Simultaneous characterization of prenylated flavonoids and isoflavonoids in Psoralea corylifolia L. by liquid chromatography with diode-array detection and quadrupole time-of-flight mass spectrometry

Rapid Communications in Mass Spectrometry

Volumn 26, Issue 19, 2012, Pages 2343-2358

  Xu, Mei Juan ^a,b   Wu, Bin ^c   Ding, Tao ^c   Chu, Ji Hong ^a   Li, Chang Yin ^a   Zhang, Jun ^a   Wu, Ting ^a   Wu, Jian ^a   Liu, Shi Jia ^a   Liu, Shen Lin ^a   Ju, Wen Zheng ^a   Li, Ping ^b  

^a NANJING UNIVERSITY OF CHINESE MEDICINE   (China)

^b China Pharmaceutical University   (China)

^c Jiangsu Entry Exit Inspection and Quarantine Bureau   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CHAINS; FLAVONOIDS; MASS SPECTROMETRY; PLANTS (BOTANY); POSITIVE IONS; ULTRAVIOLET SPECTROSCOPY;

BIOLOGICAL EFFECTS; DIODE ARRAY DETECTION; FRAGMENT IONS; ISOFLAVONOIDS; NEUTRAL LOSS; PLANT KINGDOM; PRENYLATED FLAVONOIDS; PSORALEA CORYLIFOLIA; PSORALEA CORYLIFOLIA L; QUADRUPOLE TIME OF FLIGHT MASS SPECTROMETRY;

LIQUID CHROMATOGRAPHY;

EID: 84866071871     PISSN: 09514198     EISSN: 10970231     Source Type: Journal    
DOI: 10.1002/rcm.6361     Document Type: Article

References (42)

1. R. Simons, J. P. Vincken, E. J. Bakx, M. A. Verbruggen, H. Gruppen,. A rapid screening method for prenylated flavonoids with ultra-high-performance liquid chromatography/electrospray ionisation mass spectrometry in licorice root extracts. Rapid Commun. Mass Spectrom. 2009, 23, 3083.
2. D. Barron, R. K. Ibrahim,. Isoprenylated flavonoids-a survey. Phytochemistry 1996, 43, 921.
3. S. Tahara, R. K. Ibrahim,. Prenylated isoflavonoids-An update. Phytochemistry 1995, 38, 1073.
4. R. Simons, J. P. Vincken, M. C. Bohin, T. F. Kuijpers, M. A. Verbruggen, H. Gruppen,. Identification of prenylated pterocarpans and other isoflavonoids in Rhizopus spp. elicited soya bean seedlings by electrospray ionisation mass spectrometry. Rapid Commun. Mass Spectrom. 2011, 25, 55.
5. H. Haraguchi, J. Inoue, Y. Tamura, K. Mizutani,. Antioxidative components of Psoralea corylifolia (Leguminosae). Phytother. Res. 2002, 16, 539.
6. S. H. Lim, T. Y. Ha, S. R. Kim, J. Ahn, H. J. Park, S. Kim,. Ethanol extract of Psoralea corylifolia L. and its main constituent, bakuchiol, reduce bone loss in ovariectomised Sprague-Dawley rats. Br. J. Nutr. 2009, 101, 1031.
7. A. Potapenko, V. L. Sukhorukov, B.V. Davidov,. A comparison between skin-photosensitizing (344 nm) activities of 8-methoxypsoralen and angelicin. Experientia 1984, 40, 264.
8. J. Ali, N. Akhtar, Y. Sultana, S. Baboota, A. Ahuja,. Antipsoriatic microemulsion gel formulations for topical drug delivery of babchi oil (Psoralea corylifolia). Methods: Find. Exp. Clin. Pharmacol. 2008, 30, 277.
9. G. Xiao, G. Li, L. Chen, Z. Zhang, J.-J. Yin, T. Wu, Z. Cheng, X. Wei, Z. Wang,. Isolation of antioxidants from Psoralea corylifolia fruits using high-speed counter-current chromatography guided by thin layer chromatography-antioxidant autographic assay. J. Chromatogr. A 2010, 1217, 5470.
10. N. A. Khatune, M. E. Islam, M. E. Haque, P. Khondkar, M. M. Rahman,. Antibacterial compounds from the seeds of Psoralea corylifolia. Fitoterapia 2004, 75, 228.
11. K. K. Anand, M. L. Sharma, B. Singh, B. J. Ghatak,. Antiinflamatory, antipyretic & analgesic properties of bavachinin-a flavanone isolated from seeds of Psoralea corylifolia Linn. (Babchi). Ind. J. Exp. Biol. 1978, 16, 1216.
12. W. J. Tsai, W. C. Hsin, C. C. Chen,. Antiplatelet flavonoids from seeds of Psoralea corylifolia. J. Nat. Prod. 1996, 59, 671.
13. Z. Chen, K. Jin, L. Gao, G. Lou, Y. Jin, Y. Yu, Y. Lou,. Anti-tumor effects of bakuchiol, an analogue of resveratrol, on human lung adenocarcinoma A549 cell line. Eur. J. Pharmacol. 2010, 643, 170.
14. L. Zhao, C. Huang, Z. Shan, B. Xiang, L. Mei,. Fingerprint analysis of Psoralea corylifolia L. by HPLC and LC-MS. J. Chromatogr. B Anal. Technol. Biomed. Life Sci. 2005, 821, 67.
15. G. K. Gupta, K. L. Dhar, C. K. Atal,. Isolation and constitution of corylidin: a new coumestrol from the fruits of Psoralea corylifolia. Phytochemistry 1977, 16, 403.
16. J. L. Zhou, L. W. Qi, P. Li,. Herbal medicine analysis by liquid chromatography/time-of-flight mass spectrometry. J. Chromatogr. A 2009, 1216, 7582.
17. X. Chen, L. Kong, X. Su, C. Pan, M. Ye, H. Zou,. Integration of ion-exchange chromatography fractionation with reversed-phase liquid chromatography-atmospheric pressure chemical ionization mass spectrometer and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry for isolation and identification of compounds in Psoralea corylifolia. J. Chromatogr. A 2005, 1089, 87.
18. M. J. Gray, D. Chang, Y. Zhang, J. Liu, A. Bensoussan,. Development of liquid chromatography/mass spectrometry Methods: for the quantitative analysis of herbal medicine in biological fluids: a review. Biomed Chromatogr. 2010, 24, 91.
19. R. T. Tian, P. S. Xie, H. P. Liu,. Evaluation of traditional Chinese herbal medicine: Chaihu (Bupleuri Radix) by both high-performance liquid chromatographic and high-performance thin-layer chromatographic fingerprint and chemometric analysis. J. Chromatogr. A 2009, 1216, 2150.
20. P. S. Khushboo, V. M. Jadhav, V. J. Kadam, N. S. Sathe,. Psoralea corylifolia Linn.-"Kushtanashini". Pharmacogn. Rev. 2010, 4, 69.
21. S. Yin, C. Q. Fan, Y. Wang, L. Dong, J. M. Yue,. Antibacterial prenylflavone derivatives from Psoralea corylifolia, and their structure-activity relationship study. Bioorg. Med.Chem. 2004, 12, 4387.
22. L. L. Yu, Y. G. Chen, J. C. Liu, Y. P. Lu, S. H. Gui,. Chalcones from the seeds of Psoralea corylifolia. Pol. J. Chem. 2005, 79, 1173.
23. B. Ruan, L. Y. Kong, Y. Takaya, M. Niwa,. Studies on the chemical constituents of Psoralea corylifolia L. J. Asian Nat. Prod. Res. 2007, 9, 41.
24. H. Matsuda, S. Sugimoto, T. Morikawa, K. Matsuhira, E. Mizuguchi, S. Nakamura, M. Yoshikawa,. Bioactive constituents from Chinese natural medicines. XX. Inhibitors of antigen-induced degranulation in RBL-2H3 cells from the seeds of Psoralea corylifolia. Chem. Pharm. Bull. 2007, 55, 106.
25. K. Y. Oh, J. H. Lee, M. J. Curtis-Long, J. K. Cho, J. Y. Kim, W. S. Lee, K. H. Park,. Glycosidase inhibitory phenolic compounds from the seed of Psoralea corylifolia. Food Chem. 2010, 121, 940.
26. Y. H. Choi, G. H. Yon, K. S. Hong, D. S. Yoo, C. W. Choi, W. K. Park, J. Y. Kong, Y. S. Kim, S. Y. Ryu,. In vitro BACE-1 inhibitory phenolic components from the seeds of Psoralea corylifolia. Planta Med. 2008, 74, 1405.
27. S. Gupta, B. Jha, G. Gupta, B. Gupta, K. Dhar,. Coumestans from seeds of Psoralea corylifolia. Phytochemistry 1990, 29, 2371.
28. J. Kang, J. H. Sun, L. Zhou, M. Ye, J. Han, B. R. Wang, D. A. Guo,. Characterization of compounds from the roots of Saposhnikovia divaricata by high-performance liquid chromatography coupled with electrospray ionization tandem mass spectrometry. Rapid Commun. Mass Spectrom. 2008, 22, 1899.
29. G. Gupta, J. Suri, B. Gupta, K. Dhar,. Bakuchalcone, a dihydrofuranochalcone from the seeds of Psoralea corylifolia. Phytochemistry 1982, 21, 2149.
30. S. H. Lim, T. Y. Ha, J. Ahn, S. Kim,. Estrogenic activities of Psoralea corylifolia L. seed extracts and main constituents. Phytomedicine 2011, 18, 425.
31. Q. A. Zheng, H. Z. Li, Y. J. Zhang, C. R. Yang,. Flavonoids from the resin of Dracaena cochinchinensis. Helv. Chim. Acta 2004, 87, 1167.
32. J. F. Zeng, D. Y. Zhu,. Chemical constituents of the roots of Maackia tenuifolia (Leguminosae). Zhiwu Xuebao 1999, 41, 997.
33. M. Chacha, G. Bojase-Moleta, R. R. T. Majinda,. Antimicrobial and radical scavenging flavonoids from the stem wood of Erythrina latissima. Phytochemistry 2005, 66, 99.
34. da Y. Lee, do H. Kim, H. J. Lee, Y. Lee, K. H. Ryu, B. I. Jung, Y. S. Song, J. H. Ryu,. New estrogenic compounds isolated from Broussonetia kazinoki. Bioorg. Med. Chem. Lett. 2010, 20, 3764.
35. T. Nomura, T. Fukai, T. Akiyama,. Chemistry of phenolic compounds of licorice (Glycyrrhiza species) and their estrogenic and cytotoxic activities. Pure Appl. Chem. 2002, 74, 1199.
36. T. Fukai, Q. H. Wang, M. Takayama, T. Nomura,. Structures of five new prenylated flavonoids, gancaonins L, M, N, O, and P from aerial parts of Glycyrrhiza uralensis. Heterocycles 1990, 31, 373.
37. T. Rukachaisirikul, P. Innok, N. Aroonrerk, W. Boonamnuaylap, S. Limrangsun, C. Boonyon, U. Woonjina, A. Suksamrarn,. Antibacterial pterocarpans from Erythrina subumbrans. J. Ethnopharmacol. 2007, 110, 171.
38. J. H. Jin, J. S. Kim, S. S. Kang, K. H. Son, H. W. Chang, H. P. Kim,. Anti-inflammatory and anti-arthritic activity of total flavonoids of the roots of Sophora flavescens. J. Ethnopharmacol. 2010, 127, 589.
39. T. Tanaka, M. Iinuma, F. Asai, M. Ohyama, C. L. Burandt,. Flavonoids from the root and stem of Sophora tomentosa. Phytochemistry 1997, 46, 1431.
40. S. Tahara, J. L. Ingham, J. Mizutani,. New coumaronochromones from white lupin, Lupinus albus L.(Leguminosae). Agric. Biol. Chem. 1985, 49, 1775.
41. J. Takashima, A. Ohsaki,. Brosimacutins A-I, nine new flavonoids from Brosimum acutifolium. J. Nat. Prod. 2002, 65, 1843.
42. X. Li, H. Yan, X. Pang, N. Sha, H. Hua, L. Wu, D. Guo,. Chemical constituents of flavonoids from rhizome of Sophora tonkinensis. Zhongguo Zhong Yao Za Zhi 2009, 34, 282.