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首页> 外文期刊>Journal of mass spectrometry: JMS >Gas phase isomeric differentiation of oleanolic and ursolic acids associated with heptakis-(2,6-di-O-methyl)-beta-cyclodextrin by electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry
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Gas phase isomeric differentiation of oleanolic and ursolic acids associated with heptakis-(2,6-di-O-methyl)-beta-cyclodextrin by electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry

机译：电喷雾电离傅里叶变换离子回旋共振质谱分析与庚基-（2,6-二-O-甲基）-β-环糊精相关的齐墩果酸和熊果酸的气相异构

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摘要

Oleanolic acid (OA) and ursolic acid (UA) are isomeric triterpenoid compounds with similar pharmaceutical properties. Usually, modern chromatographic and electrophoretic methods are widely utilized to differentiate these two compounds. Compared with mass spectrometric (MS) methods, these modern separation methods are both time- and sample-consuming. Herein, we present a new method for structural differentiation of OA and UA by Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS) with the association of heptakis-(2,6-di-O-methyl)beta-cyclodextrin (DM-beta-CD). Exact MS and tandem MS (MS/MS) data showed that there is no perceptible difference between OA and UA, as well as their beta-cyclodextrin and gamma-cyclodextrin complexes. However, there is a remarkable difference in MS/MS spectra of DM-beta-CD complexes of OA and UA. The peak corresponding to the neutral loss of a formic acid and a water molecule could only be observed in the MS/MS spectrum of the complex of DM-beta-CD: OA. Molecular modeling calculations were also employed to further investigate the structural differences of DM-beta-CD: OA and DM-beta-CD : UA complexes. Therefore, by employing DM-beta-CD as a reference reagent, OA and UA could be differentiated with purely MS method.
机译：齐墩果酸（OA）和熊果酸（UA）是具有类似药物特性的异构三萜类化合物。通常，现代色谱和电泳方法被广泛用于区分这两种化合物。与质谱（MS）方法相比，这些现代的分离方法既费时又费样品。在这里，我们提出了一种通过庚烷-（2,6-二-O-甲基）β-环糊精（DM）的傅里叶变换离子回旋共振质谱（FT-ICR MS）来鉴定OA和UA结构的新方法-beta-CD）。确切的MS和串联MS（MS / MS）数据表明，OA和UA以及它们的β-环糊精和γ-环糊精复合物之间没有明显的区别。但是，OA和UA的DM-β-CD配合物的MS / MS光谱存在显着差异。只能在DM-β-CD：OA配合物的MS / MS光谱中观察到与甲酸和水分子的中性损失相对应的峰。分子模型计算还用于进一步研究DM-β-CD：OA和DM-β-CD：UA复合物的结构差异。因此，通过使用DM-β-CD作为参考试剂，可以用纯MS方法区分OA和UA。

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