Antinociceptive effects of (O-methyl)-N-benzoyl tyramine (riparin I) from Aniba riparia (Nees) Mez (Lauraceae) in mice

Naunyn-Schmiedeberg's Archives of Pharmacology

Volumn 380, Issue 4, 2009, Pages 337-344

  Araujo F L O ^a   Melo, C T V ^a   Rocha, N F M ^a   Moura, B A ^a   Leite, C P ^a   Amaral, J F ^a   Barbosa Filho, J M ^b   Gutierrez, S J C ^b   Vasconcelos, S M M ^a   Viana, G S B ^a   De Sousa, Francisca Cléa Florenço ^a  

^a FEDERAL UNIVERSITY OF CEARÁ   (Brazil)

^b FEDERAL UNIVERSITY OF PARAÍBA   (Brazil)

Author keywords

Aniba riparia; Antinociceptive effects; Formalin test; Riparin I

Indexed keywords

ACETIC ACID; ANALGESIC AGENT; ARGININE; BENZAMIDE DERIVATIVE; DRUG DERIVATIVE; ENZYME INHIBITOR; FORMALDEHYDE; MORPHINE; N(G) NITROARGININE METHYL ESTER; NALOXONE; NARCOTIC ANALGESIC AGENT; NARCOTIC ANTAGONIST; NITRIC OXIDE; NITRIC OXIDE SYNTHASE; RIPARIN; TYRAMINE;

ANGIOSPERM; ANIMAL; ANIMAL BEHAVIOR; ARTICLE; CHEMISTRY; DISEASE MODEL; DOSE RESPONSE; DRUG ANTAGONISM; DRUG EFFECT; HEAT; INTRAPERITONEAL DRUG ADMINISTRATION; ISOLATION AND PURIFICATION; MALE; METABOLISM; MOUSE; ORAL DRUG ADMINISTRATION; PAIN; PAIN ASSESSMENT; PSYCHOLOGICAL ASPECT; REACTION TIME; TIME;

ACETIC ACID; ADMINISTRATION, ORAL; ANALGESICS; ANALGESICS, OPIOID; ANIMALS; ARGININE; BEHAVIOR, ANIMAL; BENZAMIDES; DISEASE MODELS, ANIMAL; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME INHIBITORS; FORMALDEHYDE; HOT TEMPERATURE; INJECTIONS, INTRAPERITONEAL; LAURACEAE; MALE; MICE; MORPHINE; NALOXONE; NARCOTIC ANTAGONISTS; NG-NITROARGININE METHYL ESTER; NITRIC OXIDE; NITRIC OXIDE SYNTHASE; PAIN; PAIN MEASUREMENT; REACTION TIME; TIME FACTORS; TYRAMINE;

EID: 73349101553     PISSN: 00281298     EISSN: 14321912     Source Type: Journal    
DOI: 10.1007/s00210-009-0433-9     Document Type: Article

References (42)

1. Abbott FV, Franklin KB, Westbrook RF (1995) The formalin test: scoring properties of the first and second phases of the pain response in rats. Pain 60:91-102
2. Andrade SF, Cardoso LGV, Carvalho JCT, Bastos JK (2007) Anti-inflammatory and antinociceptive activities of extract, fractions and populnoic acid from bark wood of Austroplenckia populnea. J Ethnopharmacol 109:464-471 (Pubitemid 46054380)
3. Barbosa-Filho JM, Yoshida M, Gottlieb OR, Barbosa RCSBC, Giesbrecht AM, Young CM (1987) Benzoyl esters and amides, styrylpyrones and neolignans from the fruits of Aniba riparia. Phytochemistry 26:2615-2617
4. Bastos GNT, Santos ARS, Ferreira VMM, Costa AMR, Bispo CI, Silveira AJA, Do Nascimento JLM (2006) Antinociceptive effect of the aqueous extract obtained from roots of Psysalis angulata L. on Mice. J Ethnopharmacol 103:241-245 (Pubitemid 41796924)
5. Berkenkopf JW, Weichman BM (1988) Production of prostacyclin in mice following intraperitoneal injection of acetic acid, phenylbenzoquinone and zymosan: its role in the writhing response. Prostaglandins 36(5):693-709
6. Castelo-Branco UJV, Thomas G, Araújo CC, Barbosa-Filho JM (1991) Atividade espasmolítica de benzamidas isoladas de Aniba riparia (parte 1). Resume VI Reunião Anual de Federação de Sociedades de Biologia Experimental, 302, 6-69
7. Castelo-Branco UV, Castelo-Branco UJV, Thomas G, Araújo CC, Barbosa-Filho JM (2000) Preliminary pharmacological studies on three benzoyl amides, constituents of Aniba riparia (Ness) Mez (Lauraceae). Acta Farm Bonaer 19(3):197-202 (Pubitemid 32433419)
8. Catão RMR, Barbosa-Filho JM, Gutierrez SJC, Lima EO, Pereira MSV, Arruda TA, Antunes RMP (2005) Avaliação da atividade antimicrobiana de riparinas sobre cepas de Staphylococus aureus e Escherichia coli multiresistentes. Rev Bras Anál Clín 34 (4):247-249
9. Chapman CR, Casey KL, Dubner R, Foley KM, Graceley RH, Reading AE (1985) Pain measurement: an overview. Pain 22:1-31 (Pubitemid 15037578)
10. Coelho LP, Reis PA, Castro FL, Gayer CRM, Lopes CS, Silva MCC, Sabino KCC, Todeschini AR, Coelho MGP (2005) Antinociceptive properties of ethanolic extract and fractions of Pterodon pubescens Benth. seeds. J Ethnopharmacol 98:109-116
11. Collier HO, Dinneen LC, Johnson CA, Schneider C (1968) The abdominal constriction response and its suppression by analgesic drugs in the mouse. Br J Pharmacol 32:295-310
12. Derardt R, Jougney S, Delevalcee F, Falhout M (1980) Release of prostaglandins E and F in an algogenic reaction and its inhibition. Eur J Pharmacol 51:17-24
13. Doursout MF, Liang Y, Chelly JE (2003) NOS inhibitors exhibit antinociceptive properties in the rat formalin test. Can J Anesth 50(9):909-916 (Pubitemid 38139537)
14. Eddy NB, Leimbach D (1953) Synthetic analgesics. II. Dithienylbutenyland dithienylbutylamines. J Pharmacol Exp Ther 107:385-393
15. Elisabetsky E, Amador TA, Albuquerque RR, Nunes DS, Carvalho ACT (1995) Analgesic activity of Psychotria colorata (wild ex R et S) Muell. Arg. Alkaloids. J Ethnopharmacol 48:77-83
16. Gene RM, Segura L, Adzet T, Marin E, Inglesias J (1998) Heterotheca inuloides: anti-inflammatory and analgesic effects. J Ethnopharmacol 60:157-162 (Pubitemid 28143726)
17. Hoheisel U, Mense S (2001) The role of spinal nitric oxide in the control of spontaneous pain following nociceptive input. Schmerz 15:19-25
18. Hunskaar S, Hole K (1987) The formalin test in mice: dissociation between inflammatory and non-inflammatory pain. Pain 30:103-114 (Pubitemid 17094194)
19. Hunskaar S, Rosland JH, Hole K (1989) Mechanisms of orphenadrine-induced antinociception in mice: a role for serotonergic pathways. Eur J Pharmacol 160(1):83-91 (Pubitemid 19044831)
20. Koster R, Anderson M, De Beer EJ (1959) Acetic acid for analgesic screening. Fed Proc 18:412
21. Lam HH, Hanley DF, Trapp BD, Saito S, Raja S, Dawson TM, Yamaguchi H (1996) Induction of spinal cord neuronal nitric oxide synthase (NOS) after formalin injection in the rat hind paw. Neurosci Lett 210:201-204 (Pubitemid 26183332)
22. Le Bars D, Gozariu M, Cadden SW (2001) Animal models of nociception. Pharmacol Rev 53:597-652 (Pubitemid 33136239)
23. Meller ST, Gebhart GF (1993) Nitric oxide (NO) and nociceptive processing in the spinal cord. Pain 521:127-136 (Pubitemid 23068181)
24. Meller ST, Pechman PS, Gebhart GF, Maves TJ (1992) Nitric oxide mediates the thermal hyperalgesia produced in a model of neuropathic pain in the rat. Neuroscience 50:7-10
25. Melo CTV, Monteiro AP, Leite CP, Araújo FLO, Lima VTM, Barbosa-Filho JM, Fonteles MMF, Vasconcelos SMM, Viana GSB, Sousa FCF (2006) Anxiolytic-like effects of (O-methyl)-N-benzoyl-tyramine (riparin III) from Aniba riparia (Nees) Mez (Lauraceae) in mice. Biol Pharm Bull 29(3):451-454
26. Moore PK, Oluyomi AO, Barbedge RC, Wallace P, Hart SL (1991) L-NG-nitro arginine methyl ester exhibits antinociceptive activity in the mouse. Br J Pharmacol 102:198-202
27. Okuda K, Sakurada C, Takahashi M, Yamada T, Sakurada T (2001) Characterization of nociceptive responses and spinal releases of nitric oxide metabolites and glutamate evoked by different concentrations of formalin in rats. Pain 92:107-115 (Pubitemid 32367942)
28. Paulino N, Dantas AP, Bankova V, Longhi DT, Scremin A, De Castro SL, Calixto JB (2003) Bulgarian propolis induces analgesic and anti-inflammatory effects in mice and inhibits in-vitro contraction of airway smooth muscle. J Pharmacol Sci 93:307-313
29. Rates SMK (2001) Plants as source of drugs. Toxicon 39:603-613
30. Ribeiro RA, Vale ML, Thomazzi SM, Paschoalato ABP, Poole S, Ferreira SH, Cunha FQ (2000) Involvement of resident macrophages and mast cells in the writhing nociceptive response induced by zymosan and acetic acid in mice. Eur J Pharmacol 387:111-118 (Pubitemid 30035382)
31. Semos ML, Headley PM (1994) The role of nitric oxide in spinal nociceptive reflexes in rats with neurogenic and non-neurogenic peripheral inflammation. Neuropharmacology 33:1487-1497 (Pubitemid 24353745)
32. Shibata M, Ohkubo T, Takahashi H, Inoki R (1989) Modified formalin test: characteristic biphasic pain response. Pain 38:347-352 (Pubitemid 19251258)
33. Sousa FCF, Melo CTV, Monteiro AP, Lima VTM, Gutierrez SJC, Pereira BA, Barbosa-Filho JM, Vasconcelos SMM, Fonteles MF, Viana GSB (2004) Antianxiety and antidepressant effects of riparin III from Aniba riparia (Nees) Mez (Lauraceae) in mice. Pharmacol Biochem Behav 78:27-33 (Pubitemid 38670510)
34. Sousa FCF, Monteiro AP, Melo CTV, Oliveira GR, Vasconcelos SMM, Fonteles MMF, Gutierrez SJC, Barbosa-Filho JM, Viana GSB (2005) Antianxiety effects of riparin I from Aniba riparia (Nees) Mez (Lauraceae) in mice. Phytother Res 19:1005-1008
35. Sousa FCF, Leite CP, Melo CTV, Araújo FLO, Gutierrez SJC, Barbosa-Filho JM, Fonteles MMF, Vasconcelos SMM, Viana GSB (2007) Evaluation of effects of N-(2-hydroxybenzoyl) tyramine (riparin II) from Aniba riparia (NEES) MEZ (Lauraceae) in anxiety models in mice. Biol Pharm Bull 30(7):1212-1216 (Pubitemid 47037640)
36. Taylor BK, Peterson MA, Basbaum AI (1995) Persistent cardiovascular and behavioral nociceptive responses to subcutaneous formalin require peripheral nerve input. J Neurosci 15:7575-7584
37. Thomas G, Castelo-Branco UJV, Barbosa-Filho JM, Bachelet M, Vargaftig BB (1994) Studies on the mechanism of spasmolytic activity of (O-methyl)-N-(2, 6-dihydroxybenzoyl) tyramine, a constituent of Aniba riparia (Nees) Mez (Lauraceae), in rat uterus, rabit aorta and guinea pig alveolar leucocyttes. J Pharm Pharmacol 46:103-107
38. Tjolsen A, Berge OG, Hunskaar S, Rosland JN, Hole K (1992) The formalin test: an evaluation of the method. Pain 51:5-17
39. Trongsakul S, Panthong A, Kanjanapothi D, Taesotikul T (2003) The analgesic, antipyretic and anti-inflammatory activity of Diospyros variegate Kruz. J Ethnopharmacol 85:221-225
40. Verge VM, Xu Z, Xu XJ, Wiesenfeld-Hallin Z, Hokfelt T (1992) Marked increase in nitric synthase mRNA in rat dorsal root ganglia after peripheral axotomy: in situ hybridization and functional studies. Proc Natl Acad Sci U S A 89:11617-11621
41. Verma PR, Joharapurkar AA, Chatpalliwar VA, Asnani AJ (2005) Antinociceptive activity of alcoholic extract of Hemidesmus indicus R.Br. in mice. J Ethnopharmacol 102:298-301 (Pubitemid 41483572)
42. Zimmermann M (1983) Ethical guidelines for investigations of experimental pain in conscious animals. Pain 16:109-110