Non-glycosidic iridoids from the roots of Patrinia scabra and their nitric oxide production inhibitory effects

Arch Pharm Res. 2019 Sep;42(9):766-772. doi: 10.1007/s12272-019-01117-0. Epub 2019 Feb 5.

Abstract

Phytochemical investigation on the 70% aqueous EtOH extract from the roots of Patrinia scabra led to the isolation and characterization of five new non-glycosidic iridoids, patriscabrins F-J (1-5), along with a known iridoid 11-ethoxyviburtinal (6). The structures of the new compounds 1-5 were determined by interpretation of spectroscopic data, particularly by 1D- and 2D-NMR and ECD studies. Thereafter, the isolates 1-6 were evaluated for their inhibitory effects on lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells. Of these, patriscabrin F (1) exhibited the most potent inhibitory effect with observed IC50 value of 14.1 μM. In addition, patriscabrin G (2) and 11-ethoxyviburtinal (6) showed IC50 values 24.6 and 35.5 μM, respectively.

Keywords: Iridoid; Nitric oxide; Patrinia scabra; Patriscabrin; Valerianaceae.

MeSH terms

  • Animals
  • Density Functional Theory
  • Dose-Response Relationship, Drug
  • Iridoids / chemistry
  • Iridoids / isolation & purification
  • Iridoids / pharmacology*
  • Lipopolysaccharides / antagonists & inhibitors
  • Lipopolysaccharides / pharmacology
  • Mice
  • Molecular Structure
  • Nitric Oxide / biosynthesis*
  • Patrinia / chemistry*
  • Plant Roots / chemistry*
  • RAW 264.7 Cells
  • Structure-Activity Relationship

Substances

  • Iridoids
  • Lipopolysaccharides
  • Nitric Oxide