Isolation of a new natural kingiside aglucone derivative and other anti-inflammatory constituents from Syringa reticulata

Nat Prod Res. 2020 Feb;34(4):518-524. doi: 10.1080/14786419.2018.1490903. Epub 2018 Nov 23.

Abstract

A new secoiridoid, (1R,5S,8S,9R)-1-methyl-kingiside aglucone (1), along with nine known compounds (2-10), were isolated from the ethanol extract of the stem bark of Syringa reticulata (Bl.) Hara. The structure of compound 1 was elucidated using HR-ESI-MS, 1D and 2D NMR spectroscopy. Compounds 1-10 were evaluated for their inhibitory activity against NO, TNF-α and IL-6 production. Compounds 1, 3, 5 and 7-10 significantly inhibited the levels of NO, TNF-α and IL-6 in LPS-induced RAW264.7 cells from concentrations of 3 to 30 μM.

Keywords: IL-6; NO; Syringa reticulate; TNF-α; kingiside aglucone derivative; secoiridoid.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification*
  • Anti-Inflammatory Agents / pharmacology
  • Cell Line
  • Interleukin-6 / antagonists & inhibitors
  • Mice
  • Molecular Structure
  • Nitric Oxide / antagonists & inhibitors
  • Plant Bark / chemistry
  • Plant Extracts / chemistry
  • RAW 264.7 Cells / drug effects
  • Syringa / chemistry*
  • Tumor Necrosis Factor-alpha / antagonists & inhibitors

Substances

  • Anti-Inflammatory Agents
  • Interleukin-6
  • Plant Extracts
  • Tumor Necrosis Factor-alpha
  • interleukin-6, mouse
  • Nitric Oxide