbmo.2015.06.011Search in Google Scholar
41. Rúa, J, del Valle, P, de Arriaga, D, Fernández-Álvarez, L, García-Armesto, MR. Combination of carvacrol and thymol: antimicrobial activity against Staphylococcus aureus and antioxidant activity. Foodb Pathog Dis 2019;16:622–9. https://doi.org/10.1089/fpd.2018.2594.10.1089/fpd.2018.2594Search in Google Scholar
42. Ozgen, M, Reese, R N, TulioJr, A Z, Scheerens, J C, Miller, AR. Modified 2,2- azino-bis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS) method for measure antioxidant capacity of selected small fruits and comparison to ferric reducing antioxidant power (FRAP) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) methods. J Agric Food Chem 2006;54:1151–7. https://doi.org/10.1021/jf051960d.10.1021/jf051960dSearch in Google Scholar
43. Zheljazkov, VD, Astatkie, T, Horgan, T, Schlegel, V, Simonnet, X. Distillation time effect on essential oil yield, composition, and antioxidant capacity of sweet sagewort (Artemisia annua L.) oil. Hortscience 2013;48:1288–92. https://doi.org/10.21273/hortsci.48.10.1288.10.21273/HORTSCI.48.10.1288Search in Google Scholar
44. Zheljazkov, VD, Astatkie, T, Schlegel, V. Hydrodistillation extraction time effect on essential oil yield, composition, and bioactivity of coriander oil. J Oleo Sci 2014;63:857–65. https://doi.org/10.5650/jos.ess14014.10.5650/jos.ess14014Search in Google Scholar
45. Zheljazkov, VD, Horgan, T, Astatkie, T, Schlegel, V. Distillation time modifies essential oil yield, composition and antioxidant activity of fennel (Foeniculum vulgare Mill). J Oleo Sci 2013;62:665–72. https://doi.org/10.5650/jos.62.665.10.5650/jos.62.665Search in Google Scholar
46. Zheljazkov, VD, Astatkie, T, Jeliazkova, EA, Schelegel, V. Distillation time alters essential oil yield, composition and antioxidant activity of male Juniperus scopulorum trees. J Oleo Sci 2012;61:537–46. https://doi.org/10.5650/jos.61.537.10.5650/jos.61.537Search in Google Scholar
47. Dorman, HJ, Deans, SG. Antimicrobial agents from plants: antibacterial activity of plants volatile oils. J Appl Microbiol 2000;88:308–16. https://doi.org/10.1046/j.1365-2672.2000.00969.x.10.1046/j.1365-2672.2000.00969.xSearch in Google Scholar PubMed
48. Cosentino, S, Tuberoso, CIG, Pisano, B, Satta, M, Mascia, V, Arzedi, E, . In-vitro antimicrobial activity and chemical composition of Sardinian Thymus essential oils. Lett Appl Microbiol 1999;29:130–5. https://doi.org/10.1046/j.1472-765x.1999.00605.x.10.1046/j.1472-765X.1999.00605.xSearch in Google Scholar
49. Viuda-Martos, M, Ruiz-Navajas, Y, Fernandez-Lopez, J, Pérez Álvarez, J. Antifungal activity of lemon (Citrus lemon L.), Mandarin (Citrus reticulate L.), grapefruit (Citrus paradisi L.) and orange (Citrus sinensis L.) essential oils. Food Contr 2008;19:1130–8. https://doi.org/10.1016/j.foodcont.2007.12.003.10.1016/j.foodcont.2007.12.003Search in Google Scholar
Supplementary material
The online version of this article offers supplementary material (https://doi.org/10.1515/znc-2020-0102).
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- Review Article
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