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质谱法用于阐明大鼠体内莽草酸的生物转化产物。

Mass spectrometry in the elucidation of shikimate biotransformation products in the rat.

作者信息

Brewster D

出版信息

Biomed Mass Spectrom. 1979 Oct;6(10):447-52. doi: 10.1002/bms.1200061009.

DOI:10.1002/bms.1200061009
PMID:526563
Abstract

The biotransformation products of shikimate in the rat have been identified by electron impact mass spectrometry. Analysis of the metabolites produced after oral administration of shikimate resulted in the identification of hippurate, 3,4,5,6-tetrahydrohippurate, hexahydrohippurate, benzoyl and cyclohexylcarbonyl-beta-D-glucuronides and two isomeric 3,4-dihydroxycyclohexanecarboxylates. Results showed that shikimate itself is not metabolized by rat tissues and that all metabolites produced were dependent upon initial metabolic transformations by gastrointestinal microrganisms. The various hippurate derivatives and glucuronide conjugates appear to arise via a conversion of shikimate to cyclohexanecarboxylate, which is then further metabolized by the rat tissues.

摘要

已通过电子轰击质谱法鉴定了大鼠体内莽草酸的生物转化产物。对口服莽草酸后产生的代谢物进行分析,结果鉴定出马尿酸盐、3,4,5,6-四氢马尿酸盐、六氢马尿酸盐、苯甲酰基和环己基羰基-β-D-葡萄糖醛酸苷以及两种异构的3,4-二羟基环己烷羧酸盐。结果表明,莽草酸本身不会被大鼠组织代谢,并且产生的所有代谢物均依赖于胃肠道微生物的初始代谢转化。各种马尿酸盐衍生物和葡萄糖醛酸苷共轭物似乎是通过莽草酸转化为环己烷羧酸盐而产生的,然后再由大鼠组织进一步代谢。

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引用本文的文献

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Pharmacokinetic-Pharmacodynamic Modeling of the Immune-Enhancing Effect of Shikimic Acid in Growing Pigs.猪只生长过程中莽草酸免疫增强作用的药代动力学-药效学模型建立。
J Agric Food Chem. 2024 Nov 27;72(47):26224-26235. doi: 10.1021/acs.jafc.4c09250. Epub 2024 Nov 14.
2
The aromatization of cyclohexanecarboxylic acid to hippuric acid: substrate specificity and species differences.环己烷羧酸向马尿酸的芳构化:底物特异性和物种差异。
Mol Cell Biochem. 1985 Jul;67(2):171-9. doi: 10.1007/BF02370176.
3
Intracellular localization and some properties of the system in guinea pig liver responsible for the aromatization of cyclohexanecarboxylic acid to hippuric acid.
豚鼠肝脏中负责将环己烷羧酸芳构化为马尿酸的系统的细胞内定位及某些特性。
Mol Cell Biochem. 1985 Jan;65(2):107-15. doi: 10.1007/BF00221093.