Carvacryl acetate, a derivative of carvacrol, reduces nociceptive and inflammatory response in mice

Life Sciences

Volumn 94, Issue 1, 2014, Pages 58-66

  Damasceno, Samara R B ^a   Oliveira, Francisco Rodrigo A M ^a   Carvalho, Nathalia S ^a   Brito, Camila F C ^a   Silva, Irismara S ^a   Sousa, Francisca Beatriz M ^a   Silva, Renan O ^a   Sousa, Damião P ^b   Barbosa, André Luiz R ^a   Freitas, Rivelilson M ^a   Medeiros, Jand Venes R ^a,c  

^a FEDERAL UNIVERSITY OF PIAUÍ   (Brazil)

^b FEDERAL UNIVERSITY OF PARAÍBA   (Brazil)

^c Federal University of Paraíba ^*  (Brazil)

Author keywords

Anti inflammatory; Anti nociceptive; Carvacrol; Carvacryl acetate

Indexed keywords

ACETIC ACID; ANTIINFLAMMATORY AGENT; ANTINOCICEPTIVE AGENT; CAPSAICIN; CARVACROL; CARVACRYL ACETATE; COMPOUND 48-80; DIAZEPAM; FORMALDEHYDE; GLUTAMIC ACID; HISTAMINE; INDOMETACIN; INTERLEUKIN 10; INTERLEUKIN 1BETA; MORPHINE; MYELOPEROXIDASE; NALOXONE; PROSTAGLANDIN E2; SEROTONIN; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ANTINOCICEPTION; ARTICLE; CARRAGEENAN-INDUCED PERITONITIS; CONTROLLED STUDY; FALLING; HOT PLATE TEST; LATENT PERIOD; LEUKOCYTE COUNT; LEUKOCYTE DIFFERENTIAL COUNT; LICKING; MALE; MOTOR DYSFUNCTION; MOTOR PERFORMANCE; MOUSE; NEUTROPHIL CHEMOTAXIS; NONHUMAN; PAW EDEMA; PERITONEAL CAVITY; PERITONEUM EXUDATE;

ANIMALIA; MUS;

EID: 84891631907     PISSN: 00243205     EISSN: 18790631     Source Type: Journal    
DOI: 10.1016/j.lfs.2013.11.001     Document Type: Article

References (63)

1. E.L. Andrade, F.C. Meotti, and J.B. Calixto TRPA1 antagonists as potential analgesic drugs Pharmacol Ther 133 2012 189 204
2. S. Bano, K. Javed, S. Ahmad, I.G. Rathish, S. Singh, and M. Chaitanya et al. Synthesis of some novel chalcones, flavanones and flavones and evaluation of their anti-inflammatory activity Eur J Med Chem 65 2013 51 59
3. N. Beena, D. Kumar, and D.S. Rawat Synthesis and antioxidant activity of thymol and carvacrol based Schiff bases Bioorg Med Chem Lett 23 2013 641 645
4. A. Beirith, A.R.S. Santos, and J.B. Calixto Mechanisms underlying the nociception and paw edema caused by injection of glutamate into the mouse paw Brain Res 924 2002 219 228
5. P.P. Bradley, D.A. Priebat, R.D. Christensen, and G. Rothstein Measurement of cutaneous inflammation: estimation of neutrophil content with an enzyme marker J Invest Dermatol 78 1982 206 209
6. P.M. Brooks, and R.O. Day Non-steroidal anti-inflammatory drugs differences and similarities N Engl J Med 324 1991 1716 1725
7. J.B. Calixto Twenty-five years of research on medicinal plants in Latin America: a personal review J Ethnopharmacol 100 2005 131 134
8. A. Capasso, and A. Calignano Synergism between the sedative action of kava extract and d,l-kavain Acta Theriol 14 1988 249 256
9. V. Carvalho, L. Fernandes, T. Conde, H. Zamith, R. Silva, and A. Surrage et al. Antinociceptive activity of Stephanolepis hispidus skin aqueous extract depends partly on opioid system activation Mar Drugs 11 2013 1221 1234
10. L.S. Chaves, L.A.D. Nicolau, R.O. Silva, F.C.N. Barros, A.L.P. Freitas, and K.S. Aragão et al. Antiinflammatory and antinociceptive effects in mice of a sulfated polysaccharide fraction extracted from the marine red algae Gracilaria caudata Immunopharmacol Immunotoxicol 35 2013 93 100
11. C. Chu, Y. Huang, Y.F. Chen, J.H. Wu, K. Rahman, and H.C. Zheng et al. Antinociceptive activity of aqueous fraction from the MeOH extracts of Paederia scandensin mice J Ethnopharmacol 118 2008 177 180
12. R.F. Claudino, C.A.L. Kassuya, J. Ferreira, and J.B. Calixto Pharmacological and molecular characterization of the mechanisms involved in prostaglandin E2-induced mouse paw edema J Pharmacol Exp Ther 318 2006 611 618
13. L.M. Coussens, and Z. Werb Inflammation and cancer Nature 420 2002 860 867
14. J.C. Cyktor, and J. Turner Interleukin-10 and immunity against prokaryotic and eukaryotic intracellular pathogens Infect Immun 79 2011 2964 2973
15. F. Datti, M. Datti, E. Antunes, and N.A. Teixeira Influence of chronic unpredictable stress on the allergic responses in rats Physiol Behav 77 2002 79 83
16. M. Déciga-Campos, J.F. Palacios-Espinosa, A. Reyes-Ramírez, and R. Mata Antinociceptive and anti-inflammatory effects of compounds isolated from Scaphyglottis livida and Maxillaria densa J Ethnopharmacol 114 2007 161 168
17. A. Dray New horizons in pharmacologic treatment for rheumatic disease pain Rheum Dis Clin North Am 34 2008 481 505
18. N.W. Dunham, and T.S. Miya A note on a simple apparatus for detecting neurological deficit in rats and mice J Am Pharm Assoc 46 1957 208 210
19. N.B. Eddy, and D. Leimbach Synthetic analgesics. II. Dithienylbutenyl-and dithienylbutylamines J Pharmacol Exp Ther 107 1953 385 393
20. O.B. Fasmer, O.G. Berge, and K. Hole Changes in nociception after lesions of descending serotonergic pathways induced with 5,6-dihydroxytryptamine. Different effects in the formalin and tail-flick tests Neuropharmacology 24 1986 729 734
21. N.R. Gavva, R. Tamir, Y. Qu, L. Klionsky, T.J. Zhang, and D. Immke et al. AMG 9810 [(E)-3-(4-t-butylphenyl)-N-(2,3-dihydro-benzo[b][1,4] dioxin-6-yl)acrylamide], a novel vanilloid receptor 1 (TRPV1) antagonist with antihyperalgesic properties J Pharmacol Exp Ther 313 2005 473 484
22. C.P. González, R.S. Vega, M. González-Chávez, M.A.Z. Sánchez, and S.P. Gutiérrez Antiinflammatory activity and composition of Senecio salignus Kunth BioMed Res Int 2013 2013 1 4
23. D.S. Hallegua, and M.H. Weisman Potential therapeutic uses of interleukin 1 receptor antagonists in human diseases Ann Rheum Dis 61 2002 960 967
24. S. Hunskaar, O.B. Fasmer, and K. Hole Formalin test in mice, a useful technique for evaluating mild analgesics J Neurosci Methods 14 1985 69 76
25. E. Ipek, H. Zeytinoglu, S. Okay, B.A. Tuylu, M. Kurkcuoglu, and K.H.C. Baser Genotoxicity and antigenotoxicity of Origanum oil and carvacrol evaluated by Ames Salmonella/microsomal test Food Chem 93 2005 551 556
26. G. Kaur, H. Hamid, A. Ali, M.S. Alam, and M. Athar Antiinflammatory evaluation of alcoholic extract of galls of Quercus infectoria J Ethnopharmacol 90 2004 285 292
27. G. Klein, C. Rüben, and M. Upmann Antimicrobial activity of essential oil components against potential food spoilage microorganisms Curr Microbiol 67 2013 200 208
28. R. Koster, M. Anderson, and E.I. Debeer Acetic acid for analgesic screening Fed Proc 18 1959 412 418
29. 2 biosynthesis Arch Pharm Res 32 2009 75 78
30. D. Le Bars, M. Gozariu, and S.W. Cadden Animal models of nociception Pharmacol Rev 53 2001 597 652
31. M.S. Lima, L.J. Quintans-Júnior, W.A. Santana, C.M. Kaneto, M.B.P. Soares, and C.F. Villarreal Anti-inflammatory effects of carvacrol: evidence for a key role of interleukin-10 Eur J Pharmacol 699 2013 112 117
32. A. Linardi, S.K.P. Costa, G.R. De Silva, and E. Antunes Involvement of kinins, mast cells and sensory neurons in the plasma exudation and paw edema induced by staphylococcal enterotoxin B in the mouse Eur J Pharmacol 399 2000 235 242
33. L.C. Loram, A. Fuller, L.G. Fick, T. Cartmell, S. Poole, and D. Mitchell Cytokine profiles during carrageenan-induced inflammatory hyperalgesia in rat muscle and hind paw J Pain 8 2007 127 136
34. H.L. Malech, and J.I. Gallin Current concepts: immunology-neutrophils in human diseases N Engl J Med 317 1987 687 694
35. A.B. Malmberg, and T.L. Yaksh Cyclooxygenase inhibition and the spinal release of prostaglandin E2 and amino acid evoked by paw formalin injection: a microdialysis study in unanesthetized rats J Neurosci 14 1995 2768 2776
36. J. Mao, D.D. Price, R.L. Hayes, J. Lu, and D.J. Mayer Differential roles of NMDA and non-NMDA receptor activation in induction and maintenance of thermal hyperalgesia in rats with painful peripheral mononeuropathy Brain Res 598 1992 271 278
37. M. Mbiantcha, A. Kamanyi, R.B. Teponno, A.L. Tapondjou, P. Watcho, and T.B. Nguelefack Analgesic and anti-inflammatory properties of extracts from the bulbils of Dioscorea bulbifera L. var sativa (Dioscoreaceae) in mice and rats Evid Based Complement Alternat Med 10 2011 1 9
38. R. Medzhitov Origin and physiological roles of inflammation Nature 454 2008 428 435
39. F.H.C. Melo, E.R.V. Rios, N.F.M. Rocha, M.C.O. Citó, M.L. Fernandes, and D.P. Sousa et al. Antinociceptive activity of carvacrol (5-isopropyl-2-methylphenol) in mice J Pharm Pharmacol 64 2012 1722 1729
40. J. Moraes, A.A. Carvalho, E. Nakano, A.A. de Almeida, T.H. Marques, and L.N. Andrade et al. Anthelmintic activity of carvacryl acetate against Schistosoma mansoni Parasitol Res 112 2013 603 610
41. C.J. Morris, S.H. Ferreira, and J.R. Vane Carrageenan-induced paw edema in the rat and mouse Methods Mol Biol 225 2003 115 121
42. J. Niazi, P. Singh, Y. Bansal, and R.K. Goel Anti-inflammatory, analgesic and antipyretic activity of aqueous extract of fresh leaves of Cocciniaindica Inflammopharmacol 17 2009 239 244
43. C. Perez-Gurrero, M.D. Herrera, R. Ortiz, M. Alvarez de Sotomayor, and M.A. Fernandez A pharmacological study of Cecropia obtusifolia Betrol aqueous extract J Ethnopharmacol 76 2001 279 284
44. A.B. Petrenko, T. Yamakura, H. Baba, and K. Shimoji The role of N-methyl-d-aspartate (NMDA) receptors in pain: a review Anesth Analg 97 2003 1108 1116
45. 2 in mice J Pharmacol Exp Ther 296 2001 7 14
46. J. Rodriguez-Vita, and T. Lawrence The resolution of inflammation and cancer Cytokine Growth Factor Rev 21 2010 61 65
47. T. Sakurada, T. Matsumura, T. Moriyama, C. Sakurada, S. Ueno, and S. Sakurada Differential effects of intraplantar capsazepine and ruthenium red on capsaicin-induced desensitization in mice Pharmacol Biochem Behav 75 2003 115 121
48. D. Salvemini, Z.Q. Wang, P.S. Wyatt, D.M. Bourdon, M.H. Marino, and P.T. Manning et al. Nitric oxide: a key mediator in the early and late phase of carrageenan-induced rat paw inflammation Br J Pharmacol 118 1996 829 838
49. M.H. Sani, Z.A. Zakaria, T. Balan, L.K. The, and M.Z. Salleh Antinociceptive activity of methanol extract of Muntingia calabura leaves and the mechanisms of action involved Evid Based Complement Alternat Med 2012 2012 1 10
50. A.R. Santos, V.M. Gadotti, G.L. Oliveira, D. Tibola, A.F. Paszcuk, and A. Neto et al. Mechanisms involved in the antinociception caused by agmatine in mice Neuropharmacology 48 2005 1021 1034
51. E.N. Santos, J.C.S. Lima, V.F. Noldin, V. Cechinel-Filho, V.S.N. Rao, and E.F. Lima et al. Antiinflammatory, antinociceptive, and antipyretic effects of methanol extract of Cariniana rubra stem bark in animal models An Acad Bras Cienc 2 2011 557 566
52. C.N. Serhan, and J.Z. Haeggstrom Lipid mediators in acute inflammation and resolution: eicosanoids, PAF, resolvins and proteins 2010 Cambridge University Press Cambridge 153 174
53. V.G. Silva, R.O. Silva, S.R.B. Damasceno, N.S. Carvalho, R.S. Prudêncio, and K.S. Aragão et al. Anti-inflammatory and antinociceptive activity of epiisopiloturine, an imidazole alkaloid isolated from Pilocarpus microphyllus J Nat Prod 76 2013 1071 1077
54. M.R. Sulaiman, A. Padzil, K. Shaari, S. Khalid, W. Shaikmossadeq, and A. Shahmohamad et al. Antinociceptive activity of Melicopep telefolia ethanolic extract in experimental animals J Biomed Biotechnol 2010 2010 1 6
55. A. Szallasi, and P.M. Blumberg Vanilloid (Capsaicin) receptors and mechanisms Pharmacol Rev 51 1999 159 212
56. P.R. Verma, A.A. Joharapurkar, V.A. Chatpalliwar, and A.J. Asnani Antinociceptive activity of alcoholic extract of Hemidesmus indicus R. Br. in mice J Ethnopharmacol 102 2005 298 301
57. S.V.G. Vigil, R. Liz, Y.S. Medeiros, and T.S. Frode Efficacy of tacrolimus in inhibiting inflammation caused by carrageenan in a murine model of air pouch Transpl Immunol 19 2008 25 29
58. M.D. Vincenzi, A. Stammati, A.D. Vincenzi, and M. Silano Constituents of aromatic plants: carvacrol Fitoterapia 75 2004 801 804
59. I.I. Vlasova, A.V. Sokolov, and J. Arnhold The free amino acid tyrosine enhances the chlorinating activity of human myeloperoxidase J Inorg Biochem 106 2012 76 83
60. A.I. Vogel, A.R. Tatchell, B.S. Furnis, A.J. Hannaford, and P.W.G. Smith Vogel's text book of practical organic chemistry 5th ed. 1996 Prentice-Hall Englewood Cliffs
61. H.L. Wang, J. Katon, C. Balan, A.W. Bannon, C. Bernard, and E.M. Doherty et al. Vanilloid receptor-1 antagonists: 3. The identification of a second-generation clinical candidate with improved physicochemical and pharmacokinetic properties J Med Chem 50 2007 3528 3539
62. C.A. Winter, E.A. Risley, and G.W. Nuss Carrageenin-induced edema in hind paw of the rat as an assay for antiiflammatory drugs Proc Soc Exp Biol Med 111 1962 544 547
63. N. Yanishlieva, E.M. Marinova, M.H. Gordon, and V.G. Raneva Antioxidant activity and mechanism of action of thymol and carvacrol in two lipid systems Food Chem 64 1999 59 66