Premium
Mass spectral characterization of phloroglucinol derivatives hyperforin and adhyperforin
Author(s) -
Sleno Lekha,
Daneshfar Rambod,
Eckert Gunter P.,
Müller Walter E.,
Volmer Dietrich A.
Publication year - 2006
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.2650
Subject(s) - chemistry , hyperforin , phloroglucinol , fourier transform ion cyclotron resonance , infrared multiphoton dissociation , mass spectrometry , tandem mass spectrometry , fragmentation (computing) , collision induced dissociation , dissociation (chemistry) , protonation , ion cyclotron resonance , ion , hypericum perforatum , analytical chemistry (journal) , chromatography , organic chemistry , cyclotron , computer science , pharmacology , operating system , medicine
Active phloroglucinol constituents of Hypericum perforatum (St. John's wort) extracts, hyperforin and adhyperforin, have been studied following ion activation using tandem mass spectrometry (MS/MS) and complemented by accurate mass measurements. These two compounds were readily analyzed as protonated and deprotonated molecules with electrospray ionization. MS/MS and MS 3 data from a quadrupole‐linear ion trap tandem mass spectrometer were employed to elucidate fragmentation pathways. Fourier transform ion cyclotron resonance measurements afforded excellent mass accuracies for the confirmation of elemental formulae of product ions formed via infrared multiphoton dissociation and sustained off‐resonance irradiation collision‐induced dissociation. Fragmentation schemes have been devised for the dissociation of hyperforin and adhyperforin in negative and positive ion modes. This information is expected to be especially valuable for the characterization of related compounds, such as degradation products, metabolites and novel synthetic analogs of hyperforin. Copyright © 2006 John Wiley & Sons, Ltd.