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Detection of 191 Taxifolin Metabolites and Their Distribution in Rats Using HPLC-ESI-IT-TOF-MS(n)

Taxifolin is a ubiquitous bioactive constituent of foods and herbs. To thoroughly explore its metabolism in vivo, an HPLC-ESI-IT-TOF-MS(n) method combined with specific metabolite detection strategy was used to detect and identify the metabolites of taxifolin in rats. Of the 191 metabolites tentativ...

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Detalles Bibliográficos
Autores principales: Yang, Ping, Xu, Feng, Li, Hong-Fu, Wang, Yi, Li, Feng-Chun, Shang, Ming-Ying, Liu, Guang-Xue, Wang, Xuan, Cai, Shao-Qing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273498/
https://www.ncbi.nlm.nih.gov/pubmed/27649117
http://dx.doi.org/10.3390/molecules21091209
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author Yang, Ping
Xu, Feng
Li, Hong-Fu
Wang, Yi
Li, Feng-Chun
Shang, Ming-Ying
Liu, Guang-Xue
Wang, Xuan
Cai, Shao-Qing
author_facet Yang, Ping
Xu, Feng
Li, Hong-Fu
Wang, Yi
Li, Feng-Chun
Shang, Ming-Ying
Liu, Guang-Xue
Wang, Xuan
Cai, Shao-Qing
author_sort Yang, Ping
collection PubMed
description Taxifolin is a ubiquitous bioactive constituent of foods and herbs. To thoroughly explore its metabolism in vivo, an HPLC-ESI-IT-TOF-MS(n) method combined with specific metabolite detection strategy was used to detect and identify the metabolites of taxifolin in rats. Of the 191 metabolites tentatively identified, 154 were new metabolites, 69 were new compounds and 32 were dimers. This is the first report of the in vivo biotransformation of a single compound into more than 100 metabolites. Furthermore, acetylamination and pyroglutamic acid conjugation were identified as new metabolic reactions. Seventeen metabolites were found to have various taxifolin-related bioactivities. The potential targets of taxifolin and 63 metabolites were predicted using PharmMapper, with results showing that more than 60 metabolites have the same five targets. Metabolites with the same fragment pattern may have the same pharmacophore. Thus these metabolites may exert the same pharmacological effects as taxifolin through an additive effect on the same drug targets. This observation indicates that taxifolin is bioactive not only in the parent form, but also through its metabolites. These findings enhance understanding of the metabolism and effective forms of taxifolin and may provide further insight of the beneficial effects of taxifolin and its derivatives.
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spelling pubmed-62734982018-12-28 Detection of 191 Taxifolin Metabolites and Their Distribution in Rats Using HPLC-ESI-IT-TOF-MS(n) Yang, Ping Xu, Feng Li, Hong-Fu Wang, Yi Li, Feng-Chun Shang, Ming-Ying Liu, Guang-Xue Wang, Xuan Cai, Shao-Qing Molecules Article Taxifolin is a ubiquitous bioactive constituent of foods and herbs. To thoroughly explore its metabolism in vivo, an HPLC-ESI-IT-TOF-MS(n) method combined with specific metabolite detection strategy was used to detect and identify the metabolites of taxifolin in rats. Of the 191 metabolites tentatively identified, 154 were new metabolites, 69 were new compounds and 32 were dimers. This is the first report of the in vivo biotransformation of a single compound into more than 100 metabolites. Furthermore, acetylamination and pyroglutamic acid conjugation were identified as new metabolic reactions. Seventeen metabolites were found to have various taxifolin-related bioactivities. The potential targets of taxifolin and 63 metabolites were predicted using PharmMapper, with results showing that more than 60 metabolites have the same five targets. Metabolites with the same fragment pattern may have the same pharmacophore. Thus these metabolites may exert the same pharmacological effects as taxifolin through an additive effect on the same drug targets. This observation indicates that taxifolin is bioactive not only in the parent form, but also through its metabolites. These findings enhance understanding of the metabolism and effective forms of taxifolin and may provide further insight of the beneficial effects of taxifolin and its derivatives. MDPI 2016-09-13 /pmc/articles/PMC6273498/ /pubmed/27649117 http://dx.doi.org/10.3390/molecules21091209 Text en © 2016 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Yang, Ping
Xu, Feng
Li, Hong-Fu
Wang, Yi
Li, Feng-Chun
Shang, Ming-Ying
Liu, Guang-Xue
Wang, Xuan
Cai, Shao-Qing
Detection of 191 Taxifolin Metabolites and Their Distribution in Rats Using HPLC-ESI-IT-TOF-MS(n)
title Detection of 191 Taxifolin Metabolites and Their Distribution in Rats Using HPLC-ESI-IT-TOF-MS(n)
title_full Detection of 191 Taxifolin Metabolites and Their Distribution in Rats Using HPLC-ESI-IT-TOF-MS(n)
title_fullStr Detection of 191 Taxifolin Metabolites and Their Distribution in Rats Using HPLC-ESI-IT-TOF-MS(n)
title_full_unstemmed Detection of 191 Taxifolin Metabolites and Their Distribution in Rats Using HPLC-ESI-IT-TOF-MS(n)
title_short Detection of 191 Taxifolin Metabolites and Their Distribution in Rats Using HPLC-ESI-IT-TOF-MS(n)
title_sort detection of 191 taxifolin metabolites and their distribution in rats using hplc-esi-it-tof-ms(n)
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6273498/
https://www.ncbi.nlm.nih.gov/pubmed/27649117
http://dx.doi.org/10.3390/molecules21091209
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