Home Essential oil chemical composition, antimicrobial, anticancer, and antioxidant effects of Thymus convolutus Klokov in Turkey
Article
Licensed
Unlicensed Requires Authentication

Essential oil chemical composition, antimicrobial, anticancer, and antioxidant effects of Thymus convolutus Klokov in Turkey

  • Selma Celen Yuceturk ORCID logo EMAIL logo , Sumeyye Aydogan Turkoglu ORCID logo , Feray Kockar ORCID logo , F. Zehra Kucukbay ORCID logo and A. Dilek Azaz ORCID logo
Published/Copyright: January 19, 2021
Become an author with De Gruyter Brill

Abstract

In this study, the chemical composition, antimicrobial, antioxidant, and anticancer effects of Thymus convolutus Klokov oil and its main compound camphor were investigated. The oil was isolated from T. convolutus using hydrodistillation method, analyzed by gas chromatography/mass spectrometry (GC–MS), and 66 compounds were identified. The main component was determined as camphor at 16.6%. The antioxidant properties were identified with the DPPH (2,2′-diphenyl-1-picrylhydrazyl) radical-scavenging method and, 33.39 ± 0.25% DPPH was scavenging in 1000 μg/mL of essential oil. The strong antimicrobial activity was observed against Escherichia coli, Enterobacter aerogenes, Proteus vulgaris, and Pseudomonas aeruginosa with MIC values of 125 μg/mL. Aspergillus flavus was more sensitive (28%) against T. convolutus essential oil than other fungi. The cytotoxic effect of oil was analyzed by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) method. Camphor was effective on human hepatoma cells (Hep3B) at concentrations of 1 mg/mL, 500, 250, and 125 μg/mL, while essential oil of T. convolutus was found to be effective at concentrations of 250 and 125 μg/mL. A reduction in cell proliferation was observed in colon carcinoma cells (HT-29) treated with 500 μg/mL camphor for 48 h. No statistically significant effect was found in Umbilical Vein Endothelial Cells (HUVEC) treated with essential oil and camphor.


Corresponding author: Selma Celen Yuceturk, Department of Molecular Biology and Genetics, Faculty of Science and Literature, Balikesir University, 10145Balıkesir, Turkey, E-mail:

Award Identifier / Grant number: 2009/22

Acknowledgments

The authors want to thank Balikesir University Research Fund (Project No: 2009/22) for its financial support and also we would like to thank Prof. Dr. Bayram Yildiz for helps the field studies and identification of the Thymus species.

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: This study was funded by Balikesir University Research Fund (Project No: 2009/22).

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

References

1. Bruneton, J. Pharmacognosy, phytochemistry, medicinal plants, 2nd ed. Paris: Lavoisier Publishing; 1999.Search in Google Scholar

2. Ruiz-Navajas, Y, Viuda-Martos, M, Perez-Alvarez, JS, Sendra, E, Fernández, J. Chemical characterization and antibacterial activity of Thymus moroderi and Thymus piperella essential oils, two Thymus endemic species from southeast of Spain. Food Contr 2012;27:294–9. https://doi.org/10.1016/j.foodcont.2012.04.005.Search in Google Scholar

3. Deans, SG, Richie, G. Antibacterial properties of plant essential oils. Int J Food Microbiol 1987;5:165–80. https://doi.org/10.1016/0168-1605(87)90034-1.Search in Google Scholar

4. Carson, CF, Riley, TV. Antimicrobial activity of the essential oil of Melaleuca alternifolia. Lett Appl Microbiol 1993;16:49–55. https://doi.org/10.1111/j.1472-765x.1993.tb00340.x.Search in Google Scholar

5. Bishop, CD. Antiviral activity of the essential oil of Melaleuca alternifolia (Maiden and Betche) Cheel (tea tree) against tobacco mosaic virus. J Essent Oil Res 1995;7:641–4. https://doi.org/10.1080/10412905.1995.9700519.Search in Google Scholar

6. Bournatirou, S, Smiti, S, Miguel, MG, Faleiro, L, Rejeb, MN, Neffati, M. Chemical composition, antioxidant and antibacterial activities of the essential oils isolated from Tunisian Thymus capitatus. Food Chem 2007;105:146–55.10.1016/j.foodchem.2007.03.059Search in Google Scholar

7. Fadli, M, Saad, A, Sayadi, A, Chevalier, J, Mezrioui, NE, Pagès, JM. Antibacterial activity of Thymus maroccanus and Thymus broussonetii essential oils against nosocomial infection – bacteria and their synergistic potential with antibiotics. Phytomedicine 2012;19:464–71. https://doi.org/10.1016/j.phymed.2011.12.003.Search in Google Scholar

8. Edris, AE. Pharmaceutical and therapeutic potentials of essential oils and their individual volatile constituents: a review. Phytotherapy 2007;21:308–23. https://doi.org/10.1002/ptr.2072.Search in Google Scholar

9. Jäger, W. Metabolism of terpenoids in animal models and humans. In: Baser, KHC, Buchbauer, G, editors. Handbook of essential oils science, technology and applications. USA: CRC press, Taylor & Francis Group; 2010.10.1201/9781420063165-c8Search in Google Scholar

10. Neergheen, VS, Bahorun, T, Taylor, EW, Jen, LS, Aruoma, OI. Targeting specific cell signaling transduction pathways by dietary and medicinal phytochemicals in cancer chemoprevention. Toxicology 2010;278:229–41. https://doi.org/10.1016/j.tox.2009.10.010.Search in Google Scholar

11. Fresco, P, Borges, F, Marques, MP, Diniz, C. The anticancer properties of dietary polyphenols and its relation with apoptosis. Curr Pharmaceut Des 2010;16:114–34. https://doi.org/10.2174/138161210789941856.Search in Google Scholar

12. Huang, WY, Cai, YZ, Zhang, Y. Natural phenolic compounds from medicinal herbs and dietary plants: potential use for cancer prevention. Nutr Canc 2010;62:1–20.10.1080/01635580903191585Search in Google Scholar

13. Galatı, G, O’brıen, PJ. Potential toxicity of flavonoids and other dietary phenolics: significance for their chemopreventive and anticancer properties: a review. Free Radic Biol Med 2004;37:287–303. https://doi.org/10.1016/j.freeradbiomed.2004.04.034.Search in Google Scholar

14. Burt, S. Essential oils: their antibacterial properties and potential applications in foods: a review. Int J Food Microbiol 2004;94:223–53. https://doi.org/10.1016/j.ijfoodmicro.2004.03.022.Search in Google Scholar

15. Bakkali, F, Averbeck, S, Averbeck, D, Idaomar, M. Biological effects of essential oils: a review. Food Chem Toxicol 2008;46:446–75. https://doi.org/10.1016/j.fct.2007.09.106.Search in Google Scholar

16. Stahl-Biskup, E. Essential oil chemistry of the genus Thymus – a global view. In: Stahl-Biskup, E, Saez, F, editors. Thyme – the genus Thymus. London: Taylor & Francis; 2002.10.4324/9780203216859Search in Google Scholar

17. Morales, R. The history, botany and taxonomy of the genus Thymus. In: Stahl-Biskup, E, Saez, F, editors. Thyme – the genus Thymus. London: Taylor & Francis; 2002.Search in Google Scholar

18. Buchbauer, G. Biological activities of essential oils: an update. In: Baser, KHC, Buchbauer, G, editors. Handbook of essential oils science, technology and applications. USA: CRC press, Taylor & Francis Group; 2010.10.1201/9781420063165Search in Google Scholar

19. Davis, PH. Flora of Turkey and the East Aegean Island. Edinburg: Edinburgh University Press; 1982, 7.Search in Google Scholar

20. Davis, PH, Mill, R, Kit, T. Conyza less. Flora of Turkey and the East Aegean Islands. Edinburg: Edinburg University Press; 1988, 10.Search in Google Scholar

21. Tumen, G, Kirimer, N, Baser, KHC. Composition of the essential oil of Thymus species growing in Turkey. Chem Nat Compd 1995;31:42–6. https://doi.org/10.1007/bf01167569.Search in Google Scholar

22. Zarzuelo, A, Esperanza, C. The medicinal and non-medicinal uses of thyme. In: Stahl-Biskup, E, Saez, F, editors. Thyme—the genus Thymus. London: Taylor & Francis; 2002:263–86 pp.Search in Google Scholar

23. Dorman, HJD, Deans, SG. Antimicrobial agents from plants: antibacterial activity of plant volatile oils. J Appl Microbiol 2000;88:308–16. https://doi.org/10.1046/j.1365-2672.2000.00969.x.Search in Google Scholar

24. The European Pharmacopoeia Commission. European pharmacopoeia. Strasbourg, France: Council of Europe; 1997:121 p.Search in Google Scholar

25. Kucukbay, FZ, Kuyumcu, E, Celen, S, Azaz, AD, Arabacı, T. Chemical composition of the essential oils of three Thymus taxa from Turkey with antimicrobial and antioxidant activities. Record Nat Prod 2014;8:110–20.Search in Google Scholar

26. Van den Dool, H, Kratz, PD. A generalization of the retention index system including linear temperature programmed gas-liquid partition chromatography. J Chromatogr 1963;11:463–71. https://doi.org/10.1016/s0021-9673(01)80947-x.Search in Google Scholar

27. Lindstrom, PJ, Mallard, WG, editors. NIST standard reference database number 69. Gaithersburg MD: National Institute of Standard and Technology; 2007:20899 p.Search in Google Scholar

28. Wayne, PA. Performance standards for antimicrobial disc susceptibility test, 6th ed. Pennsylvania: Clinical and Laboratory Standards Institute Wayne; 1997. Approved Standard, M2-A6.Search in Google Scholar

29. Koneman, EW, Allen, SD, Janda, WM, Schreckenberger, PC, Winn, WC. Antimicrobial susceptibility testing. Color atlas and textbook of diagnostic microbiology. Philadelphia: Lippincott Williams & Wilkins; 1997:785 p.Search in Google Scholar

30. Celen, S, Gungor, E, Kara, H, Azaz, AD. Synthesis, characterization, antibacterial, and antifungal activities of one-dimensional O−H···O hydrogen-bonded Cu(II) and Ni(II) complexes. Mol Cryst Liq Cryst 2016;631:164–75. https://doi.org/10.1080/15421406.2016.1170284.Search in Google Scholar

31. Hadecek, F, Greger, H. Testing of antifungal natural products: methodologies, comparability of results and assay choice. Phytochem Anal 2000;11:137–47.10.1002/(SICI)1099-1565(200005/06)11:3<137::AID-PCA514>3.0.CO;2-ISearch in Google Scholar

32. Dharmaraj, N, Viswanathamurthi, P, Natarajan, K. Ruthenium(II) complexes containing bidentate schiff bases and their antifungal activity. Transit Met Chem 2001;26:105–9. https://doi.org/10.1023/a:1007132408648.10.1023/A:1007132408648Search in Google Scholar

33. Blois, MS. Antioxidant determinations by the use of a stable free radical. Nature 1958;26:1199–2000. https://doi.org/10.1038/1811199a0.Search in Google Scholar

34. Turkoglu, SA, Carikci, S. The chemical components, antioxidant and anticancer activities of Ziziphus jujube extracts from Turkey. Z Arznei Gewurzpflanzen 2020;25:69–74.Search in Google Scholar

35. Celen, S, Azaz, AD, Kurkcuoglu, M, Baser, KHC. Chemical composition of endemic Thymus spathulifolius Hausskn. and Velen. essential oil and its antimicrobial and antioxidant activity from Turkey. J Essent Oil Bear Plants 2012;15:628–36. https://doi.org/10.1080/0972060x.2012.10644097.Search in Google Scholar

36. Kucukbay, FZ, Kuyumcu, E, Celen, S, Azaz, AD, Arabaci, T, Yildiz, B. Chemical composition and antimicrobial and antioxidant activities of three Turkish Thyme essential oils. J Essent Oil Bear Plants 2013;16:661–71. https://doi.org/10.1080/0972060x.2013.854498.Search in Google Scholar

37. Dall’Acqua, S, Peron, G, Ferrari, S, Gandin, V, Bramucci, M, Quassinti, L, et al.. Phytochemical investigations and antiproliferative secondary metabolites from Thymus alternans growing in Slovakia. Pharmaceut Biol 2017;55:1162–70.10.1080/13880209.2017.1291689Search in Google Scholar

38. Salehi, B, Abu-Darwish, MS, Tarawneh, AH, Cabral, C, Gadetskaya, AV, Salgueiro, L, et al.. Thymus spp. plants – food applications and phytopharmacy properties the review. Trends Food Sci Technol 2019;85:287–306. https://doi.org/10.1016/j.tifs.2019.01.020.Search in Google Scholar

39. Keeler, RF, Tu, AT. Toxicology of plant and fungal compounds. Handbook of natural toxins: Marcel Dekker; 1991, vol 6:665 p.Search in Google Scholar

40. Maksimović, Z, Milenković, M, Vučićević, D, Ristić, M. Chemical composition and antimicrobial activity of Thymus pannonicus All. (Lamiaceae) essential oil. Cent Eur J Biol 2008;3:49–154.10.2478/s11535-008-0013-xSearch in Google Scholar

41. Zeghib, A, Calliste, CA, Simon, A, Charfeddine, R, Aouni, M, Duroux, JL, et al.. Chemical composition and biological potential of Thymus willdenowii Boiss. & reut. Essential oil. Nat Prod Res 2019;1–4. https://doi.org/10.1080/14786419.2019.1602830.Search in Google Scholar

42. Tepe, B, Sokmen, M, Akpulat, HA, Daferera, D, Polissiou, M, Sokmen, M. Antioxidative activity of the essential oils of Thymus sipyleus subsp. sipyleus var. sipyleus and Thymus sipyleus subsp. sipyleus var. rosulans. J Food Eng 2005;66:447–54. https://doi.org/10.1016/j.jfoodeng.2004.04.015.Search in Google Scholar

43. Borugă, O, Jianu, C, Mişcă, C, Goleţ, I, Gruia, AT, Horhat, FG. Thymus vulgaris essential oil: chemical composition and antimicrobial activity. J Med Life 2014;7:56–60.Search in Google Scholar

44. Imelouane, B, Amhamdı, H, Wathelet, JP, Ankıt, M, Khedıd, K, El Bachırı, A. Chemical composition and antimicrobial activity of essential oil of Thyme (Thymus vulgaris) from Eastern Morocco. Int J Agric Biol 2009;11:205–8.Search in Google Scholar

45. Sakkas, H, Papadopoulou, C. Antimicrobial activity of Basil, Oregano, and Thyme essential oils. J Microbiol Biotechnol 2017;27:429–38. https://doi.org/10.4014/jmb.1608.08024.Search in Google Scholar

46. Cosentino, S, Tuberoso, CIG, Pisano, B, Satta, M, Mascia, V, Arzedi, E, et al.. 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.Search in Google Scholar

47. Sivropoulou, A, Nikolaou, C, Papanikolaou, E, Kokkini, S, Lanars, T, Arsenakis, M. Antimicrobial, cytotoxic, and antiviral activities of Salvia fructicosa essential oil. J Agric Food Chem 1997;45:3197–201. https://doi.org/10.1021/jf970031m.Search in Google Scholar

48. Ozer Sagir, Z, Carikci, S, Kilic, T, Goren, AC. Metabolic profile and biological activity of Sideritis brevibracteata P. H. Davis endemic to Turkey. Int J Food Prop 2017;20:2994–3005. https://doi.org/10.1080/10942912.2016.1265981.Search in Google Scholar

49. Mahboubi, M, Kazempour, N. The antimicrobial activity of essential oil from Perovskia abrotanoides Karel and its main components. Indian J Pharmaceut Sci 2009;71:343–7. https://doi.org/10.4103/0250-474x.56016.Search in Google Scholar

50. Pinto, E, Pina-Vaz, C, Salgueiro, L, Gonçalves, M, Costa-de-Oliveira, S, Cavaleiro, C, et al.. Antifungal activity of the essential oil of Thymus pulegioides on Candida, Aspergillus and Dermatophyte species. J Med Microbiol 2006;55:1367–73. https://doi.org/10.1099/jmm.0.46443-0.Search in Google Scholar

51. Mohammadi, A, Nazari, H, Imani, S, Amrollahi, H. Antifungal activities and chemical composition of some medicinal plants. J Mycol Med 2014;24:24. https://doi.org/10.1016/j.mycmed.2014.02.006.Search in Google Scholar

52. Pinto, E, Hrimpeng, K, Lopes, G, Vaz, S, Gonçalves, MJ, Cavaleiro, C, et al.. Antifungal activity of Ferulago capillaris essential oil against Candida, Cryptococcus, Aspergillus and Dermatophyte species. Eur J Clin Microbiol Infect Dis 2013;32:1311–20. https://doi.org/10.1007/s10096-013-1881-1.Search in Google Scholar

53. Lin, RJ, Lo, W, Wang, YD, Chen, CY. A novel cytotoxic monoterpenoid from the leaves of Cinnamomum subavenium. Nat Prod Res 2008;22:1055–9. https://doi.org/10.1080/14786410802228637.Search in Google Scholar

54. Crowell, PL. Monoterpenes in breast cancer chemoprevention. Breast Canc Res Treat 1997;46:191–7. https://doi.org/10.1023/a:1005939806591.10.1023/A:1005939806591Search in Google Scholar

55. Maltzman, TH, Hurt, LM, Elson, CE, Tanner, MA, Gould, MN. The prevention of nitrosomethylurea-induced mammary tumors by d-limonene and orange oil. Carcinogenesis 1989;10:781–3. https://doi.org/10.1093/carcin/10.4.781.Search in Google Scholar

56. Elson, CE, Maltzman, TH, Boston, JL, Tanner, MA, Gould, MN. Anti-carcinogenic activity of d-limonene during the initiation and promotion/progression stages of DMBA-induced rat mammary carcinogenesis. Carcinogenesis 1988;9:331–2. https://doi.org/10.1093/carcin/9.2.331.Search in Google Scholar

57. Zu, Y, Yu, H, Liang, L, Fu, Y, Efferth, T, Liu, X, et al.. Activities of ten essential oils towards Propionibacterium acnes and PC-3, A-549 and MCF-7 cancer cells. Molecules 2010;15:3200–10. https://doi.org/10.3390/molecules15053200.Search in Google Scholar

58. Jaafari, A, Mouse, HA, Rakib, EM, Tilaoui, M, Benbakhta, C, Boulli, A, et al.. Chemical composition and antitumor activity of different wild varieties of Moroccan thyme. Rev Bras Farmacogn 2007;17:477–91. https://doi.org/10.1590/s0102-695x2007000400002.Search in Google Scholar

59. Ramadan, MM, Ali, MM, Ghanem, KZ, El-Ghorabe, AH. Essential oils from Egyptian aromatic plants as antioxidant and novel anticancer agents in human cancer cell lines. Grasas Aceites 2015;66:080.10.3989/gya.0955142Search in Google Scholar

60. Prior, RL, Wu, X, Schaich, K. Standardized methods for the determination of antioxidant capacity and phenolics in foods and dietary supplements. J Agric Food Chem 2005;53:4290–302. https://doi.org/10.1021/jf0502698.Search in Google Scholar

61. Rajalakshmi, D, Narasimhan, S. Food antioxidants: sources and methods of evaluation. Food antioxidants. Boca Raton: CRC Press; 1996.Search in Google Scholar

62. Thomford, NE, Senthebane, DA, Rowe, A, Munro, D, Seele, P, Maroyi, A. Natural products for drug discovery in the 21st Century: innovations for Novel drug discovery. Int J Mol Sci 2018;19:1578. https://doi.org/10.3390/ijms19061578.Search in Google Scholar

63. Bishayee, A, Sethi, G. Bioactive natural products in cancer prevention and therapy: progress and promise. Semin Canc Biol 2016;40–41:1–3.10.1016/j.semcancer.2016.08.006Search in Google Scholar PubMed

64. Brereton, RG. Chemometrics: data analysis for the laboratory and chemical plant. New York: Wiley-Interscience; 2003.10.1002/0470863242Search in Google Scholar

65. Babushok, VI, Linstrom, PJ, Zenkevich, IG. Retention indices for frequently reported compounds of plant essential oils. J Phys Chem Ref Data 2011;40:043101–47. https://doi.org/10.1063/1.3653552.Search in Google Scholar

Received: 2020-03-27
Accepted: 2021-01-07
Published Online: 2021-01-19
Published in Print: 2021-05-26

© 2021 Walter de Gruyter GmbH, Berlin/Boston

Downloaded on 28.9.2025 from https://www.degruyterbrill.com/document/doi/10.1515/znc-2020-0070/html
Scroll to top button