Identification of Metabolites of the Cardioprotective Alkaloid Dehydrocorydaline in Rat Plasma and Bile by Liquid Chromatography Coupled with Triple Quadrupole Linear Ion Trap Mass Spectrometry
Dehydrocorydaline (DHC), a quaternary alkaloid from Corydalis yanhusuo, has been demonstrated to be the active constituent in the treatment of coronary heart disease. In this study, a high-performance liquid chromatography–electrospray ionization–triple quadrupole linear ion trap mass spectrometry (...
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2017-10-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/22/10/1686 |
| _version_ | 1818037691417100288 |
|---|---|
| author | Huanyu Guan Kaitong Li Xiaoming Wang Xiaomei Luo Meifeng Su Wenting Tan Xiaoyan Chang Yue Shi |
| author_facet | Huanyu Guan Kaitong Li Xiaoming Wang Xiaomei Luo Meifeng Su Wenting Tan Xiaoyan Chang Yue Shi |
| author_sort | Huanyu Guan |
| collection | DOAJ |
| description | Dehydrocorydaline (DHC), a quaternary alkaloid from Corydalis yanhusuo, has been demonstrated to be the active constituent in the treatment of coronary heart disease. In this study, a high-performance liquid chromatography–electrospray ionization–triple quadrupole linear ion trap mass spectrometry (HPLC–ESI–QTRAP MS) technique was used to identify DHC metabolites in plasma and bile after oral administration of DHC to rats. A total of 18 metabolites (M1 to M18) were identified and characterized by LC–MS/MS in the positive ion mode. These 18 metabolites were all present in rat bile, while only 9 were detected in plasma. O-demethylation, hydroxylation, di-hydroxylation, glucuronidation of O-demethyl DHC, sulfation of O-demethyl DHC and di-hydroxylation of dehydro-DHC were the major metabolic pathways of DHC. This is the first time that these metabolites of DHC have been identified in rat plasma and bile, which provides useful information for further analysis of the biotransformation of DHC and other quaternary protoberberine-type alkaloids. |
| first_indexed | 2024-12-10T07:30:52Z |
| format | Article |
| id | doaj.art-99d7dad7064d4e3f80530d31698e7347 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-10T07:30:52Z |
| publishDate | 2017-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-99d7dad7064d4e3f80530d31698e73472022-12-22T01:57:34ZengMDPI AGMolecules1420-30492017-10-012210168610.3390/molecules22101686molecules22101686Identification of Metabolites of the Cardioprotective Alkaloid Dehydrocorydaline in Rat Plasma and Bile by Liquid Chromatography Coupled with Triple Quadrupole Linear Ion Trap Mass SpectrometryHuanyu Guan0Kaitong Li1Xiaoming Wang2Xiaomei Luo3Meifeng Su4Wenting Tan5Xiaoyan Chang6Yue Shi7Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, ChinaInstitute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, ChinaDehydrocorydaline (DHC), a quaternary alkaloid from Corydalis yanhusuo, has been demonstrated to be the active constituent in the treatment of coronary heart disease. In this study, a high-performance liquid chromatography–electrospray ionization–triple quadrupole linear ion trap mass spectrometry (HPLC–ESI–QTRAP MS) technique was used to identify DHC metabolites in plasma and bile after oral administration of DHC to rats. A total of 18 metabolites (M1 to M18) were identified and characterized by LC–MS/MS in the positive ion mode. These 18 metabolites were all present in rat bile, while only 9 were detected in plasma. O-demethylation, hydroxylation, di-hydroxylation, glucuronidation of O-demethyl DHC, sulfation of O-demethyl DHC and di-hydroxylation of dehydro-DHC were the major metabolic pathways of DHC. This is the first time that these metabolites of DHC have been identified in rat plasma and bile, which provides useful information for further analysis of the biotransformation of DHC and other quaternary protoberberine-type alkaloids.https://www.mdpi.com/1420-3049/22/10/1686LC–MS/MSdehydrocorydalineCorydalis yanhusuometabolitescardioprotection |
| spellingShingle | Huanyu Guan Kaitong Li Xiaoming Wang Xiaomei Luo Meifeng Su Wenting Tan Xiaoyan Chang Yue Shi Identification of Metabolites of the Cardioprotective Alkaloid Dehydrocorydaline in Rat Plasma and Bile by Liquid Chromatography Coupled with Triple Quadrupole Linear Ion Trap Mass Spectrometry Molecules LC–MS/MS dehydrocorydaline Corydalis yanhusuo metabolites cardioprotection |
| title | Identification of Metabolites of the Cardioprotective Alkaloid Dehydrocorydaline in Rat Plasma and Bile by Liquid Chromatography Coupled with Triple Quadrupole Linear Ion Trap Mass Spectrometry |
| title_full | Identification of Metabolites of the Cardioprotective Alkaloid Dehydrocorydaline in Rat Plasma and Bile by Liquid Chromatography Coupled with Triple Quadrupole Linear Ion Trap Mass Spectrometry |
| title_fullStr | Identification of Metabolites of the Cardioprotective Alkaloid Dehydrocorydaline in Rat Plasma and Bile by Liquid Chromatography Coupled with Triple Quadrupole Linear Ion Trap Mass Spectrometry |
| title_full_unstemmed | Identification of Metabolites of the Cardioprotective Alkaloid Dehydrocorydaline in Rat Plasma and Bile by Liquid Chromatography Coupled with Triple Quadrupole Linear Ion Trap Mass Spectrometry |
| title_short | Identification of Metabolites of the Cardioprotective Alkaloid Dehydrocorydaline in Rat Plasma and Bile by Liquid Chromatography Coupled with Triple Quadrupole Linear Ion Trap Mass Spectrometry |
| title_sort | identification of metabolites of the cardioprotective alkaloid dehydrocorydaline in rat plasma and bile by liquid chromatography coupled with triple quadrupole linear ion trap mass spectrometry |
| topic | LC–MS/MS dehydrocorydaline Corydalis yanhusuo metabolites cardioprotection |
| url | https://www.mdpi.com/1420-3049/22/10/1686 |
| work_keys_str_mv | AT huanyuguan identificationofmetabolitesofthecardioprotectivealkaloiddehydrocorydalineinratplasmaandbilebyliquidchromatographycoupledwithtriplequadrupolelineariontrapmassspectrometry AT kaitongli identificationofmetabolitesofthecardioprotectivealkaloiddehydrocorydalineinratplasmaandbilebyliquidchromatographycoupledwithtriplequadrupolelineariontrapmassspectrometry AT xiaomingwang identificationofmetabolitesofthecardioprotectivealkaloiddehydrocorydalineinratplasmaandbilebyliquidchromatographycoupledwithtriplequadrupolelineariontrapmassspectrometry AT xiaomeiluo identificationofmetabolitesofthecardioprotectivealkaloiddehydrocorydalineinratplasmaandbilebyliquidchromatographycoupledwithtriplequadrupolelineariontrapmassspectrometry AT meifengsu identificationofmetabolitesofthecardioprotectivealkaloiddehydrocorydalineinratplasmaandbilebyliquidchromatographycoupledwithtriplequadrupolelineariontrapmassspectrometry AT wentingtan identificationofmetabolitesofthecardioprotectivealkaloiddehydrocorydalineinratplasmaandbilebyliquidchromatographycoupledwithtriplequadrupolelineariontrapmassspectrometry AT xiaoyanchang identificationofmetabolitesofthecardioprotectivealkaloiddehydrocorydalineinratplasmaandbilebyliquidchromatographycoupledwithtriplequadrupolelineariontrapmassspectrometry AT yueshi identificationofmetabolitesofthecardioprotectivealkaloiddehydrocorydalineinratplasmaandbilebyliquidchromatographycoupledwithtriplequadrupolelineariontrapmassspectrometry |