Identification of phase II metabolites of thiol-conjugated [6]-shogaol in mouse urine using high-performance liquid chromatography tandem mass spectrometry.
Identification of phase II metabolites of thiol-conjugated [6]-shogaol in mouse urine using high-performance liquid chromatography tandem mass spectrometry.
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DOI：
10.1016/j.jchromb.2012.09.020
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发表时间：
2012-10-15
影响因子：
3
通讯作者：
Sang, Shengmin
中科院分区：
文献类型：
--
作者：
Chen, Huadong;Sang, Shengmin
生姜经常作为一种香料食用，具有多种药用价值。大量研究表明，生姜具有抗炎、抗氧化和抗肿瘤活性。在此之前，我们报道了[6]-shogaol在小鼠体内的主要代谢途径是硫代尿酸途径，[6]-shogaol的硫醇偶联物存在于小鼠尿液中的葡萄糖醛酸化和硫酸盐化形式。然而，它们的结构仍然未知。在本研究中，我们进一步研究了硫醇偶联的[6]-shogaol在小鼠尿液中的II相代谢，其中我们鉴定了16种硫醇偶联的[6]-shogaol的II相代谢产物：5-半胱氨基-[6]-shogaol葡萄糖醛酸苷(9)，5-N-乙酰半胱氨基-[6]-shogaol葡萄糖醛酸苷(10)，5-半胱氨基甘氨酰-[6]-shogaol葡萄糖醛酸苷(11)，5-甲硫基-[6]-shogaol葡萄糖苷(12)，5-半胱氨基-M6葡萄糖醛酸苷(13和14)，5-半胱氨基-M6硫代葡萄糖醛酸苷(15和16)，5-半胱氨酰甘氨酰-[6]-shogaol葡萄糖醛酸(11)，5-甲硫基-[6]-shogaol葡萄糖醛酸(12)，5-半胱氨基-M6葡萄糖醛酸(13和14)，5-半胱氨基-M6硫代葡萄糖醛酸(15和16)，5-N-乙酰半胱氨基-M6葡萄糖醛酸苷(17和18)、5-半胱氨基甘氨酰-M6葡萄糖醛酸苷(19和20)、5-半胱氨基甘氨酰-M6硫酸酯(21和22)和5-甲硫基-M6葡萄糖醛酸苷(23和24)。通过对这些代谢物的MSN(n=1.4)谱进行分析，并与标准物质的串联质谱图进行比较，确证了它们的结构。据我们所知，这是第一个涉及在小鼠中鉴定出[6]-shogaol的第二相尿代谢物的报告。
Ginger is frequently consumed as a spice and has numerous medicinal properties. Extensive research has characterized the anti-inflammatory, antioxidant, and antitumor activities of ginger. Previously, we reported the mercapturic acid pathway as a major metabolic route of [6]-shogaol in mice and the thiol conjugates of [6]-shogaol existed in the glucuronidated and sulfated forms in mouse urine. However, their structures are still unknown. In the present study, we further investigated the phase II metabolism of thiol-conjugated [6]-shogaol in mouse urine, in which we identified sixteen phase II metabolites of thiol-conjugated [6]-shogaol: 5-cysteinyl-[6]-shogaol glucuronide (9), 5-N-acetylcysteinyl-[6]-shogaol glucuronide (10), 5-cysteinylglycinyl-[6]-shogaol glucuronide (11), 5-methylthio-[6]-shogaol glucuronide (12), 5-cysteinyl-M6 glucuronide (13 and 14), 5-cysteinyl-M6 sulfate (15 and 16), 5-N-acetylcysteinyl-M6 glucuronide (17 and 18), 5-cysteinylglycinyl-M6 glucuronide (19 and 20), 5-cysteinylglycinyl-M6 sulfate (21 and 22), and 5-methylthio-M6 glucuronide (23 and 24) using liquid chromatography/electrospray ionization tandem mass spectrometry. The structures of these metabolites were confirmed by analyzing their MSn (n =1! 4) spectra as well as comparing with the tandem mass spectra of authentic standards. To our knowledge, this is the first report involving identification of phase II urinary metabolites of [6]-shogaol in mice.
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影响因子：
3.9
作者：
Chen, Huadong;Lv, Lishuang;Sang, Shengmin
通讯作者：
Sang, Shengmin
影响因子：
1.6
作者：
Etoh, H;Kondoh, T;Kubota, K
通讯作者：
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影响因子：
5.4
作者：
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通讯作者：
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影响因子：
5.4
作者：
Dugasani, Swarnalatha;Pichika, Mallikarjuna Rao;Korlakunta, Jayaveera Narsimha
通讯作者：
Korlakunta, Jayaveera Narsimha
影响因子：
6.1
作者：
Pfeiffer, Erika;Heuschmid, Franziska F.;Metzler, Manfred
通讯作者：
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