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Erschienen in: Inflammopharmacology 1/2018

09.09.2017 | Original Article

Tingenone, a pentacyclic triterpene, induces peripheral antinociception due to cannabinoid receptors activation in mice

verfasst von: C. C. Veloso, R. C. M. Ferreira, V. G. Rodrigues, L. P. Duarte, A. Klein, I. D. Duarte, T. R. L. Romero, A. C. Perez

Erschienen in: Inflammopharmacology | Ausgabe 1/2018

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Abstract

Several works have shown that triterpenes induce peripheral antinociception by activation of cannabinoid receptors and endocannabinoids; besides, several research groups have reported activation of cannabinoid receptors in peripheral antinociception. The aim of this study was to assess the involvement of the cannabinoid system in the antinociceptive effect induced by tingenone against hyperalgesia evoked by prostaglandin E2 (PGE2) at peripheral level. The paw pressure test was used and the hyperalgesia was induced by intraplantar injection of PGE2 (2 μg/paw). All drugs were injected subcutaneously in the hind paws of male Swiss mice. Tingenone (200 µg/paw) administered into the right hind paw induced a local antinociceptive effect, that was antagonized by AM630, a selective antagonist to CB2 cannabinoid receptor. AM251, a selective antagonist to CB1 cannabinoid receptor, did not alter the peripheral antinociceptive effect of tingenone. MAFP, a fatty acid amide hydrolase (FAAH) inhibitor; VDM11, an anandamide reuptake inhibitor; and JZL184, monoacylglycerol lipase (MAGL) inhibitor did not potentiate the peripheral antinociceptive effect of the lower dose of tingenone (50 µg/paw). The results suggest that tingenone induced a peripheral antinociceptive effect via cannabinoid receptor activation. Therefore, this study suggests a pharmacological potential for a new analgesic drug.
Literatur
Zurück zum Zitat Anand P, Whiteside G, Fowler CJ, Hohmann AG (2009) Targeting CB2 receptors and the endocannabinoid system for the treatment of pain. Brain Res Rev 60(1):255–266CrossRefPubMed Anand P, Whiteside G, Fowler CJ, Hohmann AG (2009) Targeting CB2 receptors and the endocannabinoid system for the treatment of pain. Brain Res Rev 60(1):255–266CrossRefPubMed
Zurück zum Zitat Chicca A, Marazzi J, Gertsch J (2012) The antinociceptive triterpene β-amyrin inhibits 2- arachidonoylglycerol (2-AG) hydrolysis without directly targeting cannabinoid receptors. Br J Pharmacol 167(8):1596–1608CrossRefPubMedPubMedCentral Chicca A, Marazzi J, Gertsch J (2012) The antinociceptive triterpene β-amyrin inhibits 2- arachidonoylglycerol (2-AG) hydrolysis without directly targeting cannabinoid receptors. Br J Pharmacol 167(8):1596–1608CrossRefPubMedPubMedCentral
Zurück zum Zitat Clapper JR, Moreno-Sanz G, Russo R, Guijarro A, Vacondio F, Duranti A, Tontini A, Sanchini S, Sciolino NR, Spradley JM, Hohmann AG, Calignano A, Mor M, Tarzia G, Piomelli D (2010) Anandamide suppresses pain initiation through a peripheral endocannabinoid mechanism. Nat Neurosci 13(10):1265–1270CrossRefPubMedPubMedCentral Clapper JR, Moreno-Sanz G, Russo R, Guijarro A, Vacondio F, Duranti A, Tontini A, Sanchini S, Sciolino NR, Spradley JM, Hohmann AG, Calignano A, Mor M, Tarzia G, Piomelli D (2010) Anandamide suppresses pain initiation through a peripheral endocannabinoid mechanism. Nat Neurosci 13(10):1265–1270CrossRefPubMedPubMedCentral
Zurück zum Zitat Da Silva G, Taniça M, Rocha J, Serrano R, Gomes ET, Sepodes B, Silva O (2011) In vivo anti-inflammatory effect and toxicological screening of Maytenus heterophylla and Maytenus senegalensis extracts. Hum Exp Toxicol 30(7):693–700CrossRefPubMed Da Silva G, Taniça M, Rocha J, Serrano R, Gomes ET, Sepodes B, Silva O (2011) In vivo anti-inflammatory effect and toxicological screening of Maytenus heterophylla and Maytenus senegalensis extracts. Hum Exp Toxicol 30(7):693–700CrossRefPubMed
Zurück zum Zitat Desroches J, Charron S, Bouchard JF, Beaulieu P (2014) Endocannabinoids decrease neuropathic pain-related behavior in mice through the activation of one or both peripheral CB1 and CB2 receptors. Neuropharmacology 77:441–452CrossRefPubMed Desroches J, Charron S, Bouchard JF, Beaulieu P (2014) Endocannabinoids decrease neuropathic pain-related behavior in mice through the activation of one or both peripheral CB1 and CB2 receptors. Neuropharmacology 77:441–452CrossRefPubMed
Zurück zum Zitat Deutsch DG, Glaser ST, Howell JM, Kunz JS, Puffenbarger RA, Hillard CJ, Abumrad N (2001) The cellular uptake of anandamide is coupled to its breakdown by fatty-acid amide hydrolase. J Biol Chem 276(10):6967–6973CrossRefPubMed Deutsch DG, Glaser ST, Howell JM, Kunz JS, Puffenbarger RA, Hillard CJ, Abumrad N (2001) The cellular uptake of anandamide is coupled to its breakdown by fatty-acid amide hydrolase. J Biol Chem 276(10):6967–6973CrossRefPubMed
Zurück zum Zitat Di Marzo V (2009) The endocannabinoid system: its general strategy of action, tools for its pharmacological manipulation and potential therapeutic exploitation. Pharmacol Res 60(2):77–84CrossRefPubMed Di Marzo V (2009) The endocannabinoid system: its general strategy of action, tools for its pharmacological manipulation and potential therapeutic exploitation. Pharmacol Res 60(2):77–84CrossRefPubMed
Zurück zum Zitat Dutra RR, Silva KB, Bento AF, Paszcuk AF, Marcon R, Meiotti FC, Motta EM, Pianowski LF, Calixto JB (2011) Euphol, a novel cannabinoid agonist, prevents inflammatory and neuropathic persistent pain in rodents. Planta Med 77:SL46CrossRef Dutra RR, Silva KB, Bento AF, Paszcuk AF, Marcon R, Meiotti FC, Motta EM, Pianowski LF, Calixto JB (2011) Euphol, a novel cannabinoid agonist, prevents inflammatory and neuropathic persistent pain in rodents. Planta Med 77:SL46CrossRef
Zurück zum Zitat Ferreira SH, Duarte IDG, Lorenzetti BB (1991) The molecular mechanism of action peripheral morphine analgesia: stimulation of the cGMP system via nitric oxide release. Eur J Pharmacol 201(1):121–122CrossRefPubMed Ferreira SH, Duarte IDG, Lorenzetti BB (1991) The molecular mechanism of action peripheral morphine analgesia: stimulation of the cGMP system via nitric oxide release. Eur J Pharmacol 201(1):121–122CrossRefPubMed
Zurück zum Zitat Guindon J, Desroches J, Beaulieu P (2007) The antinociceptive effects of intraplantar injections of 2-arachidonoyl glycerol are mediated by cannabinoid CB2 receptors. Br J Pharmacol 150:693–701CrossRefPubMed Guindon J, Desroches J, Beaulieu P (2007) The antinociceptive effects of intraplantar injections of 2-arachidonoyl glycerol are mediated by cannabinoid CB2 receptors. Br J Pharmacol 150:693–701CrossRefPubMed
Zurück zum Zitat Guindon J, Guijarro A, Piomelli D, Hohmann AG (2011) Peripheral antinociceptive effects of inhibitors of monoacylglycerol lipase in a rat model of inflammatory pain. Br J Pharmacol 163(7):1464–1478CrossRefPubMedPubMedCentral Guindon J, Guijarro A, Piomelli D, Hohmann AG (2011) Peripheral antinociceptive effects of inhibitors of monoacylglycerol lipase in a rat model of inflammatory pain. Br J Pharmacol 163(7):1464–1478CrossRefPubMedPubMedCentral
Zurück zum Zitat Ibrahim MM, Porreca F, Lai J, Albrecht PJ, Rice FL, Khodorova A, Davar G, Makriyannis A, Vanderah TW, Mata HP, Malan TP Jr (2005) CB2 cannabinoid receptor activation produces antinociception by stimulating peripheral release of endogenous opioids. Proc Natl Acad Sci USA 102(8):3093–3098CrossRefPubMedPubMedCentral Ibrahim MM, Porreca F, Lai J, Albrecht PJ, Rice FL, Khodorova A, Davar G, Makriyannis A, Vanderah TW, Mata HP, Malan TP Jr (2005) CB2 cannabinoid receptor activation produces antinociception by stimulating peripheral release of endogenous opioids. Proc Natl Acad Sci USA 102(8):3093–3098CrossRefPubMedPubMedCentral
Zurück zum Zitat Jorge RM, Leite JPV, Oliveira AB, Tagliati CA (2004) Evaluation of antinociceptive, antiinflammatory and antiulcerogenic activities of Maytenus ilicifolia. J Ethnopharmacol 94(1):93–100CrossRefPubMed Jorge RM, Leite JPV, Oliveira AB, Tagliati CA (2004) Evaluation of antinociceptive, antiinflammatory and antiulcerogenic activities of Maytenus ilicifolia. J Ethnopharmacol 94(1):93–100CrossRefPubMed
Zurück zum Zitat Kawabata A, Nishimura Y, Takagi H (1992) L-Leucyl-l-arginine, naltrindole and d-arginine block antinociception elicited by l-arginine in mice with carrageenin-induced hyperalgesia. Br J Pharmacol 107(4):1096–1101CrossRefPubMedPubMedCentral Kawabata A, Nishimura Y, Takagi H (1992) L-Leucyl-l-arginine, naltrindole and d-arginine block antinociception elicited by l-arginine in mice with carrageenin-induced hyperalgesia. Br J Pharmacol 107(4):1096–1101CrossRefPubMedPubMedCentral
Zurück zum Zitat Khasabova IA, Chandiramani A, Harding-Rose C, Simone DA, Seybold VS (2011) Increasing 2-arachidonoyl glycerol signaling in the periphery attenuates mechanical hyperalgesia in a model of bone cancer pain. Pharmacol Res 64(1):60–67CrossRefPubMedPubMedCentral Khasabova IA, Chandiramani A, Harding-Rose C, Simone DA, Seybold VS (2011) Increasing 2-arachidonoyl glycerol signaling in the periphery attenuates mechanical hyperalgesia in a model of bone cancer pain. Pharmacol Res 64(1):60–67CrossRefPubMedPubMedCentral
Zurück zum Zitat King AR, Dotsey EY, Lodola A, Jung KM, Ghomian A, Qiu Y, Fu J, Mor M, Piomelli D (2009) Discovery of potent and reversible monoacylglycerol lipase inhibitors. Chem Biol 16(10):1045–1052CrossRefPubMedPubMedCentral King AR, Dotsey EY, Lodola A, Jung KM, Ghomian A, Qiu Y, Fu J, Mor M, Piomelli D (2009) Discovery of potent and reversible monoacylglycerol lipase inhibitors. Chem Biol 16(10):1045–1052CrossRefPubMedPubMedCentral
Zurück zum Zitat Kinsey SG, Long JZ, O’Neal ST, Abdullah RA, Poklis JL, Boger DL, Cravatt BF, Lichtman AH (2009) Blockade of endocannabinoid-degrading enzymes attenuates neuropathic pain. J Pharmacol Exp Ther 330(3):902–910CrossRefPubMedPubMedCentral Kinsey SG, Long JZ, O’Neal ST, Abdullah RA, Poklis JL, Boger DL, Cravatt BF, Lichtman AH (2009) Blockade of endocannabinoid-degrading enzymes attenuates neuropathic pain. J Pharmacol Exp Ther 330(3):902–910CrossRefPubMedPubMedCentral
Zurück zum Zitat Kinsey SG, Naidu PS, Cravatt BF, Dudley DT, Lichtman AH (2011a) Fatty acid amide hydrolase blockade attenuates the development of collagen-induced arthritis and related thermal hyperalgesia in mice. Pharmacol Biochem Behav 99(4):718–725CrossRefPubMedPubMedCentral Kinsey SG, Naidu PS, Cravatt BF, Dudley DT, Lichtman AH (2011a) Fatty acid amide hydrolase blockade attenuates the development of collagen-induced arthritis and related thermal hyperalgesia in mice. Pharmacol Biochem Behav 99(4):718–725CrossRefPubMedPubMedCentral
Zurück zum Zitat Kinsey SG, Nomura DK, O’Neal ST, Long JZ, Mahadevan A, Cravatt BF, Grider JR, Lichtman AH (2011b) Inhibition of monoacylglycerol lipase attenuates nonsteroidal anti-inflammatory drug-induced gastric hemorrhages in mice. J Pharmacol Exp Ther 338(3):795–802CrossRefPubMedPubMedCentral Kinsey SG, Nomura DK, O’Neal ST, Long JZ, Mahadevan A, Cravatt BF, Grider JR, Lichtman AH (2011b) Inhibition of monoacylglycerol lipase attenuates nonsteroidal anti-inflammatory drug-induced gastric hemorrhages in mice. J Pharmacol Exp Ther 338(3):795–802CrossRefPubMedPubMedCentral
Zurück zum Zitat Kress M, Kuner R (2009) Mode of action of cannabinoids on nociceptive nerve endings. Ex Brain Res 196(1):79–88CrossRef Kress M, Kuner R (2009) Mode of action of cannabinoids on nociceptive nerve endings. Ex Brain Res 196(1):79–88CrossRef
Zurück zum Zitat Martins MV, Estevam CS, Santos ALLM, Dias AS, Cupertino-da-Silva YK, Araújo-Júnior JX, Miranda ALP, Barreiro EJ, Pizza C, Piacente S, Montoro P, Quintans-Júnior LJ, Araujo BS, Alexandre-Moreira MS, Sant’Ana AEG (2012) Antinociceptive effects of an extract, fraction and an isolated compound of the stem bark of Maytenus rigida. Rev Bras Farmacogn 22(3):598–603CrossRef Martins MV, Estevam CS, Santos ALLM, Dias AS, Cupertino-da-Silva YK, Araújo-Júnior JX, Miranda ALP, Barreiro EJ, Pizza C, Piacente S, Montoro P, Quintans-Júnior LJ, Araujo BS, Alexandre-Moreira MS, Sant’Ana AEG (2012) Antinociceptive effects of an extract, fraction and an isolated compound of the stem bark of Maytenus rigida. Rev Bras Farmacogn 22(3):598–603CrossRef
Zurück zum Zitat Murillo-Rodríguez E, Palomero-Rivero M, Millán-Aldaco D, Di Marzo V (2013) The administration of endocannabinoid uptake inhibitors OMDM-2 or VDM-11 promotes sleep and decreases extracellular levels of dopamine in rats. Physiol Behav 109:88–95CrossRefPubMed Murillo-Rodríguez E, Palomero-Rivero M, Millán-Aldaco D, Di Marzo V (2013) The administration of endocannabinoid uptake inhibitors OMDM-2 or VDM-11 promotes sleep and decreases extracellular levels of dopamine in rats. Physiol Behav 109:88–95CrossRefPubMed
Zurück zum Zitat Pacheco DF, Reis GML, Francischi JN, Castro MSA, Perez AC, Duarte IDG (2005) δ-Opioid receptor agonist SNC80 elicits peripheral antinociception via δ1 and δ2 receptors and activation of the l-arginine/nitric oxide/cyclic GMP pathway. Life Sci 78(1):54–60CrossRefPubMed Pacheco DF, Reis GML, Francischi JN, Castro MSA, Perez AC, Duarte IDG (2005) δ-Opioid receptor agonist SNC80 elicits peripheral antinociception via δ1 and δ2 receptors and activation of the l-arginine/nitric oxide/cyclic GMP pathway. Life Sci 78(1):54–60CrossRefPubMed
Zurück zum Zitat Pacheco DF, Klein A, Perez AC, Pacheco CMF, Francischi JN, Duarte ID (2008) The μ-opioid receptor agonist morphine, but not agonists at δ- or κ-opioid receptors, induces peripheral antinociception mediated by cannabinoid receptors. Br J Pharmacol 154(5):1143–1149CrossRef Pacheco DF, Klein A, Perez AC, Pacheco CMF, Francischi JN, Duarte ID (2008) The μ-opioid receptor agonist morphine, but not agonists at δ- or κ-opioid receptors, induces peripheral antinociception mediated by cannabinoid receptors. Br J Pharmacol 154(5):1143–1149CrossRef
Zurück zum Zitat Pihlaja R, Takkinen J, Eskola O, Vasara J, López-Picón FR, Haaparanta-Solin M, Rinne JO (2015) Monoacylglycerol lipase inhibitor JZL184 reduces neuroinflammatory response in APdE9 mice and in adult mouse glial cells. J Neuroinflamm 12:81CrossRef Pihlaja R, Takkinen J, Eskola O, Vasara J, López-Picón FR, Haaparanta-Solin M, Rinne JO (2015) Monoacylglycerol lipase inhibitor JZL184 reduces neuroinflammatory response in APdE9 mice and in adult mouse glial cells. J Neuroinflamm 12:81CrossRef
Zurück zum Zitat Randall LO, Selitto JJ (1957) A method for measurement of analgesic activity on inflamed tissues. Arch Int Pharmacodyn Ther 111(4):409–419PubMed Randall LO, Selitto JJ (1957) A method for measurement of analgesic activity on inflamed tissues. Arch Int Pharmacodyn Ther 111(4):409–419PubMed
Zurück zum Zitat Rang HP, Dale MM, Ritter JM, Flower RJ (2007) Farmacologia, 6th edn. Elsevier, Rio de Janeiro Rang HP, Dale MM, Ritter JM, Flower RJ (2007) Farmacologia, 6th edn. Elsevier, Rio de Janeiro
Zurück zum Zitat Reis GM, Ramos MA, Pacheco DF, Klein A, Perez AC, Duarte ID (2011) Endogenous cannabinoid receptor agonist anandamide induces peripheral antinociception by activation of ATP-sensitive K+ channels. Life Sci 88(15–16):653–657CrossRefPubMed Reis GM, Ramos MA, Pacheco DF, Klein A, Perez AC, Duarte ID (2011) Endogenous cannabinoid receptor agonist anandamide induces peripheral antinociception by activation of ATP-sensitive K+ channels. Life Sci 88(15–16):653–657CrossRefPubMed
Zurück zum Zitat Rodrigues ARA, Duarte IDG (2000) The peripheral antinociceptive effect induced by morphine is associated with ATP-sensitive K+ channels. Br J Pharmacol 129(1):110–114CrossRefPubMedPubMedCentral Rodrigues ARA, Duarte IDG (2000) The peripheral antinociceptive effect induced by morphine is associated with ATP-sensitive K+ channels. Br J Pharmacol 129(1):110–114CrossRefPubMedPubMedCentral
Zurück zum Zitat Rodrigues VG, Duarte LP, Silva GDF, Silva FC, Góes JF, Takahashi JA, Pimenta LPS (2012) Evaluation of antimicrobial activity and toxic potential of extracts and triterpenes isolated from Maytenus imbricata. Quím Nova 35(7):1375–1380CrossRef Rodrigues VG, Duarte LP, Silva GDF, Silva FC, Góes JF, Takahashi JA, Pimenta LPS (2012) Evaluation of antimicrobial activity and toxic potential of extracts and triterpenes isolated from Maytenus imbricata. Quím Nova 35(7):1375–1380CrossRef
Zurück zum Zitat Romero TRL, Duarte ID (2012) N-Palmitoyl-ethanolamine (PEA) induces peripheral antinociceptive effect by ATP-sensitive K+-channel activation. J Pharmacol Sci 118(2):156–160CrossRefPubMed Romero TRL, Duarte ID (2012) N-Palmitoyl-ethanolamine (PEA) induces peripheral antinociceptive effect by ATP-sensitive K+-channel activation. J Pharmacol Sci 118(2):156–160CrossRefPubMed
Zurück zum Zitat Romero TRL, Galdino GS, Silva GC, Resende LC, Perez AC, Cortes SF, Duarte ID (2012) Involvement of the l-arginine/nitric oxide/cyclic guanosine monophosphate pathway in peripheral antinociception induced by N-palmitoyl-ethanolamine in rats. J Neurosci Res 90(7):1474–1479CrossRefPubMed Romero TRL, Galdino GS, Silva GC, Resende LC, Perez AC, Cortes SF, Duarte ID (2012) Involvement of the l-arginine/nitric oxide/cyclic guanosine monophosphate pathway in peripheral antinociception induced by N-palmitoyl-ethanolamine in rats. J Neurosci Res 90(7):1474–1479CrossRefPubMed
Zurück zum Zitat Romero TR, Resende LC, Guzzo LS, Duarte ID (2013a) CB1 and CB2 cannabinoid receptor agonists induce peripheral antinociception by activation of the endogenous noradrenergic system. Anesth Analg 116(2):463–472CrossRefPubMed Romero TR, Resende LC, Guzzo LS, Duarte ID (2013a) CB1 and CB2 cannabinoid receptor agonists induce peripheral antinociception by activation of the endogenous noradrenergic system. Anesth Analg 116(2):463–472CrossRefPubMed
Zurück zum Zitat Romero TR, Pacheco Dda F, Duarte ID (2013b) Probable involvement of Ca(2 +)-activated Cl(-) channels (CaCCs) in the activation of CB1 cannabinoid receptors. Life Sci 92(14–16):815–820CrossRefPubMed Romero TR, Pacheco Dda F, Duarte ID (2013b) Probable involvement of Ca(2 +)-activated Cl(-) channels (CaCCs) in the activation of CB1 cannabinoid receptors. Life Sci 92(14–16):815–820CrossRefPubMed
Zurück zum Zitat Silva LC, Romero TR, Guzzo LS, Duarte ID (2012) Participation of cannabinoid receptors in peripheral nociception induced by some NSAIDs. Braz J Med Biol Res 45(12):1240–1243CrossRefPubMedPubMedCentral Silva LC, Romero TR, Guzzo LS, Duarte ID (2012) Participation of cannabinoid receptors in peripheral nociception induced by some NSAIDs. Braz J Med Biol Res 45(12):1240–1243CrossRefPubMedPubMedCentral
Zurück zum Zitat Simmons MP, Cappa JJ, Archer RH, Ford AJ, Eichstedt D, Clevinger CC (2008) Phylogeny of the Celastreae (Celastraceae) and the relationships of Catha edulis (qat) inferred from morphological characters and nuclear and plastid genes. Mol Phylogenet Evol 48(2):745–757CrossRefPubMed Simmons MP, Cappa JJ, Archer RH, Ford AJ, Eichstedt D, Clevinger CC (2008) Phylogeny of the Celastreae (Celastraceae) and the relationships of Catha edulis (qat) inferred from morphological characters and nuclear and plastid genes. Mol Phylogenet Evol 48(2):745–757CrossRefPubMed
Zurück zum Zitat Sosa S, Morelli CF, Tubaro A, Cairoli P, Speranza G, Manitto P (2007) Anti-inflammatory activity of Maytenus senegalensis root extracts and of maytenoic acid. Phytomedicine 14(2–3):109–114CrossRefPubMed Sosa S, Morelli CF, Tubaro A, Cairoli P, Speranza G, Manitto P (2007) Anti-inflammatory activity of Maytenus senegalensis root extracts and of maytenoic acid. Phytomedicine 14(2–3):109–114CrossRefPubMed
Zurück zum Zitat Spivey AC, Weston M, Woodhead S (2002) Celastraceae sesquiterpenoids: biological activity and synthesis. Chem Soc Rev 31(1):43–59CrossRefPubMed Spivey AC, Weston M, Woodhead S (2002) Celastraceae sesquiterpenoids: biological activity and synthesis. Chem Soc Rev 31(1):43–59CrossRefPubMed
Zurück zum Zitat Stein C, Machelska H (2011) Modulation of peripheral sensory neurons by the immune system: implications for pain therapy. Pharmacol Rev 63(4):860–881CrossRefPubMed Stein C, Machelska H (2011) Modulation of peripheral sensory neurons by the immune system: implications for pain therapy. Pharmacol Rev 63(4):860–881CrossRefPubMed
Zurück zum Zitat Veloso CC, Rodrigues VG, Azevedo AO, Oliveira CO, Gomides LF, Duarte LP, Duarte ID, Klein A, Perez AC (2014a) Antinociceptive effects of Maytenus imbricata Mart. ex. Reissek (Celastraceae) root extract and its tingenone constituent. JMPR 8(1):68–76 Veloso CC, Rodrigues VG, Azevedo AO, Oliveira CO, Gomides LF, Duarte LP, Duarte ID, Klein A, Perez AC (2014a) Antinociceptive effects of Maytenus imbricata Mart. ex. Reissek (Celastraceae) root extract and its tingenone constituent. JMPR 8(1):68–76
Zurück zum Zitat Veloso CC, Rodrigues VG, Ferreira RCM, Duarte LP, Klein A, Duarte ID, Romero TRL, Perez AC (2014b) Tingenone, a pentacyclic triterpene, induces peripheral antinociception due to opioidergic activation. Planta Med 80:1615–1621CrossRef Veloso CC, Rodrigues VG, Ferreira RCM, Duarte LP, Klein A, Duarte ID, Romero TRL, Perez AC (2014b) Tingenone, a pentacyclic triterpene, induces peripheral antinociception due to opioidergic activation. Planta Med 80:1615–1621CrossRef
Zurück zum Zitat Veloso CC, Rodrigues VG, Ferreira RC, Duarte LP, Klein A, Duarte ID, Romero TR, Perez AC (2015) Tingenone, a pentacyclic triterpene, induces peripheral antinociception due to NO/cGMP and ATP-sensitive K(+) channels pathway activation in mice. Eur J Pharmacol 755:1–5CrossRef Veloso CC, Rodrigues VG, Ferreira RC, Duarte LP, Klein A, Duarte ID, Romero TR, Perez AC (2015) Tingenone, a pentacyclic triterpene, induces peripheral antinociception due to NO/cGMP and ATP-sensitive K(+) channels pathway activation in mice. Eur J Pharmacol 755:1–5CrossRef
Zurück zum Zitat Zimmermann M (1983) Ethical guidelines for investigations of experimental pain in conscious animals. Pain 16:109–110CrossRefPubMed Zimmermann M (1983) Ethical guidelines for investigations of experimental pain in conscious animals. Pain 16:109–110CrossRefPubMed
Metadaten
Titel
Tingenone, a pentacyclic triterpene, induces peripheral antinociception due to cannabinoid receptors activation in mice
verfasst von
C. C. Veloso
R. C. M. Ferreira
V. G. Rodrigues
L. P. Duarte
A. Klein
I. D. Duarte
T. R. L. Romero
A. C. Perez
Publikationsdatum
09.09.2017
Verlag
Springer International Publishing
Erschienen in
Inflammopharmacology / Ausgabe 1/2018
Print ISSN: 0925-4692
Elektronische ISSN: 1568-5608
DOI
https://doi.org/10.1007/s10787-017-0391-7

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