Mass spectrometry-guided isolation of two new dihydrobenzophenanthridine alkaloids from Macleaya cordata

Nat Prod Res. 2017 Jul;31(14):1633-1639. doi: 10.1080/14786419.2017.1285300. Epub 2017 Feb 8.

Abstract

Two new alkaloids 6-hydroxyethyldihydrochelerythrine (1) and 6-hydroxymethyl-7,8-demethylenedihydrochelerythrine (2) together with two analogues named maclekarpine E (3) and 6-hydroxymethyldihydrosanguinarine (4) were detected primarily from the leaves of Macleaya cordata by their characteristic mass spectrometry (MS) and tandem mass spectrometry (MS/MS). And then isolation of four targeted-compounds was performed by column chromatography and preparation HPLC under the guiding of MS. Finally, their structures were determined by spectrum analysis. Alkaloids 3 and 4 were isolated from this plant medicine for the first time.

Keywords: 6-hydroxyethyldihydrochelerythrine; 6-hydroxymethyl-7,8-demethylenedihydro-chelerythrine; Macleaya cordata; dihydrobenzophenanthridine alkaloids; mass spectrometry-guided isolation.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Chromatography, High Pressure Liquid / methods
  • Molecular Structure
  • Papaveraceae / chemistry*
  • Spectrum Analysis
  • Tandem Mass Spectrometry / methods*

Substances

  • Alkaloids