Characterization of thiol-conjugated metabolites of ginger components shogaols in mouse and human urine and modulation of the glutathione levels in cancer cells by [6]-shogaol.
Characterization of thiol-conjugated metabolites of ginger components shogaols in mouse and human urine and modulation of the glutathione levels in cancer cells by [6]-shogaol.
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DOI：
10.1002/mnfr.201200679
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发表时间：
2013-03
影响因子：
5.2
通讯作者：
Sang, Shengmin
中科院分区：
文献类型：
--
作者：
Chen, Huadong;Soroka, Dominique N.;Hu, Yuhui;Chen, Xiaoxin;Sang, Shengmin
姜烯酚是干姜中的一系列主要成分，其中最丰富的是[6]-、[8]-和[10]-姜烯酚，其抗癌功效比姜辣素高得多。此前，我们报道了硫醇酸途径是小鼠体内[6]-姜烯酚的主要代谢途径。然而，目前尚不清楚侧链长度如何影响姜烯酚的代谢以及姜烯酚在人体中如何代谢。我们首先研究小鼠尿液中[10]-姜烯酚的代谢，然后研究人尿液中姜烯酚的生物转化。我们的结果表明，使用液相色谱/电喷雾在小鼠尿液中检测到[10]-姜烯酚的八种主要硫醇结合代谢物，而在饮用生姜茶后收集的人尿液中检测到[6]-姜烯酚的六种主要硫醇结合代谢物、[8]-姜烯酚的两种硫醇结合代谢物和[10]-姜烯酚的两种硫醇结合代谢物。电离串联质谱法。我们的结果清楚地表明，硫醇酸途径是小鼠中[10]-姜烯酚和人类姜烯酚的主要代谢途径。此外，我们还研究了[6]-姜烯酚对人结肠癌细胞HCT-116中谷胱甘肽（GSH）的调节作用。我们的结果表明，[6]-姜烯酚在最初消耗谷胱甘肽水平后，随后可以随着时间的推移恢复并增加谷胱甘肽水平。姜烯酚在小鼠和人类体内广泛代谢，形成硫醇结合的代谢物，GSH 可能在生姜的癌症预防活性中发挥重要作用。
Shogaols, a series of major constituents in dried ginger with the most abundant being [6]-, [8]-, and [10]-shogaols, show much higher anti-cancer potencies than gingerols. Previously, we reported the mercapturic acid pathway as a major metabolic route for [6]-shogaol in mice. However, it is still unclear how the side chain length affects the metabolism of shogaols and how shogaols are metabolized in humans. We first investigate the metabolism of [10]-shogaol in mouse urine, and then investigate the biotransformation of shogaols in human urine. Our results show that eight major thiol-conjugated metabolites of [10]-shogaol were detected in mouse urine, while six major thiol-conjugated metabolites of [6]-shogaol, two thiol-conjugated metabolites of [8]-shogaol, and two thiol-conjugated metabolites of [10]-shogaol were detected in urine collected from human after drinking ginger tea, using liquid chromatography/electrospray ionization tandem mass spectrometry. Our results clearly indicate the mercapturic acid pathway is a major metabolic route for [10]-shogaol in mice and for shogaols in human. Furthermore, we also investigated the regulation of glutathione (GSH) by [6]-shogaol in human colon cancer cells HCT-116. Our results show [6]-shogaol, after initially depleting glutathione levels, can subsequently restore and increase GSH levels over time. Shogaols are metabolized extensively in mouse and human to form thiol-conjugated metabolites and GSH might play an important role in the cancer preventative activity of ginger.
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姜的6个shogaol提取物上调细胞和小鼠的抗氧化剂防御系统。
DOI：
10.3390/molecules17078037
发表时间：
2012-07-04
期刊：
Molecules (Basel, Switzerland)
影响因子：
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发表时间：
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影响因子：
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