Catabolism of (+)-catechin and (-)-epicatechin by rat intestinal microbiota.

Catabolism of (+)-catechin and (-)-epicatechin by rat intestinal microbiota.
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DOI:
10.1021/jf304431v
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发表时间:
2013-05
影响因子:
6.1
通讯作者:
Akiko Takagaki;F. Nanjo
Akiko Takagaki;F. Nanjo
中科院分区:
农林科学1区
文献类型:
--
作者:
Akiko Takagaki;F. Nanjo

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研究了大鼠肠道菌群对(+)-儿茶素(+C)和(-)-表儿茶素(EC)的体外分解代谢。+C和EC代谢产物经LC-MS和NMR鉴定。结果,4-羟基-5-(3-羟基苯基)戊酸(C-5和EC-5)、4-氧-5-(3,4-二羟基苯基)戊酸(EC-7)、4-氧-5-(3-羟基苯基)戊酸(EC-8)和1-(4-羟基苯基)-3-(2,4,6-三羟基苯基)丙烷-2-醇(EC-13)被鉴定为+C或EC的新代谢产物。从旋光度的测量可以推断出具有相同化学结构和手性碳的+C和EC代谢物彼此之间具有对映体关系,并保持了原始儿茶素的3位构型。在此基础上,结合前人的研究成果,更新了大鼠肠道菌群对+C和EC的代谢途径。
Catabolism of (+)-catechin (+C) and (-)-epicatechin (EC) by rat intestinal microbiota was examined in vitro. +C and EC metabolites isolated were identified by LC-MS and NMR analyses. As a result, 4-hydroxy-5-(3-hydroxyphenyl)valeric acid (C-5 and EC-5), 4-oxo-5-(3,4-dihydorxyphenyl)valeric acid (EC-7), 4-oxo-5-(3-hydorxyphenyl)valeric acid (EC-8), and 1-(4-hydroxyphenyl)-3-(2,4,6-trihydroxyphenyl)propan-2-ol (EC-13) were identified as new metabolites of +C or EC. From the measurement of optical rotation, each of the +C and EC metabolites possessing the same chemical structure and chiral carbon was inferred to have an enantiomeric relationship to each other and to maintain the configurations at the 3-position of the original catechins. On the basis of these findings together with previous information, the proposed metabolic pathway of +C and EC by rat intestinal microbiota was updated.