Centaurea microcarpa Coss. & Dur. (Asteraceae) extracts: New cyanogenic glucoside and other constituents

Nat Prod Res. 2019 Nov;33(21):3070-3076. doi: 10.1080/14786419.2018.1517343. Epub 2018 Nov 16.

Abstract

The phytochemical investigation of both chloroform and ethyl acetate extracts of Centaurea microcarpa Coss. & Dur. led to the isolation of a new cyanogenic glucoside 6'-methacrylate prunasin (3) together with seven known compounds: hydroxy-11β,13-dihydro onopordaldehyde (1), β-sitosterol (2), daucosterol (4), nepetin (5), prunasin (6), astragalin (7) and 7-O-β-D-glucopyranosyl centaureidin (8). Their structures were established by spectral analysis, mainly UV, IR, ESI-MS, 1D & 2D-NMR experiments (COSY, HSQC, HMBC and ROESY).

Keywords: Centaurea microcarpa; cyanogenic glucoside; eudesmanolide; flavonoids; sterol.

MeSH terms

  • Asteraceae / chemistry
  • Centaurea / chemistry*
  • Flavonoids / chemistry
  • Glucosides / isolation & purification*
  • Molecular Structure
  • Nitriles / isolation & purification
  • Plant Extracts / chemistry*
  • Sitosterols / chemistry
  • Spectrum Analysis

Substances

  • Flavonoids
  • Glucosides
  • Nitriles
  • Plant Extracts
  • Sitosterols
  • cyanogen
  • centaureidin
  • gamma-sitosterol
  • lyoniside