Quantitative analysis by HPLC-MS2 of the Pyrrolizidine alkaloid adonifoline in Senecio scandens

Phytochemical Analysis

Volumn 19, Issue 1, 2008, Pages 25-31

  Zhang, Fang ^a   Wang, Chang Hong ^a   Wang, Wan ^b   Chen, Lu Xin ^b   Ma, Hong Yan ^b   Zhang, Chao Feng ^b   Zhang, Mian ^b   Bligh, S W Annie ^c   Wang, Zheng Tao ^a,b  

^a SHANGHAI UNIVERSITY OF TRADITIONAL CHINESE MEDICINE   (China)

^b CHINA PHARMACEUTICAL UNIVERSITY   (China)

^c LONDON METROPOLITAN UNIVERSITY   (United Kingdom)

Author keywords

Adonifoline; Hepatotoxic pyrrolizidine alkaloids; HPLC MS2; Quantitative determination; Senecio scandens

Indexed keywords

EXTRACTION; METABOLITES; PLANT EXTRACTS;

ADONIFOLINE; CHINESE HERBS; HEPATOTOXIC PYRROLIZIDINE ALKALOID; HPLC-MS; HPLC-MS2; ORTHOGONAL DESIGN TEST; PYRROLIZIDINE ALKALOID; QUANTITATIVE DETERMINATIONS; QUANTITATIVE METHOD; SENECIO SCANDEN;

ALKALOIDS;

ADONIFOLINE; FORMIC ACID; PLANT EXTRACT; PYRROLIZIDINE ALKALOID; SENECIO SCANDENS EXTRACT; UNCLASSIFIED DRUG;

ACCURACY; AQUEOUS SOLUTION; ARTICLE; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG DETERMINATION; DRUG ISOLATION; DRUG STRUCTURE; FLOWER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NONHUMAN; PLANT LEAF; PLANT ROOT; PLANT STEM; QUANTITATIVE ANALYSIS; REPRODUCIBILITY; SENECIO; SENECIO SCANDENS; SENSITIVITY ANALYSIS; STRUCTURE ANALYSIS;

SENECIO SCANDENS;

EID: 39049114506     PISSN: 09580344     EISSN: 10991565     Source Type: Journal    
DOI: 10.1002/pca.1009     Document Type: Article

References (43)

1. Bartkowski JPB, Wiedenfeld H, Rõeder E. 1997. Quantitative photometric determination of senkirkine in Farfarae folium. Phytochem Anal 8: 1-4.
2. Birecka H, Catalfamo JL, Eisen RN. 1981. A sensitive method for detection and quantitative determination of pyrrolizidine alkaloids. Phytochemistry 20: 343-344.
3. Chen LX, Ma HY, Zhang M, Zhang CF, Wang ZT, 2006. Studies on constituents in herb of Senecio scandens. Zhongguo Zhong Yao Za Zhi 31: 1872-1875.
4. Chizzola R. 1994. Rapid sample preparation technique for the determination of pyrrolizidine alkaloids in plant extracts. J Chromatogr A 668: 427-433.
5. Crews C, Startin JR, Clarke PA, 1997. Determination of pyrrolizidine alkaloids in honey from selected sites by solid phase extraction and HPLC-MS. Food Addit Contam 14: 419-428.
6. Culvenor CCJ. 1985. Pyrrollzidine alkaloids: some aspects of the Australian involvement. Trends Pharmac Sci 6: 18-22.
7. Frõlich C, Hartmann T, Ober D. 2006. Tissue distribution and biosynthesis of 1,2-saturated pyrrolizidine alkaloids in Phalaenopsis hybrids (Orchidaceae). Phytochemistry 67: 1493-1502.
8. Hartmann T, Ehmke A, Eilert U, von Borstel K, Theuring C. 1989. Sites of synthesis, translocation and accumulation of pyrrollzidine alkaloid N-oxides in Senecio vulgaris L. Planta 177: 98-107.
9. Holzer G, Zalkow LH, Asibal CF. 1987. Capillary supercritical fluid chromatography of pyrrolizidine alkaloids. J Chromatogr 400: 317-322.
10. Hösch G, Wiedenfeld H, Dingermann Th, Röder E. 1996. A new high performance liquid chromatography method for the simultaneous quantitative analysis of pyrrolizidine alkaloids and their N-oxides in plant material. Phytochem Anal 7: 284-288.
11. Huxtable RJ. 1989. Human health implications of pyrrolizidine alkaloids and herbs containing them. In Toxicants of Plant Origin, Vol. 1, Cheeke PR (ed.). CRC Press Inc.: Boca Raton: 41-86.
12. Huxtable RJ. 1990. Activation and pulmonary toxicity of pyrrolizidine alkaloids. Pharmac Ther 47: 371-389.
13. Ji LL, Zhao XG, Chen L, Zhang M, Wang ZT. 2002. Pyrrolizidine alkaloid clivorine inhibits human normal liver L-02 cells growth and activates p38 mitoge-activated protein kinase in L-02 cells. Toxicon 40: 1685-1690.
14. Ji LL, Zhang M, Sheng YC, Wang ZT. 2005. Pyrrolizidine alkaloid clivorine induces apoptosis in human normal liver L-02 cells and reduces the expression of p53 protein. Toxicol In Vitro 19: 41-46.
15. Lin G, Zhou KY, Zhao XG, Wang ZT, But PPH. 1998. Determination of hepatotoxic pyrrolizidine alkaloids by on-line high performance liquid chromatography mass spectrometry with an electrospray interface. Rapid Commun Mass Spectrum 12: 1445-1456.
16. Logie CG, Grue MR, Liddell JR. 1994. Proton NMR spectroscopy of pyrrolizidine alkaloids. Phytochemistry 37: 43-109.
17. Mattocks AR. 1967. Detection of pyrrolizidine alkaloids on thin-layer chromatograms. J Chromatogr A 27: 505-508.
18. Mattocks AR. 1986. Chemistry and Toxicology of Pyrrolizidine Alkaloid. Academic Press: New York; 1-26.
19. Molyneux RJ, Roitman JN. 1980. Specific detection of pyrrolizidine alkaloids on thin-layer chromatograms. J Chromatogr A 195: 412-415.
20. Molyneux RJ, Johnson AE, Roitman JN, Benson ME. 1979. Chemistry of toxic range plants. Determination of pyrrolizidine alkaloid content and composition in Senecio species by nuclear magnetic resonance spectroscopy. J Agric Food Chem 27: 494-499.
21. Mroczek T, Ndjoko K, Glowniak K, Hostettmann K. 2004. On-line structure characterization of pyrrolizidine alkaloids in Onosma stellulatum and Emilia coccinea by liquid chromatography-ion-trap mass spectrometry. J Chromatogr A 1056: 91-97.
22. 13C NMR spectroscopy. Magn Reson Chem 27: 754-759.
23. Prakash AS, Pereira TN, Reilly PEB, Seawright AA. 1999. Pyrrolizidine alkaloids in human diet. Mutat Res 443: 53-67.
24. n. Chin J Nat Med 2: 293-297.
25. n. Acta Pharm Sin 39: 831-835.
26. Röeder E. 2000. Medicinal plants in China containing pyrrolizidine alkaloids. Pharmazie 55: 711-726.
27. Röeder E, Wiedenfeld H, Schraut R. 1984. Pyrrolizidine alkaloids from Alkannatinctoria. Phytochemistry 23: 2125-2126.
28. Röeder E, Wiedenfeld H, Kersten R, Kröeger R. 1990. Determination of open chain pyrrolizidine alkaloids by capillary gas chromatography. Planta Med 56: 522-530.
29. Stegelmeier BEWAIL, Edgar JA, Colegate SM, Gardner DR,. Schoch TK, Coulombe RA, Molyneux RJ. 1999. Pyrrolizidine alkaloid plants, metabolism and toxicity. J Nat Toxins 8: 95-116.
30. Tan AM. Wang ZT, He HP, Zhang M, Hao XJ. 2003. New pyrrolizidine alkaloids from Ligularia tsangchanensis. Heterocycles 60: 1195-1198.
31. Tan AM, Li YS, Yang H, Wang ZT, He HP, Zhang M, Hao XJ. 2004. Two new pyrrolizidines from Liqularia lankongensis. Chin Chem Lett 15: 68-70.
32. Tang J, Zhang M, Wang ZT, Akao T, Nakamura N, Hattori M. 2004. Simultaneous determination of isoline and its two major metabolites using high-performance liquid chromatography. J Anal Toxicol 28: 11-5.
33. Taylor DW, Wilson DW, Lame MW, Dunston SD, Jones AD, Segall HJ. 1997. Comparative cytotoxicity of monocrotaline and its metabolites in cultured pulmonary artery endothelial cells. Toxicol Appl Pharmac 143: 196-204.
34. Tittel G, Hinz H, Wagner H. 1979. Quantitative Bestimmung der Pyrrolizidin alkaloide in Symphyti Radix durch HPLC. Planta Med 37: 1-8.
35. Urones JG, Barcala PB, Sanchez Marcos IS, Moro RF, Esteban ML, Rodriguez AF. 1988. Pyrrolizidine alkaloids from Senecio gallicus and S. adonidifolius. Phytochemistry 27: 1507-1510.
36. Van NM, Witte L, Theuring C, Hartmann T, 1995. Distribution, biosynthesis and turnover of pyrrolizidine alkaloids in Cynoglossam officinale. Phytochemistry 39: 287-292.
37. Wagner H, Neidhardt U, Tittel G. 1981. DC- und HPLC-Analyse der Pyrrolizidin-N-oxid-alkaloide von Symphyti Radix. Planta Med 41: 232-239.
38. Wang ZY, Ji LL, Wang CH, Zhang M, Yang YQ, Wang ZT. 2006. Two-dimensional electrophoresis analysis of the hydrophilic proteins in acute intoxicated mouse liver induced by isoline. Chin J Nat Med 4: 368-372.
39. Winter CK, Segall HJ, Jones AD. 1988. Determination of pyrrolizidine alkaloid metabolites from mouse liver microsomes using tandem mass spectrometry and gas chromatography/mass spectrometry. Biomed Environ Mass Spectrom 15: 265-273.
40. Witte L, Ernst L, Wray V, Hartmann T. 1992. Revised structure of the main alkaloid of Senecio adonidifolius. Phytochemistry 31: 1027-1028.
41. Zhang F, Wang CH, Wang ZT. 2006, Analysis of pyrrolizidine alkaloids in plants. Nat Prod Res Dev. 18: 1057-1063.
42. Zhao XG, Wang ZT, Zhang M, Xu LS, Xu GJ, Lin G, Cui YY, Damani LA. 1998. Hepatotoxic pyrrolizidine alkaloids and Chinese herbs containing them. Zhong Cao Yao 29: 343-345.
43. Zhao XL, Chan MY, Ogle CW. 1989. The identification of pyrrolizidine alkaloid-containing plants - a study on 20 herbs of the Compositae family. Am J Chin Med 17: 71-78.