A new phenanthropyran and a new biphenanthrene from the rhizomes of Dioscorea septemloba and their antioxidant activities

Nat Prod Res. 2020 Aug;34(15):2202-2207. doi: 10.1080/14786419.2019.1585844. Epub 2019 Mar 19.

Abstract

A new phenanthropyran, dioscorone B (1), and a new phenanthrene (2), together with seven known compounds (3-9), were isolated from the 75% ethanol extract of Dioscorea septemloba rhizomes. The chemical structures of these compounds were elucidated by comprehensive spectroscopic methods including NMR, HRESIMS, IR, and UV spectra. Compounds 1-5 were first isolated from genus Dioscorea. The proton and carbon chemical shifts of compounds 1-9 were unambiguously assigned based on the 1D-NMR and 2D-NMR data. Compounds 1-5 and 8-9 were first tested for their antioxidant activities. Compounds 1 and 2 showed excellent activities with IC50 values of 0.07 ± 0.10 μM and 0.13 ± 0.09 μM, respectively.

Keywords: Dioscorea septemloba; antioxidant activities; phenanthrene derivative.

MeSH terms

  • Antioxidants / analysis
  • Antioxidants / isolation & purification
  • Antioxidants / pharmacology*
  • Dioscorea / chemistry*
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Phenanthrenes / isolation & purification*
  • Phenanthrenes / pharmacology
  • Plant Extracts / chemistry
  • Pyrans / isolation & purification*
  • Pyrans / pharmacology
  • Rhizome / chemistry*
  • Spectrum Analysis

Substances

  • Antioxidants
  • Phenanthrenes
  • Plant Extracts
  • Pyrans
  • phenanthrene