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采用液相色谱-串联质谱法鉴定茶叶黄素 3,3′-二没食子酸酯在小鼠粪便中的代谢产物。

Structural identification of mouse fecal metabolites of theaflavin 3,3'-digallate using liquid chromatography tandem mass spectrometry.

机构信息

Center for Excellence in Post-Harvest Technologies, North Carolina Agricultural and Technical State University, Kannapolis, NC 28081, USA.

出版信息

J Chromatogr A. 2011 Oct 14;1218(41):7297-306. doi: 10.1016/j.chroma.2011.08.056. Epub 2011 Aug 25.

DOI:10.1016/j.chroma.2011.08.056
PMID:21906744
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3376406/
Abstract

Black tea consumption has been associated with many health benefits including the prevention of cancer and heart disease. Theaflavins are the major bioactive polyphenols present in black tea. Unfortunately, limited information is available on their biotransformation. In the present study, we investigated the metabolic fate of theaflavin 3,3'-digallate (TFDG), one of the most abundant and bioactive theaflavins, in mouse fecal samples using liquid chromatography/electrospray ionization tandem mass spectrometry by analyzing the MS(n) (n=1-3) spectra. Four metabolites theaflavin, theaflavin 3-gallate, theaflavin 3'-gallate, and gallic acid were identified as the major mouse fecal metabolites of TFDG. Glucuronidated and sulfated, instead of methylated metabolites of theaflavin 3-gallate, theaflavin 3'-gallate, and TFDG were detected and identified as the minor mouse fecal metabolites of TFDG. Our results indicate that TFDG can be degraded in mice. Further studies on the formation of those metabolites in TFDG-treated mice in germ-free conditions are warranted. To our knowledge, this is the first report on the biotransformation of TFDG in mice.

摘要

红茶的消费与许多健康益处有关，包括预防癌症和心脏病。茶黄素是红茶中主要的生物活性多酚。不幸的是，关于它们的生物转化的信息有限。在本研究中，我们通过分析 MS(n)（n=1-3）谱，使用液相色谱/电喷雾串联质谱法，研究了茶黄素 3,3'-二没食子酸酯（TFDG）的代谢命运，TFDG 是最丰富和最具生物活性的茶黄素之一。在小鼠粪便样品中鉴定出茶黄素、没食子酸茶黄素、茶黄素 3'-没食子酸酯和没食子酸 4 种主要代谢物。鉴定出茶黄素 3-没食子酸酯、茶黄素 3'-没食子酸酯和 TFDG 的葡萄糖醛酸和硫酸化代谢物，而不是甲基化代谢物，为 TFDG 的次要小鼠粪便代谢物。我们的研究结果表明，TFDG 可以在小鼠体内降解。进一步研究 TFDG 在无菌条件下处理的小鼠中这些代谢物的形成是必要的。据我们所知，这是 TFDG 在小鼠体内生物转化的首次报道。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/f2c645256880/nihms-382159-f0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/509072041992/nihms-382159-f0001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/9795ece72a95/nihms-382159-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/0ae8a1547f36/nihms-382159-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/d679102c07b3/nihms-382159-f0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/5ae31675caf2/nihms-382159-f0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/f2c645256880/nihms-382159-f0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/509072041992/nihms-382159-f0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/12607b32f554/nihms-382159-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/6313d0cb4596/nihms-382159-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/9795ece72a95/nihms-382159-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/0ae8a1547f36/nihms-382159-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/d679102c07b3/nihms-382159-f0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/5ae31675caf2/nihms-382159-f0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6538/3376406/f2c645256880/nihms-382159-f0008.jpg

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The chemistry and biotransformation of tea constituents.茶成分的化学与生物转化。
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Protocatechuic acid inhibits cancer cell metastasis involving the down-regulation of Ras/Akt/NF-κB pathway and MMP-2 production by targeting RhoB activation.原儿茶酸通过靶向 RhoB 激活抑制 Ras/Akt/NF-κB 通路和 MMP-2 的产生来抑制癌细胞转移。
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Gallic acid induces apoptosis via caspase-3 and mitochondrion-dependent pathways in vitro and suppresses lung xenograft tumor growth in vivo.没食子酸在体外通过 caspase-3 和线粒体依赖性途径诱导细胞凋亡，并在体内抑制肺异种移植肿瘤生长。
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Metabolites are key to understanding health effects of wine polyphenolics.代谢物是理解葡萄酒多酚对健康影响的关键。
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Polyphenol metabolites from colonic microbiota exert anti-inflammatory activity on different inflammation models.来自结肠微生物群的多酚代谢产物对不同的炎症模型具有抗炎活性。
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Cancer prevention by tea: animal studies, molecular mechanisms and human relevance.茶对癌症的预防作用：动物研究、分子机制及与人类的相关性
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