Li Ying-Fei, Ren Qiang, Jin Ying, Wu Cai-Sheng, Wang Cai-Hong, Jia Zhi-Xin, Zhang Jin-Lan
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.
J Asian Nat Prod Res. 2014;16(5):497-510. doi: 10.1080/10286020.2014.902939. Epub 2014 Apr 3.
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.
本文采用高效液相色谱联用高分辨率质谱仪/串联质谱仪,研究了大豆苷元、大豆苷、染料木黄酮和染料木苷四种大豆异黄酮在大鼠肠-肝灌流模型中的代谢产物。基于精确质量、裂解模式和多级质谱数据(MS(n)),共检测并鉴定出16种代谢产物。通过核磁共振进一步证实了大豆苷元-7-甲醚(D-7-M)的代谢位点。甲基化、葡萄糖醛酸结合和硫酸结合是主要的代谢过程。其中,大豆苷-4',7-二葡萄糖苷、染料木黄酮-4'-葡萄糖苷、D-7-M、大豆苷元-4',7-二甲醚、染料木黄酮-4'-甲醚和染料木黄酮-7-甲醚六种代谢产物首次在大鼠体内检测到,且在人体内未见报道。推测了大豆苷元、大豆苷、染料木黄酮和染料木苷在大鼠体内的代谢途径。这些代谢产物的生物学效应值得进一步研究。