New analytical method for the study of the metabolism of gentiopicroside in rats after oral administration by LC-TOF-MS following picolinoyl derivatization

Zhigang Wang; Shanshan Wang; Yujia Sun; Huiyu Wang; Guang Chen; Xijun Wang; Masao Hattori; Hailong Zhang

doi:10.1002/jssc.201300898

New analytical method for the study of the metabolism of gentiopicroside in rats after oral administration by LC-TOF-MS following picolinoyl derivatization

Zhigang Wang
, Shanshan Wang
, Yujia Sun
, Huiyu Wang
, Guang Chen
, Xijun Wang
, Masao Hattori
, Hailong Zhang^*

^*Corresponding author for this work

Heilongjiang University of Traditional Chinese Medicine
University of Toyama
Beijing University of Chemical Technology
Xi'an Jiaotong University

Research output: Contribution to journal › Article › peer-review

14 Citations (Scopus)

Abstract

The metabolism of gentiopicroside (GPS) in vivo was studied for the first time by LC-MS following picolinoyl derivatization. Incubation of erythrocentaurin, one of the main in vitro metabolites of GPS by intestinal bacteria, with liver microsome indicated that GPS might be metabolized to a final metabolite 3,4-dihydro-5-(hydroxymethyl)isochroman-1-one (HMIO) in vivo. After hydrolysis with sulfatase, HMIO was successfully detected in rat plasma after oral administration of GPS by LC-MS following picolinoyl derivatization. 4-Methoxyphenyl methanol was used as an internal standard to quantify HMIO in rat plasma. A metabolic pathway of GPS in rats is proposed. The monoterpene compound GPS was found to be metabolized to dihydroisocoumarin, which may be responsible for the pharmacological effect of GPS.

Original language	English
Pages (from-to)	237-243
Number of pages	7
Journal	Journal of Separation Science
Volume	37
Issue number	3
DOIs	https://doi.org/10.1002/jssc.201300898
Publication status	Published - Feb 2014
Externally published	Yes

Keywords

Derivatization
Gentiopicroside
Iridoid compounds
Metabolism

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10.1002/jssc.201300898

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title = "New analytical method for the study of the metabolism of gentiopicroside in rats after oral administration by LC-TOF-MS following picolinoyl derivatization",

abstract = "The metabolism of gentiopicroside (GPS) in vivo was studied for the first time by LC-MS following picolinoyl derivatization. Incubation of erythrocentaurin, one of the main in vitro metabolites of GPS by intestinal bacteria, with liver microsome indicated that GPS might be metabolized to a final metabolite 3,4-dihydro-5-(hydroxymethyl)isochroman-1-one (HMIO) in vivo. After hydrolysis with sulfatase, HMIO was successfully detected in rat plasma after oral administration of GPS by LC-MS following picolinoyl derivatization. 4-Methoxyphenyl methanol was used as an internal standard to quantify HMIO in rat plasma. A metabolic pathway of GPS in rats is proposed. The monoterpene compound GPS was found to be metabolized to dihydroisocoumarin, which may be responsible for the pharmacological effect of GPS.",

keywords = "Derivatization, Gentiopicroside, Iridoid compounds, Metabolism",

author = "Zhigang Wang and Shanshan Wang and Yujia Sun and Huiyu Wang and Guang Chen and Xijun Wang and Masao Hattori and Hailong Zhang",

year = "2014",

month = feb,

doi = "10.1002/jssc.201300898",

language = "English",

volume = "37",

pages = "237--243",

journal = "Journal of Separation Science",

issn = "1615-9306",

publisher = "John Wiley and Sons Inc.",

number = "3",

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TY - JOUR

T1 - New analytical method for the study of the metabolism of gentiopicroside in rats after oral administration by LC-TOF-MS following picolinoyl derivatization

AU - Wang, Zhigang

AU - Wang, Shanshan

AU - Sun, Yujia

AU - Wang, Huiyu

AU - Chen, Guang

AU - Wang, Xijun

AU - Hattori, Masao

AU - Zhang, Hailong

PY - 2014/2

Y1 - 2014/2

N2 - The metabolism of gentiopicroside (GPS) in vivo was studied for the first time by LC-MS following picolinoyl derivatization. Incubation of erythrocentaurin, one of the main in vitro metabolites of GPS by intestinal bacteria, with liver microsome indicated that GPS might be metabolized to a final metabolite 3,4-dihydro-5-(hydroxymethyl)isochroman-1-one (HMIO) in vivo. After hydrolysis with sulfatase, HMIO was successfully detected in rat plasma after oral administration of GPS by LC-MS following picolinoyl derivatization. 4-Methoxyphenyl methanol was used as an internal standard to quantify HMIO in rat plasma. A metabolic pathway of GPS in rats is proposed. The monoterpene compound GPS was found to be metabolized to dihydroisocoumarin, which may be responsible for the pharmacological effect of GPS.

AB - The metabolism of gentiopicroside (GPS) in vivo was studied for the first time by LC-MS following picolinoyl derivatization. Incubation of erythrocentaurin, one of the main in vitro metabolites of GPS by intestinal bacteria, with liver microsome indicated that GPS might be metabolized to a final metabolite 3,4-dihydro-5-(hydroxymethyl)isochroman-1-one (HMIO) in vivo. After hydrolysis with sulfatase, HMIO was successfully detected in rat plasma after oral administration of GPS by LC-MS following picolinoyl derivatization. 4-Methoxyphenyl methanol was used as an internal standard to quantify HMIO in rat plasma. A metabolic pathway of GPS in rats is proposed. The monoterpene compound GPS was found to be metabolized to dihydroisocoumarin, which may be responsible for the pharmacological effect of GPS.

KW - Derivatization

KW - Gentiopicroside

KW - Iridoid compounds

KW - Metabolism

UR - https://www.scopus.com/pages/publications/84893301005

U2 - 10.1002/jssc.201300898

DO - 10.1002/jssc.201300898

M3 - Article

C2 - 24376019

AN - SCOPUS:84893301005

SN - 1615-9306

VL - 37

SP - 237

EP - 243

JO - Journal of Separation Science

JF - Journal of Separation Science

IS - 3

ER -

New analytical method for the study of the metabolism of gentiopicroside in rats after oral administration by LC-TOF-MS following picolinoyl derivatization

Abstract

Keywords

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