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体外人粪便菌群对干燥未成熟柑橘类水果中黄烷酮糖苷的水解及相应苷元的降解

Hydrolysis of flavanone glycosides and degradation of the corresponding aglycones from dried immature Citrus fruit by human fecal flora in vitro.

作者信息

Wang Xijun, Sakurai Tetsuro, Chen Xi, Sun Hui, Wang Zenghui, Sun Qinglong, Sun Wenjun, Cao Hongxin

机构信息

Heilongjiang University of Chinese Medicine, Harbin 150040, P. R. China.

出版信息

Planta Med. 2008 Nov;74(14):1751-5. doi: 10.1055/s-0028-1088310. Epub 2008 Oct 30.

DOI:10.1055/s-0028-1088310
PMID:18975261
Abstract

The hydrolysis of the flavanone glycosides contained in dried immature Citrus fruit, originating from Citrus aurantium L (Family Rutaceae), and degradation of their aglycones in human fecal flora have been analyzed. High-performance liquid chromatography was used to determine the flavanone glycosides and their corresponding aglycones in human fecal flora. The separation of compounds was performed with an ODS column by isocratic and stepwise gradient elution with 0.5 % (v/v) acetic acid-acetonitrile. As a result, the hydrolysis rate of hesperidin and narirutin (flavanone rutinoside) was faster than that of naringin and neohesperidin (flavanone neohesperioside). When the half-life time of each flavanone glycoside was carefully calculated (under the mixed conditions with the human fecal flora), hydrolysis of the flavanone rutinoside turned out to be approximately two times faster than of flavanone neohesperioside. The observed degradation rates of both aglycones was found not to be different. Therefore, it seems that the hydrolysis rate of flavanone glycosides in dried immature citrus fruit with human fecal flora is closely related to the steric hindrance of the sugar. This finding might be effectively used for further pharmacokinetics research on the flavanone glycosides of dried immature Citrus fruit.

摘要

对源自酸橙(芸香科)的未成熟干燥柑橘类水果中所含黄烷酮糖苷的水解及其苷元在人体粪便菌群中的降解情况进行了分析。采用高效液相色谱法测定人体粪便菌群中的黄烷酮糖苷及其相应的苷元。化合物的分离使用ODS柱,通过用0.5%(v/v)乙酸-乙腈进行等度和梯度洗脱来进行。结果,橙皮苷和柚皮芸香苷(黄烷酮芸香糖苷)的水解速率比柚皮苷和新橙皮苷(黄烷酮新橙皮糖苷)快。当仔细计算每种黄烷酮糖苷的半衰期(在与人体粪便菌群混合的条件下)时,发现黄烷酮芸香糖苷的水解速度大约是黄烷酮新橙皮糖苷的两倍。观察到两种苷元的降解速率没有差异。因此,似乎未成熟干燥柑橘类水果中的黄烷酮糖苷与人体粪便菌群的水解速率与糖的空间位阻密切相关。这一发现可能有效地用于进一步研究未成熟干燥柑橘类水果黄烷酮糖苷的药代动力学。

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