A sensitive and selective liquid chromatography-tandem mass spectrometry method for simultaneous determination of five isoquinoline alkaloids from Chelidonium majus L. in rat plasma and its application to a pharmacokinetic study

Journal of Mass Spectrometry

Volumn 48, Issue 1, 2013, Pages 111-118

  Zhou, Qiuhong ^a   Liu, Youping ^a   Wang, Xin ^a   Di, Xin ^a  

^a SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

Chelidonium majus L; isoquinoline alkaloids; LC MS MS; pharmacokinetics; plasma

Indexed keywords

ANALYTES; CHELERYTHRINE; CHELIDONIUM MAJUS L; CHROMATOGRAPHIC SEPARATIONS; COPTISINE; INTERNAL STANDARDS; INTRAGASTRIC ADMINISTRATION; IONIZATION MODES; ISOCRATIC MOBILE PHASE; ISOQUINOLINES; LC-MS/MS; LIQUID CHROMATOGRAPHY-TANDEM MASS SPECTROMETRY; LOWER LIMITS; MASS SPECTROMETRIC DETECTION; MEDICINAL PLANTS; PALMATINE; PHARMACOKINETIC STUDIES; PHARMACOLOGICAL EFFECTS; PLASMA SAMPLES; RAT PLASMA; SANGUINARINE; SELECTED REACTION MONITORING; SIMULTANEOUS DETERMINATIONS;

ACETONITRILE; BODY FLUIDS; CHROMATOGRAPHY; DICHLOROMETHANE; DRUG PRODUCTS; ELECTROSPRAY IONIZATION; FORMIC ACID; HIGH PRESSURE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NITROGEN COMPOUNDS; PHARMACOKINETICS; PLASMAS;

METABOLITES;

CHELERYTHRINE; CHELIDONINE; CHELIDONIUM EXTRACT; COPTISINE; DICHLOROMETHANE; FORMIC ACID; PALMATINE; PROTOPINE; SANGUINARINE;

ACCURACY; AREA UNDER THE CURVE; ARTICLE; BIOLOGICAL MONITORING; BLOOD SAMPLING; CHELIDONIUM; CONTROLLED STUDY; DRUG BLOOD LEVEL; DRUG DETERMINATION; DRUG ELIMINATION; DRUG HALF LIFE; DRUG RETENTION; ELECTROSPRAY MASS SPECTROMETRY; FLOW RATE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIQUID CHROMATOGRAPHY; MAXIMUM PLASMA CONCENTRATION; NONHUMAN; PH; PRIORITY JOURNAL; QUANTITATIVE ANALYSIS; RAT; SELECTED REACTION MONITORING; SENSITIVITY ANALYSIS; STRUCTURE ACTIVITY RELATION; TANDEM MASS SPECTROMETRY;

ANIMALS; BERBERINE ALKALOIDS; CHELIDONIUM; CHROMATOGRAPHY, LIQUID; DRUG STABILITY; ISOQUINOLINES; LINEAR MODELS; MALE; PLANT EXTRACTS; RATS; RATS, WISTAR; REPRODUCIBILITY OF RESULTS; TANDEM MASS SPECTROMETRY;

CHELIDONIUM MAJUS; PAPAVERACEAE; RATTUS;

EID: 84872288345     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.3133     Document Type: Article

References (35)

1. M. L. Colombo, E. Bosisio,. Pharmacological activities of Chelidonium majus L. (Papaveraceae). Pharmacol. Res. 1996, 33, 127.
2. M. Gerenčer, P. L. Turecek, O. Kistner, A. Mitterer, H. S. Dacho, N. P. Barrett,. In vitro and in vivo anti-retroviral activity of the substance purified from the aqueous extract of Chelidonium majus L. Antivir. Res. 2006, 72, 153.
3. O. C. Matos, J. Baeta, M. J. Silva, C. P. Pinto Ricardo,. Sensitivity of Fusarium strains to Chelidonium majus L. extracts. J. Ethnopharmacol. 1999, 66, 151.
4. Y. C. Lee, S. H. Kim, S. S. Roh, H. Y. Choi, Y. B. Seo,. Suppressive effects of Chelidonium majus methanol extract in knee joint, regional lymph nodes, and spleen on collagen-induced arthritis in mice. J. Ethnopharmacol. 2007, 112, 40.
5. B. Antara, P. Surajit, J. B. Surjyo, K. Susanta, R. Naoual, B. Philippe, K. B. Anisur Rahman,. Chelidonium majus 30C and 200C in induced hepato-toxicity in rats. Homeopathy 2010, 99, 167.
6. J. Vrba, E. Vrublova, M. Modriansky, J. Ulrichova,. Protopine and allocryptopine increase mRNA levels of cytochromes P450 1A in human hepatocytes and HepG2 cells independently of AhR. Toxicol. Lett. 2011, 203, 135.
7. M. E. Isolani, D. Pietra, L. Balestrini, A. Borghini, P. Deri, M. Imbriani, A. M. Bianucci, R. Batistoni,. The in vivo effect of chelidonine on the stem cell system of planarians. Eur. J. Pharmacol. 2012, 686, 1.
8. J. Lenfeld, M. Kroutil, E. Marsalek, J. Slavik, V. Preininger, V. Simanek,. Anti-inflammatory activity of quaternary benzophenanthridine alkaloids from Chelidonium majus. Planta Med. 1981, 43, 161.
9. J. E. Park, T. D. Cuong, T. M. Hung, I. S. Lee, M. K. Na, J. C. Kim, S. W. Ryoo, J. H. Lee, J. S. Choi, M. H. Woo, B. S. Min,. Alkaloids from Chelidonium majus and their inhibitory effects on LPS-induced NO production in RAW 264.7 cells. Bioorg. Med. Chem. Lett. 2011, 21, 6960.
10. F. Meng, G. Zuo, X. Hao, G. Wang, H. Xiao, J. Zhang, G. Xu,. Antifungal activity of the benzo[c]phenanthridine alkaloids from Chelidonium majus Linn against resistant clinical yeast isolates. J. Ethnopharmacol. 2009, 125, 494.
11. J. Vrba, P. Doležel, J. Vičar, J. Ulrichová,. Cytotoxic activity of sanguinarine and dihydrosanguinarine in human promyelocytic leukemia HL-60 cells. Toxicol. in Vitro 2009, 23, 580.
12. C. Bugatti, M. L. Colombo, F. Tome,. High-performance liquid chromatographic separation of quaternary alkaloids of Chelidonium majus L. roots. J. Chromatogr. 1987, 393, 312.
13. C. Niu, L. He,. Determination of isoquinoline alkaloids in Chelidonium majus L. by ion-pair high-performance liquid chromatography. J. Chromatogr. 1991, 542, 193.
14. J. Suchomelová, H. Bochořáková, H. Paulová, P. Musil, E. Táborská,. HPLC quantification of seven quaternary benzo[c]phenanthridine alkaloids in six species of the family Papaveraceae. J. Pharm. Biomed. Anal. 2007, 44, 283.
15. J. Zuo, L. Bai, X. Lu Song, Y. Gu, C. Zhao,. Simultaneous determination of sanguinarine, berberine and chelerythrine in Chelidonium majus L. by RP-HPLC. Chin. J. Pharm. Anal. 2008, 28, 903.
16. Y. Gu, D. Qian, J. Duan, Z. Wang, J. Guo, Y. Tang, S. Guo,. Simultaneous determination of seven main alkaloids of Chelidonium majus L. by ultra-performance LC with photodiode-array detection. J. Sep. Sci. 2010, 33, 1004.
17. Q. Liu, Y. Liu, M. Guo, X. Luo, S. Yao,. A simple and sensitive method of nonaqueous capillary electrophoresis with laser-induced native fluorescence detection for the analysis of chelerythrine and sanguinarine in Chinese herbal medicines. Talanta 2006, 70, 202.
18. H. Stuppner, M. Ganzera,. Application of β-cyclodextrin for the analysis of the main alkaloids from Chelidonium majus by capillary electrophoresis. J. Chromatogr. A 1995, 717, 271.
19. M. Kulp, O. Bragina, P. Kogerman, M. Kaljurand,. Capillary electrophoresis with led-induced native fluorescence detection for determination of isoquinoline alkaloids and their cytotoxicity in extracts of Chelidonium majus L. J. Chromatogr. A 2011, 1218, 5298.
20. Q. Zhou, Y. Liu, X. Wang, X. Di,. Microwave-assisted extraction in combination with capillary electrophoresis for rapid determination of isoquinoline alkaloids in Chelidonium majus L. Talanta 2012, 99, 932.
21. J. L. Wolfender, M. Maillard, K. Hostettmann,. Thermospray liquid chromatography-mass spectrometry in phytochemical analysis. Phytochem. Anal. 1994, 5, 153.
22. T. Bartõk, G. Szöllösi, K. Felföldi, M. Bartõk, J. Thiel,. New results on the mass spectra of cinchona alkaloids. J. Mass Spectrom. 2000, 35, 711.
23. J. Stöckigt, Y. Sheludko, M. Unger, I. Gerasimenko, H. Warzecha, D. Stöckigt,. High-performance liquid chromatographic, capillary electrophoretic and capillary electrophoretic-electrospray ionisation mass spectrometric analysis of selected alkaloid groups. J. Chromatogr. A 2002, 967, 85.
24. U. D. Renner, R. Oertel, W. Kirch,. Pharmacokinetics and pharmacodynamics in clinical use of scopolamine. Ther. Drug Monit. 2005, 27, 655.
25. M. Yang, J. Sun, Z. Lu, G. Chen, S. Guan, X. Liu, B. Jiang, M. Ye, D. A. Guo,. Phytochemical analysis of traditional Chinese medicine using liquid chromatography coupled with mass spectrometry. J. Chromatogr. A 2009, 1216, 2045.
26. R. Večeřa, B. Klehdus, P. Konsina, M. Stiborova, S. Smrček, J. Vičar, Z. Dvořák, J. Ulrichová, V. Kunán, P. Anzennbacher, V. Šimánek,. Disposition of sanguinarine in the rat. Xenobiotica 2007, 5, 549.
27. 2 extracts from real and spiked plasma samples. Talanta 2007, 72, 1348.
28. H. Ma, Y. Wang, T. Guo, Z. He, X. Chang, X. Pu,. Simultaneous determination of tetrahydropalmatine, protopine, and palmatine in rat plasma by LC-ESI-MS and its application to a pharmacokinetic study. J. Pharm. Biomed. Anal. 2009, 49, 440.
29. FDA. Guidance for Industry: Bioanalytical Method Validation, 2001. http://www/fda.gov/cder/guidance/index.htm
30. L. A. Mitscher, Y. H. Park, D. Clark, G. W. Clark 3rd, P. D. Hammesfahr, W. N. Wu, J. L. Beal,. Antimicrobial agents from higher plants. An investigation of Hunnemannia fumariaefolia pseudoalcoholates of sanguinarine and chelerythrine. Lloydia 1978, 41, 145.
31. A. Zdařilová, R. Vrzal, M. Rypka, J. Ulrichová, Z. Dvořák,. Investigation of sanguinarine and chelerythrine effects on CYP1A1 expression and activity in human hepatoma cells. Food Chem. Toxicol. 2006, 44, 242.
32. 32P- postlabeling technique. Chem. Biol. Interact. 2002, 140, 231.
33. J. Ulrichová, D. Walterová, C. Vavrečková, V. Kamarád, V. Šimánek,. Cytotoxicity of benzo[c] phenanthridinium alkaloids in isolated rat hepatocytes. Phytother. Res. 1996, 10, 220.
34. M. Adler, K. Appel, T. Canal, P. Corvi Mora, R. Delfino, R. Gennaro, K. Gritzko, L. Pascolo, F. Ruzzier, C. Tiribelli, B. Wallner, J. Schulze,. Effects of Chelidonium majus extracts in human hepatocytes in vitro. Toxicol. Lett. 2006, 164, 15.
35. G. Mazzanti, A. D. Sotto, A. Franchitto, C. L. Mammola, P. Mariani, S. Mastrangelo, F. M. Ippolito, A. Vitalone,. Chelidonium majus is not hepatotoxic in Wistar rats, in a 4 weeks feeding experiment. J. Ethnopharmacol. 2009, 126, 518.