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首页> 外文期刊>Journal of Agricultural and Food Chemistry >Changes of Isoflavone Profile in the Hypocotyls and Cotyledons of Soybeans during Dry Heating and Germination
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Changes of Isoflavone Profile in the Hypocotyls and Cotyledons of Soybeans during Dry Heating and Germination

机译:干热和发芽过程中大豆下胚轴和子叶中异黄酮成分的变化

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A gradient reversed-phase high-performance liquid chromatography (HPLC) method has been developed to be suitable for the separation and determination of 12 isoflavones in soybeans. Profiles of daidzein, genistein, glycitein, and their malonyl-, acetyl-, and nonconjugated β-glycosides were determined in cotyledons and hypocotyls of soybeans as affected by dry heating and germination. The results showed that the compositions and concentrations of isoflavones were remarkably different in the two parts of soybeans, and hypocotyls contained a much higher content of isoflavones than cotyledons (e.g., 7.8-fold higher). In hypocotyls, daidzein and its glycoside conjugates (59.6%) were the most abundant isoflavones, being followed by glycitein (26.6%) and genistein series (13.8%). In cotyledons, genistein and its glycoside conjugates (61.9%) were the main isoflavones, being followed by daidzein series (38.1%), and no glyciteih series was found. Both hypocotyls and cotyledons contained remarkably high amounts of malonylglycosides (69.1 and 69.4%, respectively) and β-glycosides (27.1 and 25.4%), and only a very small quantity of aglycones (3.8 and 5.2%) and no acetylglycosides were detected. Acetylglycosides and β-glycosides were the thermal decarboxylation and deesterification products, respectively, of malonylglycosides, which were thermally unstable. The relative rates of decarboxylation and deesterification reactions were different in cotyledons and hypocotyls at different temperatures. During the process of germination, β-glycosides decreased, and malonylglycosides and aglycones increased, and then, malonylglycosides were the major fractions in germinating soybeans. Interestingly, the present study occasionally found a significant circadian change between malonylglycosides and aglycones with a nocturnal increase of aglycones and decrease of malonylglycosides during germination, and even aglycones became the most abundant forms at night. However, this mechanism is yet to be investigated.
机译:已开发出一种适用于大豆中12种异黄酮的分离,梯度反相高效液相色谱(HPLC)方法。在干燥加热和萌发的影响下,测定了大豆子叶和下胚轴中大豆苷元,染料木黄酮,大豆苷元及其丙二酰,乙酰基和非共轭β-糖苷的概况。结果表明,大豆的两部分中异黄酮的组成和浓度显着不同,下胚轴的异黄酮含量比子叶高得多(例如高7.8倍)。在下胚轴中,黄豆苷元及其糖苷结合物(59.6%)是最丰富的异黄酮,其次是糖蛋白(26.6%)和染料木黄酮系列(13.8%)。在子叶中,染料木黄酮及其糖苷共轭物(61.9%)是主要的异黄酮,其次是大豆苷元系列(38.1%),未发现糖基系列。下胚轴和子叶都含有大量的丙二糖苷(分别为69.1%和69.4%)和β-糖苷(分别为27.1和25.4%),并且只有极少量的糖苷(分别为3.8和5.2%),没有检测到乙酰基糖苷。乙酰糖苷和β-糖苷分别是热不稳定的丙二酰基糖苷的热脱羧和脱酯产物。子叶和下胚轴在不同温度下脱羧和脱酯反应的相对速率不同。在发芽过程中,β-糖苷减少,丙二酰糖苷和糖苷配基增加,然后丙二酰糖苷是发芽大豆的主要成分。有趣的是,本研究偶尔发现丙二酰糖苷和糖苷配基之间的昼夜节律变化,发芽期间糖苷配基的夜间增加和丙二酰糖苷的减少,甚至糖苷配基在晚上成为最丰富的形式。但是,这种机制尚待研究。

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