| Fragmentation characteristics and isomeric differentiation of flavonol O-rhamnosides using negative ion electrospray ionization tandem mass spectrometry. | |
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MedLine Citation:
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PMID: 23280977 Owner: NLM Status: In-Data-Review |
Abstract/OtherAbstract:
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RATIONALE: Flavonoids exhibit a wide range of biological activities. The differentiation and structural characterization of the flavonol O-rhamnosides and their isomers are important research topics. Electrospray ionization tandem mass spectrometry (ESI-MS(n) ) is an indispensable tool and has become an efficient method for the identification of bioactive natural products. METHODS: Negative ion ESI-MS(n) was used to characterize and differentiate flavonol O-rhamnosides and their isomeric compounds. The collision energies in collision-induced dissociation were varied to optimize the structural information. RESULTS: Flavonol 7-O-rhamnosides containing either a hydroxyl or a methoxyl group at the C-8 position clearly differed from their isomeric compounds, such as the flavonol 3-O-rhamnosides, in the product ion spectra of the [M-H](-) ions. The differences in the locations of the glycosyl group and OCH(3) group resulted in a significant change in the relative abundances of the Y(0) (-) and [Y(0) -H](-•) ions, and the formation of some characteristic ions, such as (1,3) A(0) (-) and [(1,3) A(0) -CH(3) ](-•) . CONCLUSIONS: An efficient ESI-MS(n) method for the structural identification and isomeric differentiation of flavonol O-rhamnosides was developed. The differences in the glycosyl type, and the glycosylation and methoxylation positions in the structures of isomeric flavonoids, can be determined using (-)ESI-MS(n) spectra. The formation and relative abundances of [Y(0) -H](-•) and Y(0) (-) ions, as well as the comparison of some diagnostic ions, are vital in the differentiation of isomeric flavonoids. These results have practical applications in the rapid identification of flavonol O-rhamnosides present in crude bioactive extracts. Copyright © 2012 John Wiley & Sons, Ltd. |
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Authors:
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Keyume Ablajan; Anagu Tuoheti |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Rapid communications in mass spectrometry : RCM Volume: 27 ISSN: 1097-0231 ISO Abbreviation: Rapid Commun. Mass Spectrom. Publication Date: 2013 Feb |
Date Detail:
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Created Date: 2013-01-02 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 8802365 Medline TA: Rapid Commun Mass Spectrom Country: England |
Other Details:
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Languages: eng Pagination: 451-60 Citation Subset: IM |
Copyright Information:
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Copyright © 2012 John Wiley & Sons, Ltd. |
Affiliation:
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Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education & Xinjiang Uyghur Autonomous Region, College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi, 830046, P.R. China. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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