ent-Kaurane diterpenoids from croton tonkinensis inhibit LPS-induced NF-kappaB activation and NO production

J Nat Prod. 2003 Sep;66(9):1217-20. doi: 10.1021/np030139y.

Abstract

Four ent-kaurane diterpenoids including two known, ent-7alpha,14beta-dihydroxykaur-16-en-15-one (1) and ent-18-acetoxy-7alpha-hydroxykaur-16-en-5-one (2), and two new, ent-1beta-acetoxy-7alpha,14beta-dihydroxykaur-16-en-15-one (3) and ent-18-acetoxy-7alpha,14beta-dihydroxykaur-16-en-15-one (4), were isolated from the leaves of Croton tonkinensis in a search for inhibitors of NF-kappaB activation and nitric oxide production. These ent-kauranoids inhibited LPS-induced NF-kappaB activation in murine macrophage RAW264.7 cells at IC50 values between 0.07 and 0.42 microM. Consistently, the ent-kauranoids markedly reduced LPS-induced NO production in a comparable concentration-dependent manner.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Croton / chemistry*
  • Diterpenes, Kaurane / chemistry
  • Diterpenes, Kaurane / isolation & purification*
  • Diterpenes, Kaurane / pharmacology
  • Dose-Response Relationship, Drug
  • Inhibitory Concentration 50
  • Lipopolysaccharides / pharmacology*
  • Macrophages / drug effects
  • Mice
  • Molecular Structure
  • NF-kappa B / antagonists & inhibitors*
  • Nitric Oxide / antagonists & inhibitors*
  • Plants, Medicinal / chemistry*
  • Stereoisomerism
  • Vietnam

Substances

  • Diterpenes, Kaurane
  • Lipopolysaccharides
  • NF-kappa B
  • Nitric Oxide