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Lorenz, Peter; Conrad, Jürgen; Bertrams, Julia; Berger, Melanie; Duckstein, Sarina; Meyer, Ulrich; Stintzing, Florian C.

Investigations into the Phenolic Constituents of Dog's Mercury (Mercurialis perennis L.) by LC‐MS/MS and GC‐MS analyses

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  • Medientyp: E-Artikel
  • Titel: Investigations into the Phenolic Constituents of Dog's Mercury (Mercurialis perennis L.) by LC‐MS/MS and GC‐MS analyses
  • Beteiligte: Lorenz, Peter; Conrad, Jürgen; Bertrams, Julia; Berger, Melanie; Duckstein, Sarina; Meyer, Ulrich; Stintzing, Florian C.
  • Erschienen: Wiley, 2012
  • Erschienen in: Phytochemical Analysis
  • Sprache: Englisch
  • DOI: 10.1002/pca.1325
  • ISSN: 0958-0344; 1099-1565
  • Schlagwörter: Complementary and alternative medicine ; Drug Discovery ; Plant Science ; Molecular Medicine ; General Medicine ; Biochemistry ; Food Science ; Analytical Chemistry
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  • Beschreibung: <jats:title>ABSTRACT</jats:title><jats:sec><jats:title>Introduction</jats:title><jats:p>Dog's mercury (<jats:italic>Mercurialis perennis</jats:italic> L.) is a traditional European medicinal plant considered as a rich source of bioactive natural products. Yet phytochemical data of the plant are scant.</jats:p></jats:sec><jats:sec><jats:title>Objective</jats:title><jats:p>This study aimed to identify the hydrophilic phenolic constituents from <jats:italic>M. perennis</jats:italic> by aqueous and hydroalcoholic extraction.</jats:p></jats:sec><jats:sec><jats:title>Methodology</jats:title><jats:p>Extracts of herbal parts were investigated in‐depth by HPLC(DAD)‐MS/MS and GC/MS analyses. In addition, a novel compound was isolated and fully characterised by 1‐ and 2D‐NMR experiments.</jats:p></jats:sec><jats:sec><jats:title>Results</jats:title><jats:p>Several conjugates of caffeic, <jats:italic>p</jats:italic>‐coumaric and ferulic acids together with glucaric or 2‐hydroxyglutaric acids (depsides) were detected in the aqueous extracts from aerial plant parts by use of LC‐MS/MS techniques as well UV‐spectral data. By implementation of preparative chromatography on polyamide pretreated with formic acid followed by vacuum liquid chromatography on reversed‐phase C<jats:sub>18</jats:sub>‐silica, one of the predominant depsides was isolated as a pure compound. The NMR spectra (<jats:sup>1</jats:sup>H and <jats:sup>13</jats:sup>C NMR) together with 2D‐hetereonuclear multiple bond correlation NMR experiments (gHMBC and gHSQC) and chiral GC investigation, allowed identification of this compound as (−)‐(<jats:italic>E</jats:italic>)‐caffeoyl‐2‐(<jats:italic>R</jats:italic>)‐oxoglutarate. This structure was additionally supported by GC/MS data after silylation and methylation reactions. The hydroalcoholic extract from aerial parts was separated by solvent partition between ethyl acetate and <jats:italic>n</jats:italic>‐butanol. The latter fraction (<jats:italic>n</jats:italic>‐butanol) yielded a mixture of mono‐ and oligo‐glycosides of kaempferol and quercetin, all of them being assigned by LC‐MS/MS.</jats:p></jats:sec><jats:sec><jats:title>Conclusions</jats:title><jats:p>The present investigation constitutes the first comprehensive report on the hydrophilic constituents of the rarely studied plant <jats:italic>Mercurialis</jats:italic> and thus completes the phytochemical knowledge on <jats:italic>M. perennis</jats:italic>. Copyright © 2011 John Wiley &amp; Sons, Ltd.</jats:p></jats:sec>