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On-line Structure Characterization of Pyrrolizidine Alkaloids in Onosma Stellulatum and Emilia Coccinea by Liquid Chromatography-Ion-Trap Mass Spectrometry

On-line Structure Characterization of Pyrrolizidine Alkaloids in Onosma Stellulatum and Emilia Coccinea by Liquid Chromatography-Ion-Trap Mass Spectrometry

Tomasz Mroczek, Karine Ndjoko, Kazimierz Głowniak, Kurt Hostettmann

J Chromatogr A. 2004 Nov 12;1056(1-2):91-7.

PMID: 15595537

Abstract:

On-line structure characterization of pyrrolizidine alkaloids in two various plant species (Onosma stellulatum W.K., family Boraginaceae and Emilia coccinea Sims., family Compositae) was performed by a newly elaborated RP-HPLC ion trap MS method with atmospheric pressure chemical ionization (APCI) interface. Different PAs (N-oxides, free bases, otonecine alkaloids) isolated were separated on Waters XTerra C18 column using a gradient elution. The combination of a CE-SPE with multiple isolation and fragmentation steps for specific masses in ion trap MS detector enabled fast and sensitive analysis of various types of PAs (N-oxides and free bases). In O. stellulatum, spectra 12 various types of structures (13 different alkaloids) have been determined for the first time: leptanthine-N-oxide, lycopsamine-N-oxide, heliospathuline, lycopsamine, trachelanthamine-N-oxide, dihydroechinatine, leptanthine, heliospathuline-N-oxide, 7-acetylintermedine, uplandicine, echimidine and echimidine-N-oxide. In E. coccinea, the following types of PAs were found: platyphylline-N-oxide, platyphylline (three stereoisomers with the same MS(n) spectrum), ligularidine, neoligularidine, neosenkirkine and also previously reported senkirkine. The method elaborated can be applied in the structural analysis of PAs in newly examined plant materials or food products but further analysis is needed to determine the stereochemistry in details.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP41093894	Echimidine N-oxide		41093-89-4	Price
AP685132596	7-Acetylintermedine N-oxide		685132-59-6	Price

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