Three new flavonoid glycosides from Smilax glabra and their anti-inflammatory activity

Nat Prod Res. 2018 Aug;32(15):1760-1768. doi: 10.1080/14786419.2017.1402314. Epub 2017 Nov 17.

Abstract

Three new flavonoid glycosides, 2(S)-5-hydroxy-6,8-dimethoxyflavonone-7-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranoside (1), 5-hydroxy-3,8-dimethoxyflavone-7-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranoside (2) and 3,7-dihydroxy-8-methoxyflavone-6-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranoside (3), together with five known flavonoids (4-8) were isolated from the roots of Smilax glabra Roxb. Their structures were elucidated on the basis of chemical and spectral evidence, as well as by comparison with literature data. Three new flavonoids were subjected to evaluate anti-inflammatory activity. Compounds 1-3 inhibited the NF κB induction by 32.2, 55.8 and 61.7%, respectively.

Keywords: Smilacaceae; Smilax glabra Roxb.; anti-inflammatory activity; flavonoids.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Cell Line
  • Drug Evaluation, Preclinical
  • Flavonoids / chemistry
  • Flavonoids / pharmacology*
  • Glycosides / chemistry
  • Glycosides / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • NF-kappa B / antagonists & inhibitors
  • Plant Roots / chemistry
  • Smilax / chemistry*
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Flavonoids
  • Glycosides
  • NF-kappa B