Metabolic studies of four soy isoflavones in rats by HPLC-HR-MS.
In this paper, the metabolites of four soy isoflavones, daidzein, daidzin, genistein, and genistin, on perfused rat intestine-liver model were investigated by high-performance liquid chromatography coupled with high-resolution mass spectrometer/tandem mass spectrometer. Totally 16 metabolites were detected and identified based on accurate mass, fragmentation patterns, and multiple-stage mass data (MS(n)). The metabolic site of dadzein-7-methyl ether (D-7-M) was further confirmed by nuclear magnetic resonance. Methylation, glucuronide conjugation, and sulfate conjugation were the primary metabolic processes. Among them, six metabolites, daidzin-4',7-diglucoside, genistein-4'-glucoside, D-7-M, dadzein-4',7-dimethyl ether, genistein-4'-methyl ether, and genistein-7-methyl ether were detected in rats for the first time and not reported in humans. The metabolic pathways of daidzein, daidzin genistein, and genistin in rats were postulated. The biological effects of these metabolites are worthy of further investigation.
a State Key Laboratory of Bioactive Substance and Function of Natural Medicines , Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College , Beijing 100050 , China.
Ying-Fei
YF
Li
Qiang
Q
Ren
Ying
Y
Jin
Cai-Sheng
CS
Wu
Cai-Hong
CH
Wang
Zhi-Xin
ZX
Jia
Jin-Lan
JL
Zhang
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D004195:Disease Models, Animal; D019833:Genistein / Q000494:pharmacology*; D006801:Humans; D007529:Isoflavones / Q000494:pharmacology*; D008297:Male; D015394:Molecular Structure; D051381:Rats
D007529:Isoflavones; C040641:genistin; C013908:daidzin; C004742:daidzein; D019833:Genistein; C004541:biochanin A
HPLC–HR-MS/MSn; metabolites; soy isoflavones