Bioactive 3,8-Epoxy Iridoids from Valeriana jatamansi

Chem Biodivers. 2019 May;16(5):e1800474. doi: 10.1002/cbdv.201800474. Epub 2019 Apr 8.

Abstract

Twelve 3,8-epoxy iridoids, including four new compounds, jatamanins R-U (1-4), and eight known compounds (5-12), were obtained from the roots and rhizomes of Valeriana jatamansi. The structures were elucidated from analysis of spectroscopic data. The absolute configurations of 1-4 were determined by comparison of experimental and literature ECD spectra. Moreover, the compounds were evaluated for cytotoxic effects against glioma stem cells, inhibition of NO production, activity against influenza A virus and reversal of multidrug resistance of HepG2/ADR cells. Compounds 9 and 12 showed significant cytotoxic potency against GSC-18# (IC50 =1.351 and 4.439 μg ml-1 , respectively) and GSC-3# (IC50 =10.88 and 6.348 μg ml-1 , respectively) glioma stem cells, while compound 12 was also slightly less potent against GSC-12# (IC50 =13.45 μg ml-1 ) glioma stem cell growth. In addition, compounds 9 and 12 displayed obvious inhibition of NO production (IC50 =4.6 and 15.8 μm, respectively).

Keywords: 3,8-epoxy iridoids; Valeriana jatamansi; cytotoxicity; inhibition of NO production; phytochemistry.

MeSH terms

  • Animals
  • Cell Proliferation / drug effects
  • Circular Dichroism
  • Drug Resistance, Neoplasm / drug effects
  • Hep G2 Cells
  • Humans
  • Iridoids / chemistry*
  • Iridoids / isolation & purification
  • Iridoids / pharmacology
  • Lipopolysaccharides / toxicity
  • Macrophages / cytology
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Conformation
  • Nitric Oxide / metabolism
  • Plant Roots / chemistry
  • Plant Roots / metabolism
  • RAW 264.7 Cells
  • Structure-Activity Relationship
  • Valerian / chemistry*
  • Valerian / metabolism

Substances

  • Iridoids
  • Lipopolysaccharides
  • Nitric Oxide