DICP OpenIR
Structural characterization of iridoid glucosides by ultra-performance liquid chromatography/electrospray ionization quadrupole time-of-flight tandem mass spectrometry
Li, Cun-man; Zhang, Xiu-li; Xue, Xing-ya; Zhang, Fei-fang; Xu, Qing; Liang, Xin-miao; Liang XM(梁鑫淼)
Source PublicationRAPID COMMUNICATIONS IN MASS SPECTROMETRY
2008-06-01
DOI10.1002/rcm.3579
Volume22Issue:12Pages:1941-1954
Indexed BySCI
SubtypeArticle
Department18
Funding Project1803
Contribution Rank1;1
WOS HeadingsScience & Technology ; Physical Sciences ; Technology
WOS SubjectChemistry, Analytical ; Spectroscopy
WOS Research AreaChemistry ; Spectroscopy
WOS KeywordCOLLISION-INDUCED DISSOCIATION ; ELECTROSPRAY-IONIZATION ; PHENYLETHANOID GLYCOSIDES ; MONOTERPENE GLUCOSIDES ; METAL CATIONIZATION ; PAEDERIA-SCANDENS ; FRAGMENTATION ; CONSTITUENTS ; DIFFUSA
AbstractThe mass spectral fragmentation behavior of ten iridoid glucosides (IGs) has been studied using electrospray ionization (ESI), collision-induced dissociation (CID), and quadrupole time-of-flight tandem mass spectrometry (Q-TOF MS/MS). In the negative ESI mass spectra, the deprotonated [M-H](-) ion was observed for all of the ten IGs except gardoside methyl ester, while the formate adduct [M+HCOO](-) ion appeared to be favored by the presence of a methyl ester or a lactone group in the C-4 position when formic acid was added to the mobile phase. The CID MS/MS spectra of the [M-H](-) ions have been used for structural elucidation. Ring cleavages of the aglycone moiety have been observed in the MS/MS spectra, corresponding to F-1,4(-), F-2,6(-), F-2,7(-), and F-2,7(0)- ions, based on accurate mass measurements and the elemental compositions of the product ions. These characteristic ions gave valuable information on the basic structural skeletons. Furthermore, on the basis of the relative abundances of the fragment ions (1,4)F(-)and F-2,7(-), different sub-classes, such as cyclopentarte-type and 7,8-cyclopentene-type IGs, can be differentiated. Ring cleavage of the sugar moieties was also observed, yielding useful information for their characterization. In addition, the neutral losses, such as H2O, CO2, CH3OH, CH3COOH, and glucosidic units, have proved useful for confirming the presence of functional substituents in the structures of the IGs. Based on the fragmentation patterns of these standard IGs, twelve IGs have been characterized in an extract of Hedyotis diffusa Willd. by means of ultra-performance liquid chromatography/Q-TOF MS/MS, of which six have been unambiguously identified and the other six have been tentatively identified. Copyright (C) 2008 John Wiley & Sons, Ltd.
Language英语
URL查看原文
WOS IDWOS:000256985100021
Citation statistics
Cited Times:51[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/100683
Collection中国科学院大连化学物理研究所
Corresponding AuthorLiang XM(梁鑫淼)
AffiliationChinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
Recommended Citation
GB/T 7714
Li, Cun-man,Zhang, Xiu-li,Xue, Xing-ya,et al. Structural characterization of iridoid glucosides by ultra-performance liquid chromatography/electrospray ionization quadrupole time-of-flight tandem mass spectrometry[J]. RAPID COMMUNICATIONS IN MASS SPECTROMETRY,2008,22(12):1941-1954.
APA Li, Cun-man.,Zhang, Xiu-li.,Xue, Xing-ya.,Zhang, Fei-fang.,Xu, Qing.,...&梁鑫淼.(2008).Structural characterization of iridoid glucosides by ultra-performance liquid chromatography/electrospray ionization quadrupole time-of-flight tandem mass spectrometry.RAPID COMMUNICATIONS IN MASS SPECTROMETRY,22(12),1941-1954.
MLA Li, Cun-man,et al."Structural characterization of iridoid glucosides by ultra-performance liquid chromatography/electrospray ionization quadrupole time-of-flight tandem mass spectrometry".RAPID COMMUNICATIONS IN MASS SPECTROMETRY 22.12(2008):1941-1954.
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