Table of Contents
ISRN Toxicology
Volume 2013, Article ID 459530, 11 pages
http://dx.doi.org/10.1155/2013/459530
Research Article

Antinociceptive Activity and Redox Profile of the Monoterpenes (+)-Camphene, p-Cymene, and Geranyl Acetate in Experimental Models

1Departamento de Bioquímica, Instituto de Ciências Básicas da Saúde, UFRGS, 90035-003 Porto Alegre, RS, Brazil
2Departamento de Fisiologia, Universidade Federal de Sergipe (DFS/UFS), Aracaju, 49100-000 São Cristovão, SE, Brazil
3Universidade Estadual de Feira de Santana (UEFS), 44031-460 Feira de Santana, BA, Brazil

Received 8 November 2012; Accepted 13 December 2012

Academic Editors: T. Bahorun, M. L. Miranda Fernandes Estevinho, and E. Vilanova

Copyright © 2013 Lucindo Quintans-Júnior et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. J. B. Calixto, “Twenty-five years of research on medicinal plants in Latin America: a personal view,” Journal of Ethnopharmacology, vol. 100, no. 1-2, pp. 131–134, 2005. View at Publisher · View at Google Scholar · View at Scopus
  2. J. D. Phillipson, “Phytochemistry and pharmacognosy,” Phytochemistry, vol. 68, no. 22–24, pp. 2960–2972, 2007. View at Publisher · View at Google Scholar · View at Scopus
  3. A. G. Guimarães, G. F. Oliveira, M. S. Melo et al., “Bioassay-guided evaluation of antioxidant and antinociceptive activities of carvacrol,” Basic and Clinical Pharmacology and Toxicology, vol. 107, no. 6, pp. 949–957, 2010. View at Publisher · View at Google Scholar · View at Scopus
  4. A. Figueirinha, M. T. Cruz, V. Francisco, M. C. Lopes, and M. T. Batista, “Anti-inflammatory activity of cymbopogon citratus leaf infusion in lipopolysaccharide-stimulated dendritic cells: contribution of the polyphenols,” Journal of Medicinal Food, vol. 13, no. 3, pp. 681–690, 2010. View at Publisher · View at Google Scholar · View at Scopus
  5. I. Orhan, M. Kartal, Y. Kan, and B. Şener, “Activity of essential oils and individual components against acetyl-and butyrylcholinesterase,” Zeitschrift fur Naturforschung C, vol. 63, no. 7-8, pp. 547–553, 2008. View at Google Scholar · View at Scopus
  6. J. Nguefack, J. B. L. Dongmo, C. D. Dakole et al., “Food preservative potential of essential oils and fractions from Cymbopogon citratus, Ocimum gratissimum and Thymus vulgaris against mycotoxigenic fungi,” International Journal of Food Microbiology, vol. 131, no. 2-3, pp. 151–156, 2009. View at Publisher · View at Google Scholar · View at Scopus
  7. L. J. Quintans-Júnior, T. T. Souza, B. S. Leite et al., “Phythochemical screening and anticonvulsant activity of Cymbopogon winterianus Jowitt (Poaceae) leaf essential oil in rodents,” Phytomedicine, vol. 15, no. 8, pp. 619–624, 2008. View at Publisher · View at Google Scholar · View at Scopus
  8. D. P. de Sousa, J. C. R. Gonçalves, L. Quintans-Júnior, J. S. Cruz, D. A. M. Araújo, and R. N. de Almeida, “Study of anticonvulsant effect of citronellol, a monoterpene alcohol, in rodents,” Neuroscience Letters, vol. 401, no. 3, pp. 231–235, 2006. View at Publisher · View at Google Scholar · View at Scopus
  9. N. Dudai, Y. Weinstein, M. Krup, T. Rabinski, and R. Ofir, “Citral is a new inducer of caspase-3 in tumor cell lines,” Planta Medica, vol. 71, no. 5, pp. 484–488, 2005. View at Publisher · View at Google Scholar · View at Scopus
  10. L. S. Nerio, J. Olivero-Verbel, and E. Stashenko, “Repellent activity of essential oils: a review,” Bioresource Technology, vol. 101, pp. 372–378, 2010. View at Google Scholar
  11. R. Kotan, S. Kordali, and A. Cakir, “Screening of antibacterial activities of twenty-one oxygenated monoterpenes,” Zeitschrift fur Naturforschung C, vol. 62, no. 7-8, pp. 507–513, 2007. View at Google Scholar · View at Scopus
  12. K. H. C. Baser, “Biological and pharmacological activities of carvacrol and carvacrol bearing essential oils,” Current Pharmaceutical Design, vol. 14, no. 29, pp. 3106–3119, 2008. View at Publisher · View at Google Scholar · View at Scopus
  13. M. R. V. Santos, F. V. Moreira, B. P. Fraga, D. P. de Sousa, L. R. Bonjardim, and L. J. Quintans, “Cardiovascular effects of monoterpenes: a review,” Revista Brasileira de Farmacognosia, vol. 21, pp. 764–771, 2011. View at Publisher · View at Google Scholar
  14. L. J. Quintans-Júnior, A. G. Guimarães, B. E. S. Araújo et al., “Carvacrol, (−)-borneol and citral reduce convulsant activity in rodents,” African Journal of Biotechnology, vol. 9, no. 39, pp. 6566–6572, 2010. View at Google Scholar · View at Scopus
  15. N. Aligiannis, E. Kalpoutzakis, S. Mitaku, and I. B. Chinou, “Composition and antimicrobial activity of the essential oils of two Origanum species,” Journal of Agricultural and Food Chemistry, vol. 49, no. 9, pp. 4168–4170, 2001. View at Publisher · View at Google Scholar · View at Scopus
  16. P. J. Delaquis, K. Stanich, B. Girard, and G. Mazza, “Antimicrobial activity of individual and mixed fractions of dill, cilantro, coriander and eucalyptus essential oils,” International Journal of Food Microbiology, vol. 74, no. 1-2, pp. 101–109, 2002. View at Publisher · View at Google Scholar · View at Scopus
  17. D. P. Gelain, R. J. S. Dalmolin, V. L. Belau, J. C. F. Moreira, F. Klamt, and M. A. A. Castro, “A systematic review of human antioxidant genes,” Frontiers in Bioscience, vol. 14, no. 12, pp. 4457–4463, 2009. View at Publisher · View at Google Scholar · View at Scopus
  18. B. Halliwell, “Are polyphenols antioxidants or pro-oxidants? What do we learn from cell culture and in vivo studies?” Archives of Biochemistry and Biophysics, vol. 476, no. 2, pp. 107–112, 2008. View at Publisher · View at Google Scholar · View at Scopus
  19. M. G. D. Melo, J. P. A. dos Santos, M. R. Serafini et al., “Redox properties and cytoprotective actions of atranorin, a lichen secondary metabolite,” Toxicology in Vitro, vol. 25, no. 2, pp. 462–468, 2011. View at Publisher · View at Google Scholar · View at Scopus
  20. L. Quintans-Júnior, R. F. da Rocha, F. F. Caregnato et al., “Antinociceptive action and redox properties of Citronellal, an essential oil present in Lemongrass,” Journal of Medicinal Food, vol. 14, no. 6, pp. 630–639, 2011. View at Publisher · View at Google Scholar · View at Scopus
  21. R. Koster, M. Anderson, and E. J. Debeer, “Acetic acid for analgesic screening,” Federation Proceedings, vol. 18, article 412, 1959. View at Google Scholar
  22. S. Hunskaar and K. Hole, “The formalin test in mice: dissociation between inflammatory and non-inflammatory pain,” Pain, vol. 30, no. 1, pp. 103–114, 1987. View at Google Scholar · View at Scopus
  23. M. T. K. Dresch, S. B. Rossato, V. D. Kappel et al., “Optimization and validation of an alternative method to evaluate total reactive antioxidant potential,” Analytical Biochemistry, vol. 385, no. 1, pp. 107–114, 2009. View at Publisher · View at Google Scholar · View at Scopus
  24. G. K. B. Lopes, H. M. Schulman, and M. Hermes-Lima, “Polyphenol tannic acid inhibits hydroxyl radical formation from Fenton reaction by complexing ferrous ions,” Biochimica et Biophysica Acta, vol. 1472, no. 1-2, pp. 142–152, 1999. View at Publisher · View at Google Scholar · View at Scopus
  25. T. K. Rabelo, F. Zeidan-Chulia, L. M. Vasques, J. P. dos Santos, R. F. da Rocha, M. A. Pasquali et al., “Redox characterization of usnic acid and its cytotoxic effect on human neuron-like cells (SH-SY5Y),” Toxicol in Vitro, vol. 26, pp. 304–314, 2012. View at Google Scholar
  26. H. P. Misra and I. Fridovich, “The role of superoxide anion in the autoxidation of epinephrine and a simple assay for superoxide dismutase,” Journal of Biological Chemistry, vol. 247, no. 10, pp. 3170–3175, 1972. View at Google Scholar · View at Scopus
  27. D. le Bars, M. Gozariu, and S. W. Cadden, “Animal models of nociception,” Pharmacological Reviews, vol. 53, no. 4, pp. 597–652, 2001. View at Google Scholar · View at Scopus
  28. L. J. Quintans-Júnior, M. S. Melo, D. P. de Sousa et al., “Antinociceptive effects of citronellal in formalin-, capsaicin-, and glutamate-induced orofacial nociception in rodents and its action on nerve excitability,” Journal of Orofacial Pain, vol. 24, no. 3, pp. 305–312, 2010. View at Google Scholar · View at Scopus
  29. I. D. G. Duarte, M. Nakamura, and S. H. Ferreira, “Participation of the sympathetic system in acetic acid-induced writhing in mice,” Brazilian Journal of Medical and Biological Research, vol. 21, no. 2, pp. 341–343, 1988. View at Google Scholar · View at Scopus
  30. K. Okuse, “Pain signalling pathways: from cytokines to ion channels,” International Journal of Biochemistry and Cell Biology, vol. 39, no. 3, pp. 490–496, 2007. View at Publisher · View at Google Scholar · View at Scopus
  31. A. Capuano, A. de Corato, M. Treglia, G. Tringali, C. D. Russo, and P. Navarra, “Antinociceptive activity of buprenorphine and lumiracoxib in the rat orofacial formalin test: a combination analysis study,” European Journal of Pharmacology, vol. 605, no. 1–3, pp. 57–62, 2009. View at Publisher · View at Google Scholar · View at Scopus
  32. A. Tjolsen, O. G. Berge, S. Hunskaar, J. H. Rosland, and K. Hole, “The formalin test: an evaluation of the method,” Pain, vol. 51, no. 1, pp. 5–17, 1992. View at Publisher · View at Google Scholar · View at Scopus
  33. L. Sautebin, A. Ialenti, A. Ianaro, and M. di Rosa, “Endogenous nitric oxide increases prostaglandin biosynthesis in carrageenin rat paw oedema,” European Journal of Pharmacology, vol. 286, no. 2, pp. 219–222, 1995. View at Publisher · View at Google Scholar · View at Scopus
  34. J. C. Hunter and L. Singh, “Role of excitatory amino acid receptors in the mediation of the nociceptive response to formalin in the rat,” Neuroscience Letters, vol. 174, no. 2, pp. 217–221, 1994. View at Publisher · View at Google Scholar · View at Scopus
  35. L. R. Bonjardim, E. S. Cunha, A. G. Guimaraes, M. F. Santana, M. G. Oliveira, M. R. Serafini et al., “Evaluation of the anti-inflammatory and antinociceptive properties of p-cymene in mice,” Zeitschrift fur Naturforschung C, vol. 67, pp. 15–21, 2012. View at Google Scholar
  36. D. Salvemini, T. M. Doyle, and S. Cuzzocrea, “Superoxide, peroxynitrite and oxidative/nitrative stress in inflammation,” Biochemical Society Transactions, vol. 34, no. 5, pp. 965–970, 2006. View at Publisher · View at Google Scholar · View at Scopus
  37. B. Halliwell and J. M. C. Gutteridge, Free Radicals in Biology and Medicine, Oxford University Press, Oxford, UK, 4th edition, 2007.
  38. J. R. Vane, J. A. Mitchell, I. Appleton et al., “Inducible isoforms of cyclooxygenase and nitric-oxide synthase in inflammation,” Proceedings of the National Academy of Sciences of the United States of America, vol. 91, no. 6, pp. 2046–2050, 1994. View at Google Scholar · View at Scopus
  39. J. Marcinkiewicz, A. Grabowska, and B. Chain, “Nitric oxide up-regulates the release of inflammatory mediators by mouse macrophages,” European Journal of Immunology, vol. 25, no. 4, pp. 947–951, 1995. View at Google Scholar · View at Scopus
  40. S. P. Dudhgaonkar, D. Kumar, A. Naik, A. R. Devi, D. U. Bawankule, and S. K. Tandan, “Interaction of inducible nitric oxide synthase and cyclooxygenase-2 inhibitors in formalin-induced nociception in mice,” European Journal of Pharmacology, vol. 492, no. 2-3, pp. 117–122, 2004. View at Publisher · View at Google Scholar · View at Scopus