Two new C-methyl flavanones from the rhizomes and frond bases of Matteuccia struthiopteris

J Asian Nat Prod Res. 2013 Nov;15(11):1163-7. doi: 10.1080/10286020.2013.826204. Epub 2013 Aug 14.

Abstract

Two new C-methyl flavanones, (2S)-5,7-dihydroxy-6,8-dimethyl-4'-methoxydihydroflavone-7-O-(6″-O-acetyl)-β-d-glucopyranoside (1) and (2S)-5,7-dihydroxy-6,8-dimethyldihydroflavone-7-O-(6″-O-acetyl)-β-d-glucopyranoside (2), together with five known compounds, demethoxymatteucinol-7-O-β-d-glucopyranoside (3), matteucinol-7-O-β-d-glucopyranoside (4), 5,7-dihydroxy-6-methyl-4'-methoxydihydroflavone (5), methoxymatteucin (6), and thunberginol C (7), were first isolated from the EtOH extract of the rhizomes and frond bases of Matteuccia struthiopteris. The structures were established by spectral analyses, mainly HR-ESI-MS and 1D and 2D NMR experiments (COSY, HSQC, and HMBC).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Dryopteridaceae / chemistry*
  • Flavanones / chemistry
  • Flavanones / isolation & purification*
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Rhizome / chemistry
  • Stereoisomerism

Substances

  • (2S)-5,7-dihydroxy-6,8-dimethyl-4'-methoxydihydroflavone-7-O-(6''-O-acetyl)-beta-D-glucopyranoside
  • (2S)-5,7-dihydroxy-6,8-dimethyldihydroflavone-7-O-(6''-O-acetyl)-beta-D-glucopyranoside
  • Drugs, Chinese Herbal
  • Flavanones
  • Glucosides