Cytotoxic labdane-type diterpenes from Hedychium longipetalum inhibiting production of nitric oxide

Bioorg Med Chem Lett. 2015 Oct 15;25(20):4572-5. doi: 10.1016/j.bmcl.2015.08.057. Epub 2015 Aug 21.

Abstract

Three new labdane diterpenes, hedylongnoids A (1), B (2) and C (3), were isolated from the rhizomes of Hedychium longipetalum, together with three known ones yunnancoronarin A (4), hedyforrestin C (5) and hedyforrestin B (6). Their structures were established by spectroscopic analysis, including 2D-NMR spectroscopic techniques. Compounds 1-6 exhibited inhibitory effects against nitric oxide (NO) production in LPS and IFN-γ-induced RAW 264.7 murine macrophages with IC50 values ranging from 0.56 to 7.50 μg/ml, and 3-6 showed cytotoxicities against cancer cell lines SGC-7901 and Hela with IC50 values ranging from 6.21 to 14.53 μg/ml and from 6.58 to 14.83 μg/ml, respectively.

Keywords: Cytotoxicity; Hedychium longipetalum; Inhibition of NO production; Labdane diterpenes; Zingiberaceae.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology*
  • Dose-Response Relationship, Drug
  • HeLa Cells
  • Humans
  • Interferon-gamma / metabolism
  • Lipopolysaccharides / antagonists & inhibitors
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Mice
  • Molecular Structure
  • Nitric Oxide / biosynthesis*
  • Structure-Activity Relationship
  • Zingiberaceae / chemistry*

Substances

  • Diterpenes
  • Lipopolysaccharides
  • labdane
  • Nitric Oxide
  • Interferon-gamma