Document Detail

Study of active naphtodianthrone St John's Wort compounds by electrospray ionization Fourier transform ion cyclotron resonance and multi-stage mass spectrometry in sustained off-resonance irradiation collision-induced dissociation and infrared multiphoton dissociation modes.
MedLine Citation:
PMID:  19224526     Owner:  NLM     Status:  MEDLINE    
Five well-known active naphtodianthrone constituents of Hypericum perforatum (St John's Wort) extracts have been investigated by electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry (ESI-FTICRMS) and ESI-FTICRMSn. The studied compounds were hypericin, pseudohypericin, protohypericin, protopseudohypericin (biosynthetic precursors of the two former compounds, respectively) and isopseudohypericin (alkaline degradation product of pseudohypericin). Dissociation mass spectrometry measurements performed on the [M-H]- ion presented a variable efficiency as a function of the used activation mode. Sustained off-resonance irradiation collision-induced dissociation (SORI-CID) only led to a restricted number of fragment ions. In contrast, IRMPD ensured the detection of numerous product ions. Ions detected in ESI-FTICRMS and ESI-FTICRMSn experiments were measured with a very high mass accuracy (typically mass error is lower than 0.5 mDa at m/z close to 500) that allowed unambiguous formulae to be assigned to each signal observed in a mass spectrum. In spite of similar structures, specific fragmentation patterns were observed for the different compounds investigated. This study may be useful in the future to characterize in natural extracts these compounds (or derivatives of these compounds) by liquid chromatography/tandem mass spectrometry (LC/MS/MS) experiments by considering the MS/MS transitions highlighted in this paper.
Audrey Hecka; Benoît Maunit; Frédéric Aubriet; Jean-François Muller
Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Rapid communications in mass spectrometry : RCM     Volume:  23     ISSN:  0951-4198     ISO Abbreviation:  Rapid Commun. Mass Spectrom.     Publication Date:  2009 Mar 
Date Detail:
Created Date:  2009-02-25     Completed Date:  2009-04-22     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8802365     Medline TA:  Rapid Commun Mass Spectrom     Country:  England    
Other Details:
Languages:  eng     Pagination:  885-98     Citation Subset:  IM    
Copyright Information:
Copyright (c) 2009 John Wiley & Sons, Ltd.
Laboratoire de Spectrométrie de Masse et Chimie Laser, Université Paul Verlaine-Metz, 1 boulevard Arago, 57078 Metz Cedex 3, France.
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MeSH Terms
Anthracenes / analysis*,  chemistry*
Hypericum / chemistry*
Plant Extracts / chemistry*
Spectrometry, Mass, Electrospray Ionization / methods*
Spectroscopy, Fourier Transform Infrared / methods*
Reg. No./Substance:
0/Anthracenes; 0/Plant Extracts

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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