Premium
Profiling and characterisation by liquid chromatography/multi‐stage mass spectrometry of the chlorogenic acids in Gardeniae Fructus
Author(s) -
Clifford Michael N.,
Wu Weiguo,
Kirkpatrick Jo,
Jaiswal Rakesh,
Kuhnert Nikolai
Publication year - 2010
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.4751
Subject(s) - chemistry , chlorogenic acid , chromatography , mass spectrometry , cinnamic acid , fragmentation (computing) , stereochemistry , organic chemistry , computer science , operating system
The chlorogenic acids of Gardeniae Fructus used traditionally as a Chinese herbal medicine (zhizi) have been investigated qualitatively by liquid chromatography/multi‐stage mass spectrometry (LC/MS 4 ). Twenty‐nine chlorogenic acids were detected and twenty‐five characterised to regioisomer level on the basis of their fragmentation, twenty‐four for the first time from this source. Assignment to the level of individual regioisomers was possible for three caffeoylquinic acids, three dicaffeoylquinic acids, three sinapoylquinic acids, four caffeoyl‐sinapoylquinic acids, two feruloyl‐sinapoylquinic acids, one p ‐coumaroyl‐sinapoylquinic acid, three (3‐hydroxy, 3‐methyl)glutaroylquinic acids, two (3‐hydroxy, 3‐methyl)glutaroyl‐feruloylquinic acids, one (3‐hydroxy, 3‐methyl)glutaroyl‐dicaffeoylquinic acid, and one (3‐hydroxy, 3‐methyl)glutaroyl‐caffeoyl‐feruloylquinic acid. Six (3‐hydroxy, 3‐methyl)glutaroyl‐caffeoylquinic acids were detected and two were tentatively assigned as 3‐caffeoyl‐4‐(3‐hydroxy, 3‐methyl)glutaroylquinic acid and 3‐caffeoyl‐5‐(3‐hydroxy, 3‐methyl)glutaroylquinic acid. The (3‐hydroxy, 3‐methyl)glutaroyl residue modifies the mass spectral fragmentation behavior and elution sequence compared with the chlorogenic acids that contain only a cinnamic acid residue(s). Fourteen of these twenty‐nine chlorogenic acids have not previously been reported from any source. Copyright © 2010 John Wiley & Sons, Ltd.