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The Antinociceptive and Anti-Inflammatory Activities of Caulerpin, a Bisindole Alkaloid Isolated from Seaweeds of the Genus Caulerpa
LaFI-Laboratório de Farmacologia e Imunidade, Instituto de Ciências Biológicas e da Saúde, Universidade Federal de Alagoas, Maceió, AL, Brazil
Laboratório de Tecnologia Farmacêutica, Universidade Federal da Paraíba, João Pessoa, PB, Brazil
Laboratório de Algas Marinhas-LAM, Departamento de Sistemática e Ecologia, Universidade Federal da Paraíba, João Pessoa, PB, Brazil
Laboratório de Pesquisa em Recursos Naturais, Instituto de Química e Biotecnologia, Universidade Federal de Alagoas, Maceió, AL, Brazil
* Authors to whom correspondence should be addressed.
Received: 16 October 2009; in revised form: 4 November 2009 / Accepted: 19 November 2009 / Published: 26 November 2009
Abstract: The antinociceptive and anti-inflammatory activity of caulerpin was investigated. This bisindole alkaloid was isolated from the lipoid extract of Caulerpa racemosa and its structure was identified by spectroscopic methods, including IR and NMR techniques. The pharmacological assays used were the writhing and the hot plate tests, the formalin-induced pain, the capsaicin-induced ear edema and the carrageenaninduced peritonitis. Caulerpin was given orally at a concentration of 100 μmol/kg. In the abdominal constriction test caulerpin showed reduction in the acetic acid-induced nociception at 0.0945 μmol (0.0103–1.0984) and for dypirone it was 0.0426 μmol (0.0092–0.1972). In the hot plate test in vivo the inhibition of nociception by caulerpin (100 μmol/kg, p.o.) was also favorable. This result suggests that this compound exhibits a central activity, without changing the motor activity (seen in the rotarod test). Caulerpin (100 μmol/kg, p.o.) reduced the formalin effects in both phases by 35.4% and 45.6%, respectively. The possible anti-inflammatory activity observed in the second phase in the formalin test of caulerpin (100 μmol/kg, p.o.) was confirmed on the capsaicin-induced ear edema model, where an inhibition of 55.8% was presented. Indeed, it was also observed in the carrageenan-induced peritonitis that caulerpin (100 μmol/kg, p.o.) exhibited anti-inflammatory activity, reducing significantly the number of recruit cells by 48.3%. Pharmacological studies are continuing in order to characterize the mechanism(s) responsible for the antinociceptive and anti-inflammatory actions and also to identify other active principles present in Caulerpa racemosa.
Keywords: Caulerpa racemosa; antinociceptive; anti-inflammatory; caulerpin
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De Souza, É.T.; Pereira de Lira, D.; Cavalcanti de Queiroz, A.; Costa da Silva, D.J.; Bezerra de Aquino, A.; Campessato Mella, E.A.; Prates Lorenzo, V.; De Miranda, G.E.C.; De Araújo-Júnior, J.X.; De Oliveira Chaves, M.C.; Barbosa-Filho, J.M.; Filgueiras de Athayde-Filho, P.; De Oliveira Santos, B.V.; Alexandre-Moreira, M.S. The Antinociceptive and Anti-Inflammatory Activities of Caulerpin, a Bisindole Alkaloid Isolated from Seaweeds of the Genus Caulerpa. Mar. Drugs 2009, 7, 689-704.
De Souza ÉT, Pereira de Lira D, Cavalcanti de Queiroz A, Costa da Silva DJ, Bezerra de Aquino A, Campessato Mella EA, Prates Lorenzo V, De Miranda GEC, De Araújo-Júnior JX, De Oliveira Chaves MC, Barbosa-Filho JM, Filgueiras de Athayde-Filho P, De Oliveira Santos BV, Alexandre-Moreira MS. The Antinociceptive and Anti-Inflammatory Activities of Caulerpin, a Bisindole Alkaloid Isolated from Seaweeds of the Genus Caulerpa. Marine Drugs. 2009; 7(4):689-704.
De Souza, Éverton Tenório; Pereira de Lira, Daysianne; Cavalcanti de Queiroz, Aline; Costa da Silva, Diogo José; Bezerra de Aquino, Anansa; Campessato Mella, Eliane A.; Prates Lorenzo, Vitor; De Miranda, George Emmanuel C.; De Araújo-Júnior, João Xavier; De Oliveira Chaves, Maria Célia; Barbosa-Filho, José Maria; Filgueiras de Athayde-Filho, Petrônio; De Oliveira Santos, Bárbara Viviana; Alexandre-Moreira, Magna Suzana. 2009. "The Antinociceptive and Anti-Inflammatory Activities of Caulerpin, a Bisindole Alkaloid Isolated from Seaweeds of the Genus Caulerpa." Mar. Drugs 7, no. 4: 689-704.