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Kaurenoic Acid from Sphagneticola trilobata Inhibits Inflammatory Pain: Effect on Cytokine Production and Activation of the NO–Cyclic GMP–Protein Kinase G–ATP-Sensitive Potassium Channel Signaling Pathway

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Departamento de Ciências Patológicas−Centro de Ciências Biológicas, Universidade Estadual de Londrina, 86051990 Londrina, Brazil
Departamento de Ciências Farmacêuticas−Centro de Ciências de Saúde, Universidade Estadual de Londrina, 86039440 Londrina, Brazil
§ Núcleo de Pesquisa em Ciências Exatas e Tecnológicas, Universidade de Franca, Franca 14404600, Brazil
Department of Pharmacology, Faculty of Medicine of Ribeirão Preto, University of São Paulo, Ribeirão Preto 14049900, Brazil
*Tel: + 55 43 3371 4979. Fax: + 55 43 3371 4387. E-mail: [email protected]; [email protected]
Cite this: J. Nat. Prod. 2012, 75, 5, 896–904
Publication Date (Web):May 10, 2012
https://doi.org/10.1021/np200989t
Copyright © 2012 The American Chemical Society and American Society of Pharmacognosy

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    Abstract

    Abstract Image

    Kaurenoic acid [ent-kaur-16-en-19-oic acid (1)] is a diterpene present in several plants including Sphagneticola trilobata. The only documented evidence for its antinociceptive effect is that it inhibits the writhing response induced by acetic acid in mice. Therefore, the analgesic effect of 1 in different models of pain and its mechanisms in mice were investigated further. Intraperitoneal and oral treatment with 1 dose-dependently inhibited inflammatory nociception induced by acetic acid. Oral treatment with 1 also inhibited overt nociception-like behavior induced by phenyl-p-benzoquinone, complete Freund’s adjuvant (CFA), and both phases of the formalin test. Compound 1 also inhibited acute carrageenin- and PGE2-induced and chronic CFA-induced inflammatory mechanical hyperalgesia. Mechanistically, 1 inhibited the production of the hyperalgesic cytokines TNF-α and IL-1β. Furthermore, the analgesic effect of 1 was inhibited by l-NAME, ODQ, KT5823, and glybenclamide treatment, demonstrating that such activity also depends on activation of the NO–cyclic GMP–protein kinase G–ATP-sensitive potassium channel signaling pathway, respectively. These results demonstrate that 1 exhibits an analgesic effect in a consistent manner and that its mechanisms involve the inhibition of cytokine production and activation of the NO–cyclic GMP–protein kinase G–ATP-sensitive potassium channel signaling pathway.

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