A comparative study of the antioxidant/prooxidant activities of eugenol and isoeugenol with various concentrations and oxidation conditions

Toxicology in Vitro

Volumn 19, Issue 8, 2005, Pages 1025-1033

  Atsumi, T ^a   Fujisawa, S ^a   Tonosaki, K ^a  

^a MEIKAI UNIVERSITY SCHOOL OF DENTISTRY   (Japan)

Author keywords

Antioxidant; Cytotoxicity; Eugenol; Glutathione; Isoeugenol; Prooxidant; ROS

Indexed keywords

ANTIOXIDANT; EUGENOL; HORSERADISH PEROXIDASE; HYDROGEN PEROXIDE; ISOEUGENOL; RADICAL;

ARTICLE; CANCER CELL CULTURE; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; CYTOTOXICITY; HUMAN; HUMAN CELL; IRRADIATION; OXIDATION; SUBMANDIBULAR GLAND;

ANTIOXIDANTS; CELL LINE, TUMOR; CELL SURVIVAL; EUGENOL; GLUTATHIONE; HUMANS; HYDROGEN PEROXIDE; OXIDATION-REDUCTION; OXIDATIVE STRESS; REACTIVE OXYGEN SPECIES;

ARMORACIA RUSTICANA;

EID: 27644457722     PISSN: 08872333     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tiv.2005.04.012     Document Type: Article

References (35)

1. T. Atsumi, S. Fujisawa, K. Satoh, H. Sakagami, I. Iwakura, T. Ueha, Y. Sugita, and I. Yokoe Cytotoxicity and radical intensity of eugenol, isoeugenol or related dimers Anticancer Research 20 2000 2519 2524
2. T. Atsumi, I. Iwakura, and S. Fujisawa Reactive oxygen species generation and photo-cytotoxicity of eugenol in solutions of various pH Biomaterials 22 2001 1459 1466
3. M.D. Barratt, and D.A. Basketter Possible origin of the skin sensitization potential of isoeugenol and related compounds. (I). Preliminary studies of potential reaction mechanisms Contact Dermatitis 27 1992 98 104
4. G.E. Bergonzelli, D. Donnicola, N. Porta, and I.E. Corthesy-Theulaz Essential oils as components of a diet-based approach to management of Helicobacter infection Antimicrobial Agents and Chemotherapy 47 2003 3240 3246
5. S. Bhaumik, R. Anjum, and N. Rangaraj Curcumin mediated apoptosis in AK-5 tumor cells involves the production of reactive oxygen species FEBS Letters 456 1999 311 314
6. R.E. Boissy, L.S. Trinkle, and J.J. Nordlund Separation of pigmented and albino melanocytes and the concomitant evaluation of endogenous peroxide content using flow cytometry Cytometry 10 1989 779 787
7. J. Boonstra, and J.A. Post Molecular events associated with reactive oxygen species and cell cycle progression in mammalian cells Gene 337 2004 1 13
8. M.C. Chang, B.J. Uang, H.L. Wu, J.J. Lee, L.J. Hahn, and J.H. Jeng Inducing the cell cycle arrest and apoptosis of oral KB carcinoma cells by hydroxychavicol: roles of glutathione and reactive oxygen species British Journal of Pharmacology 135 2002 619 630
9. L. Cullere, A. Escudero, J. Cacho, and V. Ferreira Gas chromatography-olfactometry and chemical quantitative study of the aroma of six premium quality Spanish aged red wines Journal of Agricultural Food Chemistry 24 2004 1653 1660
10. E.A. Decker Phenolics: prooxidants or antioxidants? Nutrition Reviews 55 1997 396 398
11. P.J. Frosch, B. Pilz, and K.E. Andersen Patch testing with fragrance: results of a multicenter study of the European Environmental and Contact Dermatitis Research Group with 48 frequently used constituents of perfumes Contact Dermatitis 33 1995 333 342
12. S. Fujisawa, T. Atsumi, and Y. Kadoma Antioxidant and prooxidant action of eugenol-related compounds and their cytotoxicity Toxicology 177 2002 39 54
13. S. Fujisawa, T. Atsumi, K. Satoh, Y. Kadoma, M. Ishihara, N. Okada, M. Nagasaki, I. Yokoe, and H. Sakagami Radical generation, radical-scavenging activity, and cytotoxicity of eugenol-related compounds In Vitro Molecular Toxicology 13 2000 269 280
14. D.R. Green, and J.C. Reed Mitochondria and apoptosis Science 281 1998 1309 1312
15. A.G. Hall Glutathione and the regulation of cell death Advance Experimental Medical Biology 457 1999 199 203
16. W.R. Hume Effect of eugenol on respiration and division in human pulp, mouse fibroblasts, and liver cells in vitro Journal of Dental Research 63 1984 1262 1265
17. J.H. Jeng, L.J. Hahn, F.J. Lu, Y.J. Wang, and M.Y. Kuo Eugenol triggers different pathobiological effects on human oral mucosal fibroblasts Journal of Dental Research 73 1994 1050 1055
18. J.H. Jeng, Y.J. Wang, W.H. Chang, H.L. Wu, C.H. Li, J.J. Kang, J.J. Lee, L.J. Hahn, B.R. Lin, and M.C. Chang Reactive oxygen species are crucial for hydroxychavicol toxicity toward KB epithelial cells Cellular Molecular Life Science 61 2004 83 96
19. K.B. Markowitz, M. Moynihan, and S. Kim Biologic properties of eugenol and zinc oxide-eugenol Oral Surgery, Oral Medicine, Oral Pathology, Oral Radiology, and Endodontics 73 1992 729 737
20. T. Mosmann Rapid calorimetric assay for cellular growth and survival application to proliferation and cytotoxicity assays Journal of Immunological Methods 65 1983 55 63
21. M. Ogata, M. Hoshi, S. Urano, and T. Endo Antioxidant activity of eugenol and related monomeric and dimeric compounds Chemical and Pharmaceutical Bulletin 48 2000 1467 1469
22. D.L.J. Opdyke Monographs on fragrance and raw materials: eugenol Food and Cosmetic Toxicology 13 1975 545 547
23. B.N. Pandey, and K.P. Mishra Modification of thymocytes membrane radiooxidative damage and apoptosis by eugenol Journal of Environmental Pathology, Toxicology and Oncology 23 2004 117 122
24. K.I. Priyadarsini, S.N. Guha, and M.N. Rao Physico-chemical properties and antioxidant activities of methoxyphenols Free Radical Biology and Medicine 24 1998 933 941
25. M. Rao, M.M. Kumar, and M.A. Rao In vitro and in vivo effects of phenolic antioxidants against cisplatin-induced nephrotoxicity Journal of Biochemistry 125 1999 383 390
26. F.M. Rauscher, R.A. Sanders, and J.B. Watkins Effects of isoeugenol on oxidative stress pathways in normal and streptozotocin-induced diabetic rats Journal of Biochemical and Molecular Toxicology 15 2001 159 164
27. K. Shirasuna, M. Sato, and T. Miyazaki A neoplastic epithelial duct cell line established from an irradiated human salivary gland Cancer 48 1981 745 752
28. H. Sies Oxidative Stress: Oxidants and Antioxidants 1991 Academic Press London
29. Y. Suzuki, K. Sugiyama, and H. Furuta Eugenol-mediated superoxide generation and cytotoxicity in guinea pig neutrophils Japan Journal of Pharmacology 39 1985 381 386
30. V.J. Thannickal, and B.L. Fanburg Reactive oxygen species in cell signaling American Journal of Physiolgical Lung Cellular Molecular Physiology 279 2000 L1005 L1028
31. D.C. Thompson, R. Barhoumi, and R.C. Burghardt Comparative toxicity of eugenol and its quinone methide metabolite in cultured liver cells using kinetic fluorescence bioassays Toxicology and Applied Pharmacology 149 1998 55 63
32. D.C. Thompson, K. Perera, and R. London Quinone methide formation from para isomers of methylphenol (cresol), ethylphenol, and isopropylphenol: relationship to toxicity Chemical Research of Toxicology 8 1995 55 60
33. Y. Tsujimoto, H. Hashizume, and M. Yamazaki Superoxide radical scavenging activity of phenolic compounds International Journal of Biochemistry and Cell Biology 25 1993 491 494
34. P.S. Variyar, R. Ahmad, R. Bhat, Z. Niyas, and A. Sharma Flavoring components of raw monsooned arabica coffee and their changes during radiation processing Journal of Agricultural Food Chemistry 51 2003 7945 7950
35. S.E. Wright, D.A. Baron, and J.E. Heffner Intravenous eugenol causes hemorrhagic lung edema in rats: proposed oxidant mechanisms Journal of Laboratory Clinical Medicine 125 1995 257 264