Hydrastine pharmacokinetics and metabolism after a single oral dose of goldenseal (Hydrastis canadensis) to humans

Drug Metabolism and Disposition

Volumn 43, Issue 4, 2015, Pages 534-552

  Gupta, Prem K ^a   Barone, Gary ^b   Gurley, Bill J ^a   Fifer, E Kim ^a   Hendrickson, Howard P ^a  

^a UNIVERSITY OF ARKANSAS FOR MEDICAL SCIENCES   (United States)

^b UNIVERSITY OF ARKANSAS FOR MEDICAL SCIENCES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; BERBERINE; CANADALINE; HYDRASTINE; HYDRASTIS CANADENSIS EXTRACT; KETONE; LACTONE; SULFATASE; UNCLASSIFIED DRUG; BENZYLISOQUINOLINE DERIVATIVE;

ADULT; AREA UNDER THE CURVE; AROMATIZATION; ARTICLE; BIOTRANSFORMATION; BLOOD SAMPLING; CONTROLLED STUDY; DEHYDROGENATION; DEMETHYLATION; DRUG ABSORPTION; DRUG DISPOSITION; DRUG ELIMINATION; DRUG HALF LIFE; DRUG METABOLISM; DRUG STRUCTURE; FEMALE; HELIX POMATIA; HUMAN; HYDRASTIS; HYDROLYSIS; HYDROXYLATION; LIQUID CHROMATOGRAPHY; MALE; MASS SPECTROMETRY; MAXIMUM PLASMA CONCENTRATION; PHARMACOKINETICS; PHARMACOLOGICAL PARAMETERS; PILOT STUDY; PRIORITY JOURNAL; QUADRUPOLE MASS SPECTROMETRY; SINGLE DRUG DOSE; TANDEM MASS SPECTROMETRY; BLOOD; CHEMISTRY; DIET SUPPLEMENTATION; DRUG DETOXIFICATION; DRUG STABILITY; METABOLISM; NORMAL HUMAN; ORAL DRUG ADMINISTRATION; TISSUE DISTRIBUTION; URINE;

BOVINAE; HELIX POMATIA; HYDRASTIS CANADENSIS;

ADMINISTRATION, ORAL; BENZYLISOQUINOLINES; CHROMATOGRAPHY, LIQUID; DIETARY SUPPLEMENTS; DRUG STABILITY; FEMALE; HEALTHY VOLUNTEERS; HUMANS; HYDRASTIS; MALE; METABOLIC DETOXICATION, PHASE I; METABOLIC DETOXICATION, PHASE II; PILOT PROJECTS; TANDEM MASS SPECTROMETRY; TISSUE DISTRIBUTION;

EID: 84940395898     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.114.059410     Document Type: Article

References (32)

1. Abdel-Haq H., Cometa MF, Palmery M, Leone M.G., Silvestrini B., and Saso L (2000) Relaxant effects of Hydrastis canadensis L. and its major alkaloids on guinea pig isolated trachea. Pharmacol Toxicol 87:218-222.
2. Abourashed EA and Khan IA (2001) High-performance liquid chromatography determination of hydrastine and berberine in dietary supplements containing goldenseal. J Pharm Sci 90:817-822.
3. Banoglu E (2000) Current status of the cytosolic sulfotransferases in the metabolic activation of promutagens and procarcinogens. Curr Drug Metab 1:1-30.
4. Blaskó G, Gula DJ, and Shamma M (1982) The phthalideisoquinoline alkaloids. J Nat Prod 45: 105-122.
5. Blumenthal M, Brinckmann J, and Wollschlaeger B (2003) The ABC clinical guide to herbs, American Botanical Council, Austin, TX.
6. Chatterjee P and Franklin MR (2003) Human cytochrome p450 inhibition and metabolic-intermediate complex formation by goldenseal extract and its methylenedioxyphenyl components. Drug Metab Dispos 31:1391-1397.
7. Chen JL, Zhang YL, Dong Y, Gong J.Y., and Cui HM (2013) [CYP450 enzyme inhibition of berberine in pooled human liver microsomes by cocktail probe drugs]. Zhongguo Zhong Yao Za Zhi 38:2009-2014.
8. Chen XW, Serag ES, Sneed K.B., and Zhou SF (2011) Herbal bioactivation, molecular targets and the toxicity relevance. Chem Biol Interact 192:161-176.
9. Chlebek J, Macakova K, Cahlikovi L., Kurfurst M, Kunes J, and Opletal L (2011) Acetylcholinesterase and butyrylcholinesterase inhibitory compounds from Corydalis cava (Fumariaceae). Nat Prod Commun 6:607-610.
10. Dodgson KS and Powell GM (1959) Studies on sulphatases. 26. Arylsulphatase activity in the digestive juice and digestive gland of Helix pomatia. Biochem J 73:666-671.
11. Dunnick JK, Singh B, Nyska A., Peckham J, Kissling GE, and Sanders JM (2011) Investigating the potential for toxicity from long-term use of the herbal products, goldenseal and milk thistle. Toxicol Pathol 39:398-409.
12. Etheridge AS, Black SR, Patel P.R., So J., and Mathews JM (2007) An in vitro evaluation of cytochrome P450 inhibition and P-glycoprotein interaction with goldenseal, Ginkgo biloba, grape seed, milk thistle, and ginseng extracts and their constituents. Planta Med 73:731-741.
13. Fang ZZ, Krausz KW, Li F, Cheng J., Tanaka N, and Gonzalez FJ (2012) Metabolic map and bioactivation of the anti-tumour drug noscapine. Br J Pharmacol 167:1271-1286.
14. Godugu C, Patel AR, Doddapaneni R, Somagoni J., and Singh M (2014) Approaches to improve the oral bioavailability and effects of novel anticancer drugs berberine and betulinic acid. PLoS ONE 9:e89919.
15. Gupta PK, Hubbard M, Gurley B., and Hendrickson HP (2009) Validation of a liquid chromatography-tandem mass spectrometric assay for the quantitative determination of hydrastine and berberine in human serum. J Pharm Biomed Anal 49:1021-1026.
16. Gurley BJ, Swain A, Barone G.W., Williams DK, Breen P, Yates CR, Stuart L.B., Hubbard MA, Tong Y, and Cheboyina S (2007) Effect of goldenseal (Hydrastis canadensis) and kava kava (Piper methysticum) supplementation on digoxin pharmacokinetics in humans. Drug Metab Dispos 35:240-245.
17. Gurley BJ, Swain A, Hubbard M.A., Hartsfield F., Thaden J, Williams DK, Gentry W.B., and Tong Y (2008a) Supplementation with goldenseal (Hydrastis canadensis), but not kava kava (Piper methysticum), inhibits human CYP3A activity in vivo. Clin Pharmacol Ther 83:61-69.
18. Gurley BJ, Swain A, Hubbard M.A., Williams DK, Barone G, Hartsfield F, Tong Y., Carrier DJ, Cheboyina S, and Battu SK (2008b) Clinical assessment of CYP2D6-mediated herb-drug interactions in humans: effects of milk thistle, black cohosh, goldenseal, kava kava, St. John's wort, and Echinacea. Mol Nutr Food Res 52:755-763.
19. Le PM, McCooeye M, and Windust A (2014) Application of UPLC-QTOF-MS in MS(E) mode for the rapid and precise identification of alkaloids in goldenseal (Hydrastis canadensis). Anal Bioanal Chem 406:1739-1749.
20. Lin FW, Wang JJ, and Wu TS (2002) New pavine N-oxide alkaloids from the stem bark of Cryptocarya chinensis Hemsl. Chem Pharm Bull (Tokyo) 50:157-159.
21. McNaught KS, Thull U, Carrupt P.A., Altomare C., Cellamare S, Carotti A, Testa B., Jenner P, and Marsden CD (1996a) Effects of isoquinoline derivatives structurally related to 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) on mitochondrial respiration. Biochem Pharmacol 51:1503-1511.
22. McNaught KS, Thull U, Carrupt P.A., Altomare C., Cellamare S, Carotti A, Testa B., Jenner P, and Marsden CD (1996b) Inhibition of [3H]dopamine uptake into striatal synaptosomes by isoquinoline derivatives structurally related to 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine. Biochem Pharmacol 52:29-34.
23. McNaught KS, Thull U, Carrupt P.A., Altomare C., Cellamare S, Carotti A, Testa B., Jenner P, and Marsden CD (1996c) Nigral cell loss produced by infusion of isoquinoline derivatives structurally related to 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine. Neurodegeneration 5:265-274.
24. Messana I, La BR, and Galeffi C (1980) The alkaloids of Hydrastis canadensis L. (Ranunculaceae). Two new alkaloids: hydrastidine and isohydrastidine. Gazz Chim Ital 110:539-543.
25. Perez-Vizcaino F., Duarte J, and Santos-Buelga C (2012) The flavonoid paradox: conjugation and deconjugation as key steps for the biological activity of flavonoids. J Sci Food Agric 92: 1822-1825.
26. Raner GM, Cornelious S, Moulick K., Wang Y, Mortenson A, and Cech NB (2007) Effects of herbal products and their constituents on human cytochrome P450(2E1) activity. Food Chem Toxicol 45:2359-2365.
27. Tsunoda N and Yoshimura H (1979) Metabolic fate of noscapine. II. Isolation and identification of novel metabolites produced by C-C bond cleavage. Xenobiotica 9:181-187.
28. Tsunoda N and Yoshimura H (1981) Metabolic fate of noscapine. III. Further studies on identification and determination of the metabolites. Xenobiotica 11:23-32.
29. Weber HA, Zart MK, Hodges A.E., Molloy HM, O'Brien BM, Moody LA, Clark A.P., Harris RK, Overstreet JD, and Smith CS (2003) Chemical comparison of goldenseal (Hydrastis canadensis L.) root powder from three commercial suppliers. J Agric Food Chem 51: 7352-7358.
30. Yi L, Dratter J, Wang C., Tunge JA, and Desaire H (2006) Identification of sulfation sites of metabolites and prediction of the compounds' biological effects. Anal Bioanal Chem 386: 666-674.
31. Yin SY, Lee JJ, Kim Y.M., Jin CM, Yang YJ, Kang MH, Kai M, and Lee MK (2004) Effects of (1R,9S)-b-hydrastine on l-DOPA-induced cytotoxicity in PC12 cells. Eur J Pharmacol 488: 71-77.
32. Zhang L, Zuo Z, and Lin G (2007) Intestinal and hepatic glucuronidation of flavonoids. Mol Pharm 4:833-845.