Metabolites of Medicarpin and Their Distributions in Rats

Medicarpin is a bioactive pterocarpan that has been attracting increasing attention in recent years. However, its metabolic fate in vivo is still unknown. To clarify its metabolism and the distribution of its metabolites in rats after oral administration, the HPLC-ESI-IT-TOF-MS<sup>n</sup&g...

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Main Authors: Hong-Yan Wang, Teng Li, Rui Ji, Feng Xu, Guang-Xue Liu, Yao-Li Li, Ming-Ying Shang, Shao-Qing Cai
Format: Article
Language:English
Published: MDPI AG 2019-05-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/10/1966
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author Hong-Yan Wang
Teng Li
Rui Ji
Feng Xu
Guang-Xue Liu
Yao-Li Li
Ming-Ying Shang
Shao-Qing Cai
author_facet Hong-Yan Wang
Teng Li
Rui Ji
Feng Xu
Guang-Xue Liu
Yao-Li Li
Ming-Ying Shang
Shao-Qing Cai
author_sort Hong-Yan Wang
collection DOAJ
description Medicarpin is a bioactive pterocarpan that has been attracting increasing attention in recent years. However, its metabolic fate in vivo is still unknown. To clarify its metabolism and the distribution of its metabolites in rats after oral administration, the HPLC-ESI-IT-TOF-MS<sup>n</sup> technique was used. A total of 165 new metabolites (13 phase I and 152 phase II metabolites) were tentatively identified, and 104, 29, 38, 41, 74, 28, 24, 15, 42, 8, 10, 3, and 17 metabolites were identified in urine, feces, plasma, the colon, intestine, stomach, liver, spleen, kidney, lung, heart, brain, and thymus, respectively. Metabolic reactions included demethylation, hydrogenation, hydroxylation, glucuronidation, sulfation, methylation, glycosylation, and vitamin C conjugation. <b>M1</b> (medicarpin glucuronide), <b>M5</b> (vestitol-1&#8217;-<i>O</i>-glucuronide) were distributed to 10 organs, and <b>M1</b> was the most abundant metabolite in seven organs. Moreover, we found that isomerization of medicarpin must occur in vivo. At least 93 metabolites were regarded as potential new compounds by retrieving information from the Scifinder database. This is the first detailed report on the metabolism of ptercarpans in animals, which will help to deepen the understanding of the metabolism characteristics of medicarpin in vivo and provide a solid basis for further studies on the metabolism of other pterocarpans in animals.
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spelling doaj.art-3b6fc1a6b7354e5ea1c7e0e501de96852022-12-22T00:01:01ZengMDPI AGMolecules1420-30492019-05-012410196610.3390/molecules24101966molecules24101966Metabolites of Medicarpin and Their Distributions in RatsHong-Yan Wang0Teng Li1Rui Ji2Feng Xu3Guang-Xue Liu4Yao-Li Li5Ming-Ying Shang6Shao-Qing Cai7State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, No. 38, Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, No. 38, Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, No. 38, Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, No. 38, Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, No. 38, Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, No. 38, Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, No. 38, Xueyuan Road, Beijing 100191, ChinaState Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, No. 38, Xueyuan Road, Beijing 100191, ChinaMedicarpin is a bioactive pterocarpan that has been attracting increasing attention in recent years. However, its metabolic fate in vivo is still unknown. To clarify its metabolism and the distribution of its metabolites in rats after oral administration, the HPLC-ESI-IT-TOF-MS<sup>n</sup> technique was used. A total of 165 new metabolites (13 phase I and 152 phase II metabolites) were tentatively identified, and 104, 29, 38, 41, 74, 28, 24, 15, 42, 8, 10, 3, and 17 metabolites were identified in urine, feces, plasma, the colon, intestine, stomach, liver, spleen, kidney, lung, heart, brain, and thymus, respectively. Metabolic reactions included demethylation, hydrogenation, hydroxylation, glucuronidation, sulfation, methylation, glycosylation, and vitamin C conjugation. <b>M1</b> (medicarpin glucuronide), <b>M5</b> (vestitol-1&#8217;-<i>O</i>-glucuronide) were distributed to 10 organs, and <b>M1</b> was the most abundant metabolite in seven organs. Moreover, we found that isomerization of medicarpin must occur in vivo. At least 93 metabolites were regarded as potential new compounds by retrieving information from the Scifinder database. This is the first detailed report on the metabolism of ptercarpans in animals, which will help to deepen the understanding of the metabolism characteristics of medicarpin in vivo and provide a solid basis for further studies on the metabolism of other pterocarpans in animals.https://www.mdpi.com/1420-3049/24/10/1966medicarpinpterocarpanmetabolitesdistributionin vivoHPLC-ESI-IT-TOF-MS<sup>n</sup>
spellingShingle Hong-Yan Wang
Teng Li
Rui Ji
Feng Xu
Guang-Xue Liu
Yao-Li Li
Ming-Ying Shang
Shao-Qing Cai
Metabolites of Medicarpin and Their Distributions in Rats
Molecules
medicarpin
pterocarpan
metabolites
distribution
in vivo
HPLC-ESI-IT-TOF-MS<sup>n</sup>
title Metabolites of Medicarpin and Their Distributions in Rats
title_full Metabolites of Medicarpin and Their Distributions in Rats
title_fullStr Metabolites of Medicarpin and Their Distributions in Rats
title_full_unstemmed Metabolites of Medicarpin and Their Distributions in Rats
title_short Metabolites of Medicarpin and Their Distributions in Rats
title_sort metabolites of medicarpin and their distributions in rats
topic medicarpin
pterocarpan
metabolites
distribution
in vivo
HPLC-ESI-IT-TOF-MS<sup>n</sup>
url https://www.mdpi.com/1420-3049/24/10/1966
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AT fengxu metabolitesofmedicarpinandtheirdistributionsinrats
AT guangxueliu metabolitesofmedicarpinandtheirdistributionsinrats
AT yaolili metabolitesofmedicarpinandtheirdistributionsinrats
AT mingyingshang metabolitesofmedicarpinandtheirdistributionsinrats
AT shaoqingcai metabolitesofmedicarpinandtheirdistributionsinrats