Identification of regioisomers of methylated kaempferol and quercetin by ultra high performance liquid chromatography quadrupole time-of-flight (UHPLC-QTOF) tandem mass spectrometry combined with diagnostic fragmentation pattern analysis

文献类型： 外文期刊

第一作者： Ma, Chengying

作者： Ma, Chengying;Lv, Haipeng;Zhang, Xinzhong;Chen, Zongmao;Shi, Jiang;Lin, Zhi;Lu, Meiling

作者机构：

关键词： Methylated kaempferol;Methylated quercetin;Regioisomers;Identification;Tandem mass spectrometry fragmentation

期刊名称：ANALYTICA CHIMICA ACTA （ 影响因子：6.558； 五年影响因子：6.228 ）

ISSN：

年卷期：

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收录情况： SCI

摘要： The O-methylation of active flavonoids can enhance their antiallergic, anticancerous, and cardioprotective effects depending on the methylation position. Thus, it is biologically and pharmacologically important to differentiate methylated flavonoid regioisomers. In this study, we examined the regioisomers of methylated kaempferol and quercetin using ultra high performance liquid chromatography quadrupole time-of-flight tandem mass spectrometry. The methyl groups on the flavonoids can generally be cleaved as methyl radicals in a position-independent manner. We found that methyl groups can be cleaved as methane. If there are protons adjacent the methoxy on the flavonol rings, intra-molecule proton transfer can occur via collision-induced dissociation, and one molecule of methane can then be eliminated. The remaining charged fragment ([M+H-CH4 ]~+) reflects the adjacent structure and is specific to the methoxy position. Furthermore, the retro Diels-AIder (RDA) fragmentation of methylated flavonols can generate fragments with the methoxy at the original methylated ring. Combining the position-specific [M+H-CH4]~+ fragment with the RDA fragments provides a diagnostic pattern forrapidly identifyingmeth-ylated regioisomeric flavonols. Along with their retention behaviour, we have successfully identified ten regioisomers of methylated kaempferol and quercetin, which include six compounds previously

分类号： O65

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