Identification of isoflavone conjugates in red clover (Trifolium pratense) by liquid chromatography-mass spectrometry after two-dimensional solid-phase extraction

作者: Bořivoj Klejdus , Dagmar Vitamvásová-Štěrbová , Vlastimil Kubáň

DOI: 10.1016/S0003-2670(01)01370-8

关键词:

摘要: A high-performance liquid chromatography–mass spectrometry (LC–MS) combined with a two-dimensional solid-phase extraction (2D-SPE) enabled the identification of fourteen isoflavone glycoside malonates (daidzin-6″-O-malonate, genistin-6″-O-malonate, orobol-7-O-β-d-glucoside-6″-O-malonate, 3-methylorobol-7-O-β-d-glucoside-6″-O-malonate, calycosin-7-O-β-d-glucoside-6″-O-malonate, pratensein-7-O-β-d-glucoside-6″-O-malonate, pseudobaptigenin-7-O-β-d-glucoside-6″-O-malonate, formononetin-7-O-β-d-glucoside-6″-O-malonate, irilone-4′-O-β-d-glucoside-6″-O-malonate, afrormosin-7-O-β-d-glucoside-6″-O-malonate, biochanin A-7-O-β-d-glucoside-6″-O-malonate, texasin-7-O-β-d-glucoside-6″-O-malonate, 5,7,2′-trihydroxy-6-methoxyisoflavone-7-O-β-d-glucoside-6″-O-malonate, prunetin-4′-O-β-d-glucoside-6″-O-malonate) and six acetyl glycosides (daidzin-6″-O-acetate, formononetin-7-O-β-d-glucoside-6″-O-acetate, pseudobaptigenin-7-O-β-d-glucoside-6″-O-acetate, irilone-4′-O-β-d-glucoside-6″-O-acetate, A-7-O-β-d-glucoside-6″-O-acetate prunetin-4′-O-β-d-glucoside-6″-O-acetate) isolated from red clover (Trifolium pratense). Eight were firstly identified in clover. The analyses crude extracts those using 2D-SPE compared. UV spectra, mass spectra protonated molecules their fragmentation subsequent conversion to known flavonoid basis for substances.

参考文章(19)
Stephen Barnes, Marion Kirk, Lori Coward, Isoflavones and their conjugates in soy foods: extraction conditions and analysis by HPLC-mass spectrometry Journal of Agricultural and Food Chemistry. ,vol. 42, pp. 2466- 2474 ,(1994) , 10.1021/JF00047A019
David Ingram, Katherine Sanders, Marlene Kolybaba, Derrick Lopez, Case-control study of phyto-oestrogens and breast cancer. The Lancet. ,vol. 350, pp. 990- 994 ,(1997) , 10.1016/S0140-6736(97)01339-1
Long-Ze Lin, Xian-Guo He, Michael Lindenmaier, Gary Nolan, Jie Yang, Michael Cleary, Sheng-Xiang Qiu, Geoffrey A Cordell, Liquid chromatography–electrospray ionization mass spectrometry study of the flavonoids of the roots of Astragalus mongholicus and A. membranaceus Journal of Chromatography A. ,vol. 876, pp. 87- 95 ,(2000) , 10.1016/S0021-9673(00)00149-7
Long-Ze Lin, Xian-Guo He, Michael Lindenmaier, Jie Yang, Michael Cleary, Sheng-Xiang Qiu, Geoffrey A. Cordell, LC-ESI-MS study of the flavonoid glycoside malonates of red clover (Trifolium pratense). Journal of Agricultural and Food Chemistry. ,vol. 48, pp. 354- 365 ,(2000) , 10.1021/JF991002+
T. J. Mabry, Michael Barrie Thomas, K. R. Markham, The Systematic Identification of Flavonoids ,(1970)
K. Hostettmann, J.-L. Wolfender, S. Rodriguez, Rapid detection and subsequent isolation of bioactive constituents of crude plant extracts. Planta Medica. ,vol. 63, pp. 2- 10 ,(1997) , 10.1055/S-2006-957592
Bořivoj Klejdus, Dagmar Vitamvásová, Vlastimil Kubáň, Reversed-phase high-performance liquid chromatographic determination of isoflavones in plant materials after isolation by solid-phase extraction Journal of Chromatography A. ,vol. 839, pp. 261- 263 ,(1999) , 10.1016/S0021-9673(99)00110-7
Y.-F. Cheng, D. J. Phillips, U. Neue, L. Bean, Solid-phase extraction for the determination of tricyclic antidepressants in serum using a novel polymeric extraction sorbent Journal of Liquid Chromatography & Related Technologies. ,vol. 20, pp. 2461- 2473 ,(1997) , 10.1080/10826079708002716