Characterization of eight terpenoids from tissue cultures of the Chinese herbal plant, Tripterygium wilfordii, by high-performance liquid chromatography coupled with electrospray ionization tandem mass spectrometry

Biomedical Chromatography

Volumn 28, Issue 9, 2014, Pages 1183-1192

  Su, Ping ^a,b   Cheng, Qiqing ^a,b   Wang, Xiujuan ^a   Cheng, Xiaoqing ^a   Zhang, Meng ^a   Tong, Yuru ^a,b   Li, Fei ^c   Gao, Wei ^a   Huang, Luqi ^b  

^a CAPITAL MEDICAL UNIVERSITY   (China)

^b INSTITUTE OF CHINESE MATERIA MEDICA   (China)

^c NATIONAL CANCER INSTITUTE   (United States)

Author keywords

HPLC ESI MS; Terpenoid; Tissue culture; Tripterygium wilfordii Hook. F

Indexed keywords

CELLS; ELECTRODEPOSITION; ELECTROSPRAY IONIZATION; LIPIDS; MASS SPECTROMETRY; TISSUE; TISSUE CULTURE;

CALLUS CULTURES; CELASTROLS; CELL SUSPENSION CULTURES; ELECTROSPRAY IONIZATION TANDEM MASS SPECTROMETRY; F; HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY; HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY COUPLED WITH ELECTROSPRAY IONIZATION TANDEM MASS SPECTROMETRY; TERPENOIDS; TRIPTERYGIUM WILFORDII HOOK.; TRIPTOLIDE;

HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

2,4 DICHLOROPHENOXYACETIC ACID; 22BETA HYDROXY 3 OXOOLEAN 12 EN 29 OIC ACID; 6 N BENZYLADENINE; BIOMATERIAL; CELASTROL; INDOLE 3 BUTYTRIC ACID; KINETIN; TERPENOID DERIVATIVE; TRIPTOLIDE; TRIPTONOTERPENE; TRIPTONOTERPENOL; TRIPTOPHENOLIDE; UNCLASSIFIED DRUG; WILFORLIDE A; WILFORLIDE B; PLANT EXTRACT; TERPENE;

ARTICLE; CALLUS CULTURE; CELL SUSPENSION; CHROMATOGRAPH; COMPARATIVE STUDY; ELECTROSPRAY MASS SPECTROMETRY; FRAGMENTATION REACTION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ION CYCLOTRON RESONANCE MASS SPECTROMETRY; LIMIT OF DETECTION; NONHUMAN; QUANTITATIVE ANALYSIS; SEEDLING; TISSUE CULTURE; TRIPTERYGIUM WILFORDII; CHEMISTRY; PROCEDURES; REPRODUCIBILITY; STATISTICAL MODEL; TRIPTERYGIUM;

TRIPTERYGIUM WILFORDII;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; LIMIT OF DETECTION; LINEAR MODELS; PLANT EXTRACTS; REPRODUCIBILITY OF RESULTS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TERPENES; TRIPTERYGIUM;

EID: 84905589559     PISSN: 02693879     EISSN: 10990801     Source Type: Journal    
DOI: 10.1002/bmc.3140     Document Type: Article

References (42)

1. Brinker AM and Raskin I. Determination of triptolide in root extracts of Tripterygium wilfordii by solid-phase extraction and reverse-phase high-performance liquid chromatography. Journal of Chromatography A 2005; 1070: 65-70.
2. Chen KB, Cai MQ, Chen XH and Jin MC. Quantitative analysis of triptolide in human whole blood by LC-APCI-IT-MS-MS. Chromatographia 2008; 67: 225-230.
3. Chen YW, Lin GJ, Chia WT, Lin CK, Chuang YP and Sytwu HK. Triptolide exerts anti-tumor effect on oral cancer and KB cells in vitro and in vivo. Oral Oncology 2009; 45: 562-568.
4. Cong PZ and Li SY. Natural Organic Mass Spectrometry. China Medical Science Press: Beijing, 2002; 933-1108.
5. Duan HQ, Takaishi Y, Imakura Y, Jia YF, Li D, Cosentino LM and Lee KH. Sesquiterpene alkaloids from Tripterygium hypoglaucum and Tripterygium wilfordii: a new class of potent anti-HIV agents. Journal of Natural Products 2000; 63: 357-361.
6. Duan HQ, Takaishi Y, Momota H, Ohmoto Y, Taki T, Tori M, Takaoka S, Jia YF and Li D. Immunosuppressive terpenoids from extracts of Tripterygium wilfordii. Tetrahedron 2001; 57: 8413-8424.
7. Guo XF. Determination of triptolide in ethyl acetate extracts of leigongteng and their tablets. Zhongyao Tongbao 1986; 11: 38-39.
8. Koo J and Arain S. Traditional Chinese medicine for the treatment of dermatologic disorders. Archives of Dermatology 1998; 134: 1388-1393.
9. Kutney JP, Hewitt GM, Kurihara T, Salisbury PJ, Sindelar RD, Stuart KL, Townsley PM, Chalmers WT and Jacoli GG. Cytotoxic diterpenes triptolide, tripdiolide, and cytotoxic triterpenes from tissue cultures of Tripterygium wilfordii. Canadian Journal of Chemistry 1981; 59: 2677-2683.
10. Kutney JP, Choi LSL, Duffin R, Hewitt GM, Kawamura N, Kurihara T, Salisbury PJ, Sindelar RD, Stuart KL, Townsley PM, Chalmers WT, Webster F and Jacoli GG. Cultivation of Tripterygium wilfordii tissue cultures for the production of the cytotoxic diterpene tripdiolide. Planta Medica 1983; 48: 158-163.
11. Kutney JP, Hewitt GM, Lee G, Piotrowska K, Roberts M and Rettig SJ. Studies with tissue cultures of the Chinese herbal plant, Tripterygium wilfordii. Isolation of metabolites of interest in rheumatoid arthritis, immunosuppression, and male contraceptive activity. Canadian Journal of Chemistry 1992; 70: 1455-1480.
12. Kutney JP, Samija MD, Hewitt GM, Bugante EC and Gu HF. Anti-inflammatory oleanane triterpenes from Tripterygium wilfordii cell suspension cultures by fungal elicitation. Plant Cell Reports 1993; 12: 356-359.
13. Lee JS, Kim DH, Liu KH, Oh TK and Lee CH. Identification of flavonoids using liquid chromatography with electrospray ionization and ion trap tandem mass spectrometry with an MS/MS library. Rapid Communications in Mass Spectrometry 2005; 19: 3539-3548.
14. Lee KY, Chang W, Qiu D, Kao PN and Rosen GD. PG490 (triptolide) cooperates with tumor necrosis factor-alpha to induce apoptosis in tumor cells. Journal of Biological Chemistry 1999; 274: 13451-13455.
15. Li FQ, Lu XZ, Liang XB, Zhou HF, Xue B, Liu XY, Niu DB, Han JS and Wang XM. Triptolide, a Chinese herbal extract, protects dopaminergic neurons from inflammation-mediated damage through inhibition of microglial activation. Journal of Neuroimmunology 2004; 148: 24-31.
16. Li H, Zhang YY, Huang XY, Sun YN, Jia YF and Li D. Beneficial effect of tripterine on systemic lupus erythematosus induced by active chromatin in BALB/c mice. European Journal of Pharmacology 2005; 512: 231-237.
17. Li Y, Feng JT, Wang YH, Guo XH, Qi XS and Zhang X. Study on kinetic investigation of Tripterygium wilfordii adventitious root growth and nutrient consumption in vitro. Journal of Northwest A&F University (Natural Science Edition) 2008; 36: 103-108.
18. Li Y, Feng JT, Shi XY, Wu YY and Zhang X. Study on the determination of triptolide and total alkaloids in Tripterygium wilfordii Hook. f. cultures. Chinese Journal of Pesticide Science 2009; 11: 367-372.
19. Liu Q and Wang YQ. Research on pharmacological action of triptolide. Progress in Pharmaceutical Sciences 2005; 29: 156-161.
20. Luo XL, Shao Q, Qu HB and Cheng YY. Simple method for determination of five terpenoids from different parts of Tripterygium wilfordii and its preparations by HPLC coupled with evaporative light scattering detection. Journal of Separation Science 2007; 30: 1284-1291.
21. Nakano K, Oose Y, Masuda Y, Kamada H and Takaishi Y. A diterpenoid and triterpenes from tissue cultures of Tripterygium wilfordii. Cell Culture Biotechnology 1997; 45: 293-296.
22. OuYang XK, Jin MC and He CH. Simultaneous determination of triptolide and tripdiolide in extract of Tripterygium wilfordii Hook F by LC-APCI-MS. Chromatographia 2007; 65: 373-375.
23. Rao Y, Wei HZ, Xi Y, Ou YH, Lv AP and Yang SL. Determination of triptolide of Tripterygium wilfordii by capillary gas chromatography. Chinese Traditional Herbal Drugs 2005; 36: 1567-1568.
24. Shao F, Wang GJ, Sun JG, Xie HT, Li H, Liang Y, Zhang R and Zhu XY. Liquid chromatographic/mass spectrometry assay of triptolide in dog plasma and its application to pharmacokinetic study. Journal of Pharmaceutical and Biomedical Analysis 2006; 41: 341-346.
25. Song XR, Yang GL, Zhao JX, Chen Y, Sun HW and Zhang HY. Determination of diterpenoid triepoxides in Tripterygium wilfordii by micellar electrokinetic capillary chromatography. Phytochemical Analysis 2003; 14: 132-136.
26. Stobiecki M, Skirycz A, Kerhoas L, Kachlicki P, Muth D, Mueller-Roeber B and Einhorn J. Profiling of phenolic glycosidic conjugates in leaves of Arabidopsis thaliana using LC/MS. Metabolomics 2006; 2: 197-219.
27. Sun X, Zhang SM, Tian CH, Yang L, Wang LM and Li SL. Safety of Tripterygium wilfordii. Chinese Journal of New Drugs 2001; 10: 539-543.
28. Tao XL and Lipsky PE. The Chinese anti-inflammatory and immunosuppressive herbal remedy Tripterygium wilfordii Hook F. Rheumatic Disease Clinics North America 2000; 26: 29-50.
29. Tu SH. The predicament and countermeasure of Tripterygium wilfordii in treating rheumatoid arthritis. Chinese Journal of Integrated Traditional and Western Medicine 2009; 29: 104-105.
30. Wang X, Liang XB, Li FQ, Zhou HF, Liu XY, Wang JJ and Wang XM. Therapeutic strategies for Parkinson's disease: the ancient meets the future-traditional Chinese herbal medicine, electroacupuncture, gene therapy and stem cells. Neurochemistry Research 2008; 33: 1956-1963.
31. Wang XW and Xie H. Recent studies on Tripterygium wilfordii. Drugs of the Future 1999; 24: 991-997.
32. Wu CM. Studies on chemical constituents and muti-components content determination of Tripterygium wilfordii. The Second Military Medical University, 2010; 55-57.
33. Xu WY, Zheng JR and Lu XY. Tripterygium in dermatologic therapy. International Journal of Dermatology 1985; 24: 152-157.
34. Xue J, Jia XB, Tan XB, Chen Y and Zhang LY. Chemical constituents of Triptergium wilfordii Hook F and its toxicity. China Journal of Traditional Chinese Medicine and Pharmacy 2010; 25: 726-733.
35. Xue YY. HPLC-UV and UPLC-Q-TOF analysis and metabolism study on celastrol in rats. Shanghai Jiao Tong University, 2011; 45-48.
36. Yang GZ, Li CY and Li YC. Study of a new triterpenoid from Tripterygium wilfordii. Chinese Journal of Organic Chemistry 2006; 26: 1529-1532.
37. Yao JC, Zhang LY, Zhao XY, Hu L and Jiang ZZ. Simultaneous determination of triptolide, wilforlide A and triptonide in human plasma by high-performance liquid chromatography-electrospray ionization mass spectrometry. Biology and Pharmacy Bulletin 2006; 29: 1483-1486.
38. Zhao LH, Huang CY, Shan Z, Xiang BR and Mei LH. Fingerprint analysis of Psoralea corylifolia L by HPLC and LC-MS. Journal of Chromatography B Analytical Technology in Biomedicine and Life Sciences 2005; 821: 67-74.
39. Zheng JR, Gu KX, Xu LF, Gao JW, Xu YH and Tang MY. Screening of active anti-inflammatory, immunosuppressive and antifertility components of Tripterygium wilfordii. A comparison of the antiinflammatory and immunosuppressive activities of 7 diterpene lactone epoxide compounds in vivo. Acta Academia Medica Sinica 1991a; 13: 391-397.
40. Zheng JR, Gu KX, Xu LF, Gao JW, Xu YH and Tang MY. Screening of active anti-inflammatory, immunosuppressive and antifertility components of Tripterygium wilfordii. A comparison of the male antifertility activities of 7 diterpene lactone epoxide compounds. Acta Academia Medica Sinica 1991b; 13: 398-403.
41. Zheng YL, Ye JR, Lin DJ, Lin LJ and Zhu JN. Some toxicities of triptolide in mice and dogs. Acta Pharmacologica Sinica 1981; 2: 70-72.
42. Zhou Y, He MF, Choi FF, He ZH, Song JZ, Qiao CF, Li SL and Xu HX. A high-sensitivity UPLC-MS/MS method for simultaneous determination and confirmation of triptolide in zebrafish embryos. Biomedical Chromatography 2011; 25: 851-857.