Abstract
Rutaecarpine, an alkaloid originally isolated from the unripe fruit ofEvodia rutaecarpa, has been shown to be anti-inflammatory as it inhibits cyclooxygenase-2. It induces the activities of hepatic CYP 1A2, 2B, and 2E1 in rats. A possible interaction between rutaecarpine and acetaminophen (APAP) was investigated in male Sprague Dawley rats in the present study. When 25 mg/kg APAP was intravenously administered concurrently with 80 mg/kg rutaecarpine, the area under the curve of1H in plasma was significantly decreased when compared to that of APAP alone. When the rats were pre-treated orally with 40 and 80 mg/kg rutaecarpine for 3 days, the % value of Cmax, and area under the curve of acetaminophen-sulfate conjugate were significantly decreased to 56.4% and 61.7% of the vehicle control group, respectively. These results suggest that rutaecarpine might cause changes in the pharmacokinetic parameters of APAP in rats.
Similar content being viewed by others
References
Brunner, L. J. and Bai, S., Simple and rapid assay for acetaminophen and conjugated metabolites in low-volume serum samples.J. Chromatogr. B, 732, 323–329 (1999).
Chiou, W. F., Liao, J. P., and Chen, C. F., Comparative study of the vasodilatory effects of three quinazoline alkaloids isolated fromEvodia rutaecarpa.J. Nat. Prod., 59, 374–378 (1996).
Genter, M. B., Liang, H. C., Gu, J., Ding, X., Negishi, M., McKinnon, R. A., and Nebert, D. W., Role of CYP2A5 and 2G1 in acetaminophen metabolism and toxicity in the olfactory mucosa of theCyp1a2(-/-)mouse.Biochem. Pharmacol., 55, 1819–1826 (1998).
Jan, W. C., Lin, L. C., Chen, C. F., and Tsai, T. H., Herb-drug interaction ofEvodia rutaecarpa extract on the pharmacokinetics of theophylline in rats.J. Ethnopharmacol., 102, 440–445 (2005).
Lee, S. H., Kim, S. I., Park, J. G., Lee, E. S., and Jahng, Y., A simple synthesis of rutaecarpine.Heterocylces, 55, 1555- 1559 (2001).
Lee, S. K., Kim, N. H., Lee, J., Kim, D. H., Lee, E. S., Choi, H. G., Chang, H. W., Jahng, Y., and Jeong, T. C., Induction of cytochrome P450s by rutaecarpine and metabolism of rutaecarpine by cytochrome P450s.Planta Med., 70, 753- 757 (2004).
Moon, T. C., Murakami, M., Kudo, I., Son, K. H., Kang, S. S., and Chang, H. W., A new class of COX-2 inhibitor, rutaecarpine fromEvodia rutaecarpa.Inflamm. Res., 48, 621–625 (1999).
Patten, C., Thomas, P., Guy, R., Lee, M., Gonzalez, F., Guengerich, P., and Yang, C., Cytochrome P450 enzymes involved in acetaminophen activation by rat and liver human microsomes and their kinetics.Chem. Res.Toxicol., 6, 511- 518 (1993).
Parkinson, A., Biotransformation of xenobiotics. In: Klaassen CD., editor. Casarett and Doull’s Toxicology: the Basic Science of Poisons. 6th ed. New York, McGraw-Hill. p 133- 224 (2001).
Thummel, K. E., Lee, C. A., Kunze, K. L., Nelson, S. D., and Slattery, J. T., Oxidation of acetaminophen to N-acetyl-p-ben- zoquinoneimine by human CYP3A4.Biochem. Pharmacol., 45, 1563–1569 (1993).
Tsai, T. H., Chang, C. H., and Lin, L. C., Effects ofEvodia rutaecarpa and rutaecarpine on the pharmacokinetics of caffeine in rats.Planta Med., 71, 640–645 (2005).
Ueng, Y. F., Tasi, T. H, Don, M. J., Chen, R. M., and Chen, T. L., Alteration of the pharmacokinetics of theophylline by rutaecarpine, an alkaloid of the medicinal herbEvodia rutaecarpa, in rats.J. Pharm. Pharmacol., 57, 227–232 (2005).
Ueng, Y. F., Don, M. J., Peng, H. C., Wang, S. Y., Wang, J. J., and Chen, C. F., Effects of Wu-chu-yu-tang and its compound herbs on drug-metabolizing enzymes.Jpn. J. Pharmacol., 89, 267–272 (2002a).
Ueng, Y. F., Ko, H. C., Chen, C. F., Wang, J. J., and Chen, K. T., Modulation of drug-metabolizing enzymes by extracts of a herbal medicineEvodia rutaecarpa in C57BL76J mice.Life Sci., 71, 1267–1277 (2002b).
Ueng, Y. F., Wang, J. J., Lin, L. C., Park, S. S., and Chen, C. F., Induction of cytochrome P450-dependent monooxy- genase in mouse liver and kidney by rutaecarpine, an alkaloid of the herbal drugEvodia rutaecarpa.Life Sci., 70, 207–217(2001).
Vertzoni, M. V., Archontaki, H. A., and Galanopoulou, P., Development and optimization of a reversed-phase high-performance liquid Chromatographic method for the determination of acetaminophen and its major metabolites in rabbit plasma and urine after a toxic dose.J. Pharm. Biomed. Anal., 32, 487–493 (2003).
Woo, H. G., Lee, C. H., Noh, M. S., Lee, J. J., Jung, Y. S., Baik, E. J., Moon, C. H., and Lee, S. H., Rutaecarpine, a quinazolinocarboline alkaloid, inhibits prostaglandin production in RAW264.7 macrophages.Planta Med., 67, 505- 509 (2001).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Lee, S.K., Bista, S.R., Jeong, H. et al. The effects of rutaecarpine on the pharmacokinetics of acetaminophen in rats. Arch Pharm Res 30, 1629–1634 (2007). https://doi.org/10.1007/BF02977334
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02977334