Secondary metabolites from endemic species Iris adriatica Trinajstić ex Mitić (Iridaceae)

Nat Prod Res. 2018 Aug;32(15):1849-1852. doi: 10.1080/14786419.2017.1402309. Epub 2017 Nov 10.

Abstract

This manuscript describes the first detailed chemical investigation of endemic species Iris adriatica, including isolation and structure elucidation. Chemical analyses of the rhizome CH2Cl2/MeOH (2:1) extract revealed fourteen secondary metabolites, mainly isoflavonoids. Among isoflavonoids, two groups have been found: nigricin-type and tectorigenin-type. Dominant group of the isolated compounds has been nigricin-type isoflavones: nigricin, nigricin-4'-(1-O-β-D-glucopyranoside) and nigricin-4'-(1-O-β-D-glucopyranosyl (1-6)-β-D-glucopyranoside) with 2.5, 10 and 1% of the total extract, respectively. Irisxanthone - xanthone C-glucoside, β-sitosterol, benzophenone and one of its derivatives have also been found. Nigricin-type isoflavonoids and irisxanthone can be considered as possible chemotaxonomic markers for I. adriatica. 5,3',5'-Trimethoxy-6,7-methylenedioxyisoflavone-4'-(1-O-β-D-glucopyranoside) and benzophenone have been isolated from Iris species for the first time.

Keywords: 1D and 2D NMR; HR-EI-MS; Iris adriatica; isoflavonoids; rhizome.

MeSH terms

  • Benzophenones / chemistry
  • Glucosides / chemistry
  • Iris Plant / chemistry*
  • Iris Plant / metabolism*
  • Isoflavones / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Extracts / analysis
  • Plant Extracts / chemistry
  • Rhizome / chemistry
  • Secondary Metabolism

Substances

  • Benzophenones
  • Glucosides
  • Isoflavones
  • Plant Extracts
  • benzophenone
  • tectorigenin