The synthesis of two long-chain N-hydroxy amino coumarin compounds and their applications in the analysis of aldehydes
The synthesis of two long-chain N-hydroxy amino coumarin compounds and their applications in the analysis of aldehydes
复制标题
两种长链N-羟基氨基香豆素化合物的合成及其在醛类分析中的应用
DOI：
10.1039/c7ra02177a
复制
发表时间：
2017
期刊：
影响因子：
3.9
通讯作者：
Lin Yawei
中科院分区：
文献类型：
--
作者：
Guan Zhaobing;Ding Manman;Sun Yao;Yu Sisi;Zhang Ao;Xia Shuguang;Hu Xiaosong;Lin Yawei
本文采用一种新的合成方法，经8步反应合成了两个具有长脂肪链的N-取代香豆酰羟胺（化合物1a和1b）。它们作为醛的衍生剂，在温和条件下形成硝酮，这可以很容易地通过LC-MS分析，具有良好的色谱性能，优异的荧光响应，和高电离强度。基于标准糠醛（F）、5-甲基糠醛（5-MF）和5-羟甲基糠醛（5-HMF）样品的衍生反应，我们成功地将化合物1a和1b用于葡萄干中糠醛的分析。证明它们是食品中醛类分析的优良试剂。化合物1a与己醛的衍生化反应表明，所设计的衍生化试剂可进一步应用于脂肪醛的分析。本研究表明，所设计的N-取代香豆酰羟胺是分析各种醛的优良探针，这些醛在多个研究领域中具有重要意义。
Herein, two N-substituted coumaryl hydroxylamines (compounds 1a and 1b) with long aliphatic chains were prepared in 8 steps with a novel synthetic protocol. They served as derivatization agents for aldehydes by the formation of nitrones under mild conditions, which can be readily analysed by LC-MS with good chromatographic performance, excellent fluorescent response, and high ionization strength. We successfully used compounds 1a and 1b in the analysis of furfuraldehydes in raisins, based on the derivatization reactions of standard furfural (F), 5-methylfurfural (5-MF) and 5-(hydroxymethyl)furfural (5-HMF) samples. It proved that they are excellent agents for the analysis of aldehydes in foodstuffs. The derivatization reaction between compound 1a and hexanal suggested that the applications of our designed derivatization agents can be further extended to the analysis of aliphatic aldehydes. This study demonstrated that the designed N-substituted coumaryl hydroxylamines are excellent probes for the analysis of various aldehydes which are important in multiple research areas.