Inositol Derivatives and Phenolic Compounds from the Roots of Taraxacum coreanum

Molecules. 2017 Aug 14;22(8):1349. doi: 10.3390/molecules22081349.

Abstract

In this study, the characterization of chemical constituents and biological activity of the roots of Taraxacum coreanum (Asteraceae) was attempted. Phytochemical investigation of the roots of T. coreanum led to the isolation of two new inositol derivatives, taraxinositols A (1) and B (2), and a new phenolic compound, taraxinol (16), together with twenty known compounds including four inositol derivatives, neo-inositol-1,4-bis (4-hydroxybenzeneacetate) (3), chiro-inositol-1,5-bis(4- hydroxybenzeneacetate) (4), chiro-inositol-2,3-bis (4-hydroxybenzeneacetate) (5) and chiro-inositol- 1,2,3-tris (4-hydroxybenzeneacetate) (6), nine phenolic compounds: p-hydroxybenzaldehyde (7), vanillin (8), syringaldehyde (9), vanillic acid (10), 4-methoxyphenylacetic acid (11), 4-hydroxy- phenylacetic acid methyl ester (12), optivanin (13), isoferulic acid (14) and dihydroconiferyl alcohol (15), four coumarins: nodakenetin (17), decursinol (18), prangol (19) and isobyakangelicin (20), and three lignans: syringaresinol-4'-O-β-d-glucoside (21), syringaresinol (22), and pinoresinol (23). The structures of isolated compounds were determined on the basis of spectroscopic analysis. Among the isolated compounds, vanillic acid, isoferulic acid and syringaresinol showed radical scavenging activity with IC50 values ranging from 30.4 to 75.2 μM.

Keywords: Taraxacum coreanum; antioxidant; inositol; phenolic.

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Chromatography, High Pressure Liquid / methods
  • Coumarins / chemistry
  • Furans / chemistry
  • Glucosides / chemistry
  • Humans
  • Inhibitory Concentration 50
  • Inositol / chemistry*
  • Inositol / isolation & purification
  • Lignans / chemistry
  • Magnetic Resonance Spectroscopy / methods
  • Phenol / chemistry*
  • Phenol / isolation & purification
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Plant Roots / chemistry*
  • Receptors, Scavenger / chemistry
  • Receptors, Scavenger / metabolism
  • Taraxacum / chemistry*

Substances

  • Antioxidants
  • Coumarins
  • Furans
  • Glucosides
  • Lignans
  • Plant Extracts
  • Receptors, Scavenger
  • syringaresinol
  • Phenol
  • Inositol
  • pinoresinol