Liquid chromatography-electrospray ionization mass spectrometry study of the flavonoids of the roots of Astragalus mongholicus and A. membranaceus.

High-performance liquid chromatography-electrospray ionization mass spectrometry has been applied to analyze the flavonoids of Huangqi, the roots of Astragalus mongholicus and A. membranaceus. Eight flavonoids were identified as calycosin-7-O-beta-D-glucoside, calycosin-7-O-beta-D-glucoside-6"-O-malonate (2), ononin, (6aR,11aR)-3-hydroxy-9,10-dimethoxypterocarpan-3-O-bet a-D-glucoside, calycosin, (3R)-7,2'-dihydroxy-3',4'-dimethoxyisoflavan-7-O-beta-D-glucoside, formononetin-7-O-beta-D-glucoside-6"-O-malonate and formononetin by direct comparison with the isolated standards from Huangqi. The existence of (6aR,11aR)-3-hydroxy-9,10-dimethoxypterocarpan, (3R)-7,2'-dihydroxy-3',4'-dimethoxyisoflavan, astrapterocarpanglucoside-6'-O-malonate and astraisoflavanglucoside-6'-O-malonate was detected. This is the first report of flavonoid glycoside malonates in these two Astragalus species, and malonate 2 is a structurally completely identified new compound.

[1]  R. Dixon,et al.  High-performance liquid chromatography/continuous-flow liquid secondary ion mass spectrometry of flavonoid glycosides in leguminous plant extracts. , 1996, Journal of mass spectrometry : JMS.

[2]  S. Barnes,et al.  Isoflavones and their conjugates in soy foods: extraction conditions and analysis by HPLC-mass spectrometry , 1994 .

[3]  C. Malosse,et al.  Detection of isoflavonoids and their glycosides by liquid chromatography/electrospray ionization mass spectrometry in root extracts of lupin (Lupinus albus) , 1999 .

[4]  Gerhard Eisenbrand,et al.  Chinese Drugs of Plant Origin: Chemistry, Pharmacology, and Use in Traditional and Modern Medicine , 1992 .

[5]  A. Kondorosi,et al.  Alfalfa Root Flavonoid Production Is Nitrogen Regulated , 1995, Plant physiology.

[6]  T. Mabry,et al.  The Systematic Identification of Flavonoids , 1970, Springer Berlin Heidelberg.

[7]  G. Cordell,et al.  Spectral assignment of 2″‐O‐β‐D‐glucopyranosylsaikosaponin b2 by two‐dimensional NMR techniques , 1992 .

[8]  G. Cordell,et al.  LC-ESI-MS study of the flavonoid glycoside malonates of red clover (Trifolium pratense). , 2000, Journal of agricultural and food chemistry.

[9]  Y. Oshima,et al.  ISOFLAVANS AND A PTEROCARPAN FROM ASTRAGALUS MONGHOLICUS , 1991 .

[10]  A. Y. Leung,et al.  Encyclopedia of Common Natural Ingredients: Used in Food, Drugs, and Cosmetics , 1980 .

[11]  J. Findlay,et al.  Constituents of Astragalus membranaceus , 1991 .

[12]  Xian-guo He,et al.  Liquid chromatographic–electrospray mass spectrometric study of the phthalides of Angelica sinensis and chemical changes of Z-ligustilide , 1998 .

[13]  Jeffrey B. Harborne,et al.  The Flavonoids Advances in Research Since 1986 , 1993 .