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利用液相色谱多级质谱法鉴定和表征龙船花(茜草科)中的酚类化合物

Identification and characterisation of phenolics from Ixora coccinea L. (Rubiaceae) by liquid chromatography multi-stage mass spectrometry.

作者信息

Jaiswal Rakesh, Karar Mohamed Gamaleldin Elsadig, Gadir Haidar Abdel, Kuhnert Nikolai

机构信息

School of Engineering and Science, Chemistry, Jacobs University Bremen, Campus Ring 8, 28759, Bremen, Germany.

出版信息

Phytochem Anal. 2014 Nov-Dec;25(6):567-76. doi: 10.1002/pca.2530. Epub 2014 Sep 4.

Abstract

INTRODUCTION

Ixora coccinea L. leaves and stem are used in traditional Sudanese and Ayurvedic medicinal systems for the treatment of diarrhoea, fever, headache, skin diseases, eye trouble, wounds, sores and ulcers. Recent studies show that I. coccinea has anti-oxidant, anti-bacterial, anti-cancer, anti-inflammatory, analgaesic, anti-diarrhoeal, hepatoprotective, cardioprotective, anti-mutagenic, wound healing and anti-tumour activities. Ixora coccinea is a rich source of polyphenols such as proanthocyanidins, flavonoids, flavonoids glycosides and tannins.

OBJECTIVES

To develop a LC-MS(n) method for the identification and characterisation of phenolic compounds of I. coccinea L. leaves and stem.

METHODS

Aqueous methanolic (70% methanol) extracts of I. coccinea leaves and stem were used for LC-MS(n) to ensure efficient extraction of phenolics. A C18 amide reverse-phase HPLC column allowed separation of the phenolic compounds, including different isomers. For the LC-MS measurements, negative ion mode was used in order to obtain better tandem mass spectra and high-resolution mass spectra.

RESULTS

The phenolics were identified by their typical UV absorptions at 254, 280 and 320 nm. All the flavonol glycosides showed a neutral loss of the glycan part; hydroxycinnamates showed loss of the cinnamoyl/cinnamic acid part; while proanthocyanidins showed a Diels-Alder fragment in negative ion mode mass spectra.

CONCLUSION

It was possible to identify C-3 and C-7 flavonol glycosides by their order of elution and it was also possible to predict the glycosylation position in flavonol diglycosides from their tandem mass spectra.

摘要

引言

龙船花的叶子和茎在苏丹传统医学体系以及阿育吠陀医学体系中用于治疗腹泻、发烧、头痛、皮肤病、眼疾、伤口、疮和溃疡。最近的研究表明,龙船花具有抗氧化、抗菌、抗癌、抗炎、止痛、止泻、保肝、护心、抗诱变、伤口愈合和抗肿瘤活性。龙船花富含多酚类物质,如原花青素、黄酮类、黄酮苷和单宁。

目的

建立一种液相色谱-质谱联用(LC-MS(n))方法,用于鉴定和表征龙船花叶子和茎中的酚类化合物。

方法

采用龙船花叶子和茎的甲醇水溶液(70%甲醇)提取物进行LC-MS(n)分析,以确保酚类物质的有效提取。使用C18酰胺反相高效液相色谱柱分离酚类化合物,包括不同的异构体。在LC-MS测量中,采用负离子模式以获得更好的串联质谱和高分辨率质谱。

结果

通过在254、280和320 nm处的典型紫外吸收来鉴定酚类化合物。所有黄酮醇苷均显示出聚糖部分的中性丢失;羟基肉桂酸酯显示出肉桂酰基/肉桂酸部分的丢失;而原花青素在负离子模式质谱中显示出狄尔斯-阿尔德碎片。

结论

可以通过洗脱顺序鉴定C-3和C-7黄酮醇苷,也可以从其串联质谱预测黄酮醇二糖苷中的糖基化位置。

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