UNIGE document Scientific Article
previous document  unige:11028  next document
add to browser collection
Title

Investigation of Symphytum cordatum alkaloids by liquid–liquid partitioning, thin-layer chromatography and liquid chromatography–ion-trap mass spectrometry

Authors
Mroczek, T.
Glowniak, K.
Mietkiewicz-Capala, A.
Published in Analytica Chimica Acta. 2006, vol. 566, no. 2, p. 157 - 166
Abstract From the alkalised crude extract of Symphytum cordatum (L.) W.K. roots, pyrrolizidine alkaloids (PAs) were extracted as free tertiary bases and polar N-oxides in a merely one-step liquid-liquid partitioning (LLP) in separation funnel and subsequently pre-fractionated by preparative multiple-development (MD) thin-layer chromatography (TLC) on silica gel plates. In this way three alkaloid fractions of different polarities and retention on silica gel plates were obtained as: the most polar N-oxides of the highest retention, the tertiary bases of medium retention, and diesterified N-oxides of the lowest retention. The former fraction was reduced into free bases by sodium hydrosulfite and purified by LLP on Extrelut-NT3 cartridge. It was further analysed together with the two other fractions by high-performance liquid chromatography (HPLC)-ion-trap mass spectrometry with atmospheric pressure chemical ionization (APCl) interface on XTerra C-18 column using a gradient elution. Based on MSn spectra, 18 various alkaloids have been tentatively determined for the first time in this plant as the following types of structure: echimidine-N-oxide (three diasteroisomers), 7-sarracinyl-9-viridifloryiretronecine (two diasteroisomers), echimidine (two diasteroisomers), lycopsamine (two diasteroisomers), dihydroechinatine-N-oxide, dihydroheliospathuline-N-oxide, lycopsamine-N-oxide (three diasteroisomers), 7-acetyllycopsamine-N-oxide, symphytine-N-oxide (two diasteroisomers) and 2 '',3 ''-epoxyechiui-nine-N-oxide. (c) 2006 Elsevier B.V. All rights reserved.
Keywords SOLID-PHASE EXTRACTIONPYRROLIZIDINE ALKALOIDSGAS-CHROMATOGRAPHYOFFICINALE LFREE BASESN-OXIDESHPLC-MSRADIXSPECTROSCOPYMETABOLITES
Identifiers
Full text
Structures
Citation
(ISO format)
MROCZEK, T. et al. Investigation of Symphytum cordatum alkaloids by liquid–liquid partitioning, thin-layer chromatography and liquid chromatography–ion-trap mass spectrometry. In: Analytica Chimica Acta, 2006, vol. 566, n° 2, p. 157 - 166. https://archive-ouverte.unige.ch/unige:11028

199 hits

0 download

Update

Deposited on : 2010-08-27

Export document
Format :
Citation style :