文献类型：期刊文献

英文题名：Separation, determination and identification of the diastereoisomers of podophyllotoxin and its esters by high-performance liquid chromatography/tandem mass spectrometry

作者：Zhao, Lei[1,2];Tian, Xuan[1];Fan, Peng-Cheng[3];Zhan, Yun-Jing[2];Shen, Da-Wei[1];Jin, Yan[1]

第一作者：Zhao, Lei;赵磊

通信作者：Tian, X[1]

机构：[1]Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China;[2]Gansu Coll Tradit Chinese Med, Dept Pharm, Lanzhou 730000, Peoples R China;[3]Gen Hosp Lanzhou, Dept Pharm, Lanzhou 730050, Peoples R China

第一机构：Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

通信机构：[1]corresponding author), Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.

年份：2008

卷号：1210

期号：2

起止页码：168

外文期刊名：JOURNAL OF CHROMATOGRAPHY A

收录：;EI(收录号：20084411668557);Scopus(收录号：2-s2.0-54449083746);WOS:【SCI-EXPANDED(收录号:WOS:000261074300006)】；

基金：First and foremost, we would like to express our gratitude to financial support from the Natural Science Foundation of Gansu Province (3ZS061-A25-024). Our hearty thanks go to Prof. Cui-Rong Sun and Ms. Juan-Juan Chen (Zhejiang University) for performing the HPLC-ESI/MS analysis.

语种：英文

外文关键词：Diastereoisomers separation; Podophyllotoxin; HPLC-ESI/MS/MS; Relative abundance

摘要：A rapid and stable high-performance liquid chromatography-diode array detection (HPLC-DAD) and a high-performance liquid chromatography-electrospray ionization tandem mass spectrometry (HPLC-ESI/MS/MS) method were developed and validated for the separation, determination, and identification of eight pairs of diastereoisomers of podophyllotoxin and its esters at C-2 position. The separation was carried out on BDS Hypersil C-18 column with CH3OH-CH3CN-H2O as the mobile phase in a gradient program. Interestingly, every 2 alpha-H compound migrated before its corresponding 2 beta-H epimer under optimum conditions. Also, the [M+NH4](+) of all eight pairs of compounds was observed in the HPLC-ESI/MS spectra. The characteristic elimination from the precursor protonated ions and the product ions at m/z 397, 313,282, and 229 were the common diagnostic masses. The ion ratios of relative abundance [M-ROH+H](+) (ion 397) to [M+NH4](+), [A+H](+) (ion 313) to [M-ROH+H](+), and [M-ROH-ArH+H](+) (ion 229) to [M-ROH+H](+) in the ESI/MS/MS spectra of each pair of diastereoisomers of the lignans specifically exhibited a stereochemical effect. Thus, by using identical sample solutions and chromatographic conditions (including the same columns and gradient programs), the combination of DAD and MS/MS data permitted the separation and identification of the eight pairs of diastereoisomers of the podophyllotoxin and its esters in the mixture. The method could be used in rapidly identifying the purity and monitoring of the epimerization of 2-H of podophyllotoxin and its analogues from natural products, chemical reactions, and pharmaceutical metabolism. (c) 2008 Elsevier B.V. All rights reserved.