Chemosystematic significance of flavonoids isolated from Diplotaxis acris (Brassicaceae) and related taxa

Nat Prod Res. 2017 Feb;31(3):347-350. doi: 10.1080/14786419.2016.1226831. Epub 2016 Sep 2.

Abstract

The chemosystematic relationship of four Diplotaxis species; Diplotaxis acris, Diplotaxis erucoides, Diplotaxis harra and Diplotaxis muralis were surveyed from the flavonoids point of view. These species were found to produce 33 flavonoids (7 flavones and 26 flavonols), including 11 compounds were isolated in the present study from D. acris. Among them, seven flavonoids were identified for the first time; luteolin (4), kaempferol (8), kaempferol 3-O-β-glucopyranoside-7-O-α-rhamnopyranoside (13), quercetin 3-O-β-glucopyranoside (16), quercetin 7-O-β-glucopyranoside (20), isorhamnetin (22) and isorhamnetin 3-O-β-glucopyranoside-7-O-α-rhamnopyranoside (32). Their structures were recognized on the basis of chemical and spectroscopic techniques (1D & 2D NMR, UV, EI & ESI/MS). The isolated flavonoids may provide useful taxonomic characters at the infraspecific levels of classification where the flavonoid profile of D. acris and D. harra is similar and different from the other species.

Keywords: Brassicaceae; Brassiceae; Diplotaxis; chemotaxonomy; flavonoid patterns.

MeSH terms

  • Brassicaceae / chemistry*
  • Classification
  • Flavones / chemistry
  • Flavones / isolation & purification
  • Flavonoids / chemistry*
  • Flavonoids / classification
  • Flavonoids / isolation & purification
  • Flavonols / chemistry
  • Flavonols / isolation & purification
  • Glucosides / chemistry
  • Glucosides / isolation & purification
  • Kaempferols / chemistry
  • Kaempferols / isolation & purification
  • Molecular Structure
  • Quercetin / analogs & derivatives
  • Quercetin / chemistry
  • Quercetin / isolation & purification
  • Spectrum Analysis

Substances

  • Flavones
  • Flavonoids
  • Flavonols
  • Glucosides
  • Kaempferols
  • quercetin 7-O-glucopyranoside
  • Quercetin
  • quercetin 3-O-glucopyranoside