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Anti-inflammatory and Anti-arthritic Activities of 3,4-dihydro-2,2-dimethyl-2H-naphthol[1,2-b]pyran-5,6-dione (β-lapachone)

Abstract

Objective And Design: The purpose of this study was to evaluate the anti-inflammatory and anti-arthritic activities of 3,4-dihydro-2,2-dimethyl-2H-naphthol[1,2-b]pyran-5,6-dione (β-lapachone; β-lap) and to elucidate its probable mode of action.

Methods: Carrageenan-induced paw edema, cell migration evaluation and production of pro-inflammatory cytokines tumor necrosis factor (TNF)-α, interleukin (IL)-6 and nitric oxide were used for this study. Freund's complete adjuvant (FCA)-induced arthritis was used as a model of chronic inflammation. β-Lap was tested in doses of 40 and 60 mg/kg, orally.

Results: In the paw edema test, the dose of 60 mg/kg gave a higher percentage inhibition of edema (49.3 %) than control. β-Lap inhibited neutrophil migration and reduced concentrations of TNF-α, IL-6 and NO in peritoneal exudates of animals with peritonitis. In the arthritis test, β-lap inhibited edema and NO production in the serum of treated animals.

Conclusion: Significant anti-inflammatory and anti-arthritic activities were observed in animals treated with β-lap. The effects of β-lap can be attributed in part to immunomodulation with reduction of pro-inflammatory cytokines and NO.

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References
1.
Salvemini D, Wang Z, Wyatt P, Bourdon D, Marino M, Manning P . Nitric oxide: a key mediator in the early and late phase of carrageenan-induced rat paw inflammation. Br J Pharmacol. 1996; 118(4):829-38. PMC: 1909531. DOI: 10.1111/j.1476-5381.1996.tb15475.x. View

2.
Perez-Guerrero C, Herrera M, Ortiz R, Alvarez de Sotomayor M, Fernandez M . A pharmacological study of Cecropia obtusifolia Bertol aqueous extract. J Ethnopharmacol. 2001; 76(3):279-84. DOI: 10.1016/s0378-8741(01)00253-7. View

3.
Tudan C, Jackson J, Higo T, Burt H . The effect of inhibiting topoisomerase I and II on the anti-apoptotic response associated with pro-inflammatory crystals of calcium pyrophosphate dihydrate in human neutrophils. Inflamm Res. 2003; 52(1):8-17. DOI: 10.1007/s000110300008. View

4.
Krishnan P, Bastow K . Novel mechanism of cellular DNA topoisomerase II inhibition by the pyranonaphthoquinone derivatives alpha-lapachone and beta-lapachone. Cancer Chemother Pharmacol. 2001; 47(3):187-98. DOI: 10.1007/s002800000221. View

5.
Ferreira S, Salomao K, de Carvalho da Silva F, Pinto A, Kaiser C, Pinto A . Synthesis and anti-Trypanosoma cruzi activity of β-lapachone analogues. Eur J Med Chem. 2011; 46(7):3071-7. DOI: 10.1016/j.ejmech.2011.03.012. View