Identification and Characterization of Two New Derivatives of Chlorogenic Acids in Arnica (Arnica montana L.) Flowers by High-Performance Liquid Chromatography/Tandem Mass Spectrometry

Identification and Characterization of Two New Derivatives of Chlorogenic Acids in Arnica (Arnica montana L.) Flowers by High-Performance Liquid Chromatography/Tandem Mass Spectrometry
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DOI:
10.1021/jf103545k
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发表时间:
2011-04-27
影响因子:
6.1
通讯作者:
Kuhnert, Nikolai
Kuhnert, Nikolai
中科院分区:
农林科学1区
文献类型:
--
作者:
Jaiswal, Rakesh;Kuhnert, Nikolai

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Arnica montana is a medicinally important plant due to its broad health effects, and it is used in Ayurvedic, Homeopathic, Unani, and folk medicines. We have used LC-MSn (n = 2-5) to detect and characterize in Arnica flowers 11 quantitatively minor fumaric and methoxyoxalic acid-containing chlorogenic acids, nine of them not previously reported in nature. These comprise 1,5-dicaffeoyl-3-methoxyoxaloylquinic acid, 1,3-dicaffeoy1-4-methoxyoxaloylquinic acid, 3,5-dicaffeoyl-4-methox-yoxaloylquinic acid, and 1-methoxyoxaloyl-4,5-dicaffeoylquinic acid (M-r 602); 3-caffeoyl-4-feruloyl-5-methoxyoxaloylquinic acid and 3-feruloyl-4-methoxyoxaloyl-5-caffeoylquinic acid (M-r 616); 1,5-dicaffeoyl-4-fumaroyl and 1,5-dicaffeoyl-3-fumaroylquinic acid (M-r 614); 3,5-dicaffeoyl-1,4-dimethoxyoxaloylquinic acid (M-r 688); and 1-methoxyoxaloy1-3,4,5-tricaffeoylquinic acid and 1,3,4-tricaffeoyl-5-methoxyoxaloylquinic acid (M-r 764). All of the structures have been assigned on the basis of LC-MSn patterns of fragmentation, relative hydrophobicity, and analogy of fragmentation patterns if compared to caffeoylquinic acids. This is the first time when fumaric acid-containing chlorogenic acids are reported in nature.