title: Characterization of acylated flavonoid-O-glycosides and methoxylated flavonoids from Tagetes maxima by liquid chromatography coupled to electrospray ionization tandem mass spectrometry.
abstract: Liquid chromatography coupled to negative electrospray ionization (ESI) tandem mass spectrometry (MS/MS) employing a triple quadrupole mass spectrometer was used in the structural determination of acylated flavonoid-O-glycosides and methoxylated flavonoids occurring in Tagetes maxima. The compounds were identified by experiments in full scan mode (MS), and tandem mass experiments (MS/MS) of precursor ion scan, product ion scan, and neutral loss scan modes. In order to characterize the aglycones of the flavonoid glycosides, in-source fragmentation of the deprotonated molecule [M-H]- followed by product ion scan of the resulting aglycone [A-H]- were performed. This combined approach allowed the identification of 51 phenolic compounds, including flavonoid-O-glycosides acylated with galloyl, protocatechuoyl, coumaroyl or caffeoyl groups, methoxylated flavonoids, and hydroxycinnamic acid and phenolic acid derivatives, none of them previously reported in Tagetes maxima.
authors.affiliation: Departament de Productes Naturals, Biologia Vegetal i Edafologia, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII s/n, 08028 Barcelona, Catalonia, Spain.
authors.forename: Irene
authors.initials: I
authors.lastname: Parejo
authors.forename: Olga
authors.initials: O
authors.lastname: Jáuregui
authors.forename: Francesc
authors.initials: F
authors.lastname: Viladomat
authors.forename: Jaume
authors.initials: J
authors.lastname: Bastida
authors.forename: Carles
authors.initials: C
authors.lastname: Codina
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000295:instrumentation / Q000379:methods*; D005419:Flavonoids / Q000032:analysis / Q000737:chemistry*; D006027:Glycosides / Q000032:analysis / Q000737:chemistry*; D015394:Molecular Structure; D010636:Phenols / Q000032:analysis / Q000737:chemistry; D010936:Plant Extracts / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*; D031686:Tagetes / Q000737:chemistry*
chemical_list: D005419:Flavonoids; D006027:Glycosides; D010636:Phenols; D010936:Plant Extracts