Three new secoiridoid glycosides from the rhizomes and roots of Gentiana scabra and their anti-inflammatory activities

Nat Prod Res. 2015;29(20):1920-7. doi: 10.1080/14786419.2015.1013955. Epub 2015 Mar 4.

Abstract

Three new (1-3) and 17 known (4-20) iridoid and secoiridoid glycosides were isolated from a methanol extract of the rhizomes and roots of Gentiana scabra. Their chemical structures were elucidated from 1D and 2D NMR, IR absorption, and HR-ESI-MS spectra, as well as comparisons of these data with reported values. The effects of the isolated compounds on lipopolysaccharide (LPS)-stimulated bone marrow-derived dendritic cells were investigated. Compounds 6, 10 and 20 exhibited significant inhibitory effects on LPS-induced IL-12 p40 and IL-6 production with IC50 values of 1.62-14.29 μM. Compound 10 also showed a strong inhibitory effect on the LPS-stimulated production of TNF-α with an IC50 value of 10.45 μM.

Keywords: Gentiana scabra; Gentianaceae; anti-inflammatory; secoiridoid glycoside.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / isolation & purification
  • Bone Marrow Cells / drug effects
  • Bone Marrow Cells / metabolism
  • Dendritic Cells / drug effects*
  • Dendritic Cells / metabolism
  • Gentiana / chemistry*
  • Interleukin-12 Subunit p40 / metabolism
  • Interleukin-6 / metabolism
  • Iridoid Glycosides / chemistry*
  • Iridoid Glycosides / isolation & purification
  • Lipopolysaccharides
  • Mice, Inbred C57BL
  • Molecular Structure
  • Plant Roots / chemistry
  • Rhizome / chemistry
  • Tumor Necrosis Factor-alpha / metabolism

Substances

  • Anti-Inflammatory Agents
  • Interleukin-12 Subunit p40
  • Interleukin-6
  • Iridoid Glycosides
  • Lipopolysaccharides
  • Tumor Necrosis Factor-alpha