Assessment of antioxidative, chelating, and DNA-Protective effects of selected essential oil components (Eugenol, Carvacrol, Thymol, Borneol, Eucalyptol) of plants and intact rosmarinus officinalis oil

Journal of Agricultural and Food Chemistry

Volumn 62, Issue 28, 2014, Pages 6632-6639

  Horvathova, Eva ^a   Navarova, Jana ^b   Galova, Eliska ^c   Sevcovicova, Andrea ^c   Chodakova, Lenka ^c   Snahnicanova, Zuzana ^c   Melusova, Martina ^a,d   Kozics, Katarina ^a   Slamenova, Darina ^a  

^a CANCER RESEARCH INSTITUTE   (Slovakia)

^b INSTITUTE OF EXPERIMENTAL PHARMACOLOGY AND TOXICOLOGY   (Slovakia)

^c Physics and Informatics   (Slovakia)

^d SLOVAK UNIVERSITY OF TECHNOLOGY   (Slovakia)

Author keywords

comet assay; DNA topology assay; DPPH radicals scavenging assay; hydroxyl radicals scavenging assay; plant essential oil components; reducing power assay; Rosmarinus officinalis oil

Indexed keywords

ASSAYS; BIOMOLECULES; CHELATION; DNA; ESSENTIAL OILS; IRON COMPOUNDS; PHENOLS; PLANTS (BOTANY); TOPOLOGY; AGENTS; ANTIOXIDANTS; OIL SHALE;

COMET ASSAYS; DNA TOPOLOGY; DPPH RADICALS; ESSENTIAL OIL COMPONENTS; HYDROXYL RADICALS SCAVENGING ASSAYS; REDUCING POWER ASSAYS; ROSMARINUS OFFICINALIS;

ANTIOXIDANTS; ESSENTIAL OILS;

ANTIOXIDANT; BORNANE DERIVATIVE; CARVACROL; CHELATING AGENT; CINEOLE; CYCLOHEXANOL DERIVATIVE; ESSENTIAL OIL; EUGENOL; HYDROGEN PEROXIDE; ISOBORNEOL; TERPENE; THYMOL; VEGETABLE OIL;

CHEMISTRY; DNA DAMAGE; DRUG EFFECTS; GENETICS; HEPG2 CELL LINE; HUMAN; PLASMID; ROSMARINUS;

ANTIOXIDANTS; BORNANES; CHELATING AGENTS; CYCLOHEXANOLS; DNA DAMAGE; EUGENOL; HEP G2 CELLS; HUMANS; HYDROGEN PEROXIDE; MONOTERPENES; OILS, VOLATILE; PLANT OILS; PLASMIDS; ROSMARINUS; THYMOL;

ROSMARINUS OFFICINALIS;

EID: 84904438286     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf501006y     Document Type: Article

References (52)

1. Burt, S. Essential oils: their antibacterial properties and potential applications in foods-a review Int. J. Food Microbiol. 2004, 94, 223-253
2. Ait-Ouazzou, A.; Cherrat, L.; Espina, L.; Loran, S.; Rota, C.; Pagan, R. The antimicrobial activity of hydrophobic essential oil constituents acting alone or in combined processes of food preservation Innovative Food Sci. Emerging Technol. 2011, 12, 320-329
3. Slamenova, D.; Horvathova, E. Cytotoxic, anti-carcinogenic and antioxidant properties of the most frequent plant volatiles-minireview Neoplasma 2013, 60, 343-354
4. Ruberto, G.; Baratta, M. T. Antioxidant activity of selected essential oil components in two lipid model systems Food Chem. 2000, 69, 167-174
5. Yildirim, A.; Mavi, A.; Kara, A. A. Determination of antioxidant and antimicrobial activities of Rumex crispus L. extracts J. Agric. Food Chem. 2001, 49, 4083-4089
6. Zhao, J.; Liu, T.; Ma, L.; Yan, M.; Gu, Z.; Huang, Y.; Xu, F.; Zhao, Y. Antioxidant and preventive effects of extract from Nymphaea candida flower on in vitro immunological liver injury of rat primary hepatocyte cultures. Evidence-Based Complement. Alternat. Med. 2011, 497673, DOI: 10.1093/ecam/nep003, 8 pp.
7. Buricova, L.; Reblova, Z. Czech medicinal plants as possible sources of antioxidants Czech J. Food Sci. 2008, 26, 132-138
8. Cipak, L.; Grausova, L.; Miadokova, E.; Novotny, L.; Rauko, P. Dual activity of triterpenoids: apoptotic versus antidifferentiation effects Arch. Toxicol. 2006, 80, 429-435
9. Cipak, L.; Miadokova, E.; Dingova, L.; Kogan, G.; Novotny, L.; Rauko, P. Comparative DNA protectivity and antimutagenicity studies using DNA-topology and Ames assays Toxicol. in Vitro 2001, 15, 677-681
10. 2+ chelating activity Acta Pharm. 2010, 60, 325-337
11. Singh, N. P.; McCoy, M. T.; Tice, R. R.; Schneider, E. L. A simple technique for quantitation of low levels of DNA damage in individual cells Exp. Cell. Res. 1988, 175, 184-191
12. Gabelova, A.; Slamenova, D.; Ruzekova, L.; Farkasova, T.; Horvathova, E. Measurement of DNA strand breakage and DNA repair induced with hydrogen peroxide using single cell gel electrophoresis, alkaline DNA unwinding and alkaline elution of DNA Neoplasma 1997, 44, 380-388
13. McCord, J. M. The evolution of free radicals and oxidative stress Am. J. Med. 2000, 108, 652-659
14. Thannickal, V. J.; Fanburg, B. L. Reactive oxygen species in cell signaling Am. J. Physiol. Lung Cell Mol. Physiol. 2000, 279, 1005-1028
15. Chanda, S.; Dave, R. In vitro models for antioxidant activity evaluation and some medicinal plants possessing antioxidant properties-an overview Afr. J. Microbiol. Res. 2009, 3, 981-996
16. Halliwell, B.; Aeschbach, R.; Loliger, J.; Aruoma, O. I. The characterization of antioxidants Food Chem. Toxicol. 1995, 33, 601-617
17. Slamenova, D.; Horvathova, E.; Wsolova, L.; Sramkova, M.; Navarova, J. Investigation of anti-oxidative, cytotoxic, DNA-damaging and DNA-protective effects of plant volatiles eugenol and borneol in human-derived HepG2, Caco-2 and VH10 cell lines Mutat. Res. 2009, 677, 46-52
18. Thompson, D. C.; Barhoumi, R.; Burghardt, R. C. Comparative toxicity of eugenol and its quinone methide metabolite in cultured liver cells using kinetic fluorescence bioassays Toxicol. Appl. Pharmacol. 1998, 149, 55-63
19. Yogalakshmi, B.; Viswanathan, P.; Anuradha, C. V. Investigation of antioxidant, anti-inflammatory and DNA-protective properties of eugenol in thioacetamide-induced liver injury in rats Toxicology 2010, 268, 204-212
20. Kar Mahapatra, S.; Chakraborty, S. P.; Majumdar, S.; Bag, B. G.; Roy, S. Eugenol protects nicotine-induced superoxide mediated oxidative damage in murine peritoneal macrophages in vitro Eur. J. Pharmacol. 2009, 623, 132-140
21. Kaur, G.; Athar, M.; Alam, M. S. Eugenol precludes cutaneous chemical carcinogenesis in mouse by preventing oxidative stress and inflammation and by inducing apoptosis Mol. Carcinog. 2010, 49, 290-301
22. Said, M. M. The protective effect of eugenol against gentamicin-induced nephrotoxicity and oxidative damage in rat kidney Fundam. Clin. Pharmacol. 2011, 25, 708-716
23. Fouad, A. A.; Yacoubi, M. T. Mechanisms underlying the protective effect of eugenol in rats with acute doxorubicin cardiotoxicity Arch. Pharm. Res. 2011, 34, 821-828
24. Jung, J.; Lee, J. H.; Bae, K. H.; Jeong, C. S. Anti-gastric actions of eugenol and cinnamic acid isolated from Cinnamomi ramulus Yakugaku Zasshi 2011, 131, 1103-1110
25. Zin, W. A.; Silva, A. G.; Magalhaes, C. B.; Carvalho, G. M.; Riva, D. R.; Lima, C. C.; Leal-Cardoso, J. H.; Takiya, C. M.; Valenca, S. S.; Saldiva, P. H.; Faffe, D. S. Eugenol attenuates pulmonary damage induced by diesel exhaust particles J. Appl. Physiol. 2012, 112, 911-917
26. Ozkan, A.; Erdogan, A. A comparative study of the antioxidant/prooxidant effects of carvacrol and thymol at various concentrations on membrane and DNA of parental and drug resistant H1299 cells Nat. Prod. Commun. 2012, 7, 1557-1560
27. 2 Neoplasma 2008, 55, 394-399
28. 2-induced injury on isolated pancreas islet cells of rats. Islets 2013, 5, 149-155.
29. Aristatile, B.; Al-Assaf, A. H.; Pugalendi, K. V. Carvacrol suppresses the expression of inflammatory marker genes in d -galactosamine-hepatotoxic rats Asian-Pac. J. Trop. Med. 2013, 6, 205-211
30. Nafees, S.; Ahmad, S.; Arjumand, W.; Rashid, S.; Ali, N.; Sultana, S. Carvacrol ameliorates thioacetamide-induced hepatotoxicity by abrogation of oxidative stress, inflammation, and apoptosis in liver of Wistar rats. Hum. Exp. Toxicol. 2013, 32, 1292-1304.
31. Canbek, M.; Uyanoglu, M.; Bayramoglu, G.; Senturk, H.; Erkasap, N.; Koken, T.; Uslu, S.; Demirustu, C.; Aral, E.; Husnu Can Baser, K. Effects of carvacrol on defects of ischemia-reperfusion in the rat liver Phytomedicine 2008, 15, 447-452
32. Aydin, S.; Basaran, A. A.; Basaran, N. The effects of thyme volatiles on the induction of DNA damage by the heterocyclic amine IQ and mitomycin C Mutat. Res. 2005, 581, 43-53
33. Archana, P. R.; Nageshwar Rao, B.; Ballal, M.; Satish Rao, B. S. Thymol, a naturally occurring monocyclic dietary phenolic compound protects Chinese hamster lung fibroblasts from radiation-induced cytotoxicity Mutat. Res. 2009, 680, 70-77
34. Archana, P. R.; Nageshwar Rao, B.; Satish Rao, B. S. Modulation of gamma ray-induced genotoxic effect by thymol, a monoterpene phenol derivative of cymene Integr. Cancer Ther. 2011, 10, 374-383
35. Archana, P. R.; Nageshwar Rao, B.; Satish Rao, B. S. In vivo radioprotective potential of thymol, a monoterpene phenol derivative of cymene Mutat. Res. 2011, 726, 136-145
36. Zegura, B.; Dobnik, D.; Niderl, M. H.; Filipic, M. Antioxidant and antigenotoxic effects of rosemary (Rosmarinus officinalis L.) extracts in Salmonella typhimurium TA98 and HepG2 cells Environ. Toxicol. Pharmacol. 2011, 32, 296-305
37. Horvathova, E.; Slamenova, D.; Navarova, J. Administration of rosemary essential oil enhances resistance of rat hepatocytes against DNA-damaging oxidative agents Food Chem. 2010, 123, 151-156
38. Posadas, S. J.; Caz, V.; Largo, C.; De la Gandara, B.; Matallanas, B.; Reglero, G.; De Miguel, E. Protective effect of supercritical fluid rosemary extract, Rosmarinus officinalis, on antioxidants of major organs of aged rats Exp. Gerontol. 2009, 44, 383-389
39. Ngo, S. N.; Williams, D. B.; Head, R. J. Rosemary and cancer prevention: preclinical perspectives Crit. Rev. Food Sci. Nutr. 2011, 51, 946-954
40. Sokmen, A.; Sokmen, M.; Daferera, D.; Polissiou, M.; Candan, F.; Unlu, M.; Akpulat, H. A. The in vitro antioxidant and antimicrobial activities of the essential oil and methanol extracts of Achillea biebersteini Afan. (Asteraceae) Phytother. Res. 2004, 18, 451-456
41. Horvathova, E.; Kozics, K.; Srancikova, A.; Hunakova, L.; Galova, E.; Sevcovicova, A.; Slamenova, D. Borneol administration protects primary rat hepatocytes against exogenous oxidative DNA damage Mutagenesis 2012, 27, 581-588
42. Wang, W.; Wu, N.; Zu, Y. G.; Fu, Y. J. Antioxidative activity of Rosmarinus officinalis L. essential oil compared to its main components Food Chem. 2008, 108, 1019-1022
43. Mitic-Culafic, D.; Zegura, B.; Nikolic, B.; Vukovic-Gacic, B.; Knezevic-Vukcevic, J.; Filipic, M. Protective effect of linalool, myrcene and eucalyptol against t -butyl hydroperoxide induced genotoxicity in bacteria and cultured human cells Food Chem. Toxicol. 2009, 47, 260-266
44. Melidou, M.; Riganakos, K.; Galaris, D. Protection against nuclear DNA damage offered by flavonoids in cells exposed to hydrogen peroxide: the role of iron chelatation Free Radical Biol. Med. 2005, 39, 1591-1600
45. Rauko, P.; Romanova, D.; Miadokova, E.; Macakova, K.; Novotny, L.; Elford, H. L.; Szekeres, T. DNA-protective activity of new ribonucleotide reductase inhibitors Anticancer Res. 1997, 17, 3437-3440
46. Ogata, M.; Hoshi, M.; Urano, S.; Endo, T. Antioxidant activity of eugenol and related monomeric and dimeric compounds Chem. Pharm. Bull. 2000, 48, 1467-1469
47. Reddy, A. C.; Lokesh, B. R. Studies on the inhibitory effects of curcumin and eugenol on the formation of reactive oxygen species and the oxidation of ferrous iron Mol. Cell. Biochem. 1994, 137, 1-8
48. Ito, M.; Murakami, K.; Yoshino, M. Antioxidant action of eugenol compounds: role of metal ion in the inhibition of lipid peroxidation Food Chem. Toxicol. 2005, 43, 461-466
49. Aeschbach, R.; Loliger, J.; Scott, B. C.; Murcia, A.; Butler, J.; Halliwell, B.; Aruoma, O. I. Antioxidant action of thymol, carvacrol, 6-gingerol, zingerone and hydroxytyrosol Food Chem. Toxicol. 1994, 32, 31-36
50. Kulisic, T.; Radonic, A.; Katalinic, V.; Milos, M. Use of different methods for testing antioxidative activity of oregano essential oil Food Chem. 2004, 85, 633-640
51. Bounatirou, S.; Smiti, S.; Miguel, M. G.; Faleiro, L.; Rejeb, M. N.; Neffati, M.; Costa, M. M.; Figueiredo, A. C.; Barroso, J. G.; Pedro, L. G. Chemical composition, antioxidant and antibacterial activities of the essential oils isolated from Tunisian Thymus capitatus Hoff. et Link Food Chem. 2007, 105, 146-155
52. Viuda-Martos, M.; Navajas, Y. R.; Zapata, E. S.; Fernandez-Lopez, J.; Perez-Alvarez, J. A. Antioxidant activity of essential oils of five spice plants widely used in a Mediterranean diet Flavour Fragrrance J. 2010, 25, 13-19