Bioactive abietane and ent-kaurane diterpenoids from Isodon tenuifolius

J Nat Prod. 2013 Feb 22;76(2):256-64. doi: 10.1021/np300772e. Epub 2013 Jan 17.

Abstract

Three new abietane diterpenoids, isoabietenins A-C (1-3), and 13 new ent-kauranoids, tenuifolins A-M (4-16), along with four known compounds (17-20), were isolated from the aerial parts of Isodon tenuifolius. The structures of the new metabolites were established on the basis of detailed spectroscopic analysis. The absolute configurations of 1, 15, and 16 were confirmed by single-crystal X-ray diffraction. Selected compounds were evaluated for their cytotoxicity against a small panel of human tumor cell lines, and some compounds showed inhibitory effects. Furthermore, several isolates exhibited inhibitory activity against nitric oxide production in LPS-activated RAW264.7 macrophages.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Abietanes / chemistry
  • Abietanes / isolation & purification*
  • Abietanes / pharmacology*
  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Crystallography, X-Ray
  • Diterpenes, Kaurane / chemistry
  • Diterpenes, Kaurane / isolation & purification*
  • Diterpenes, Kaurane / pharmacology*
  • Drug Screening Assays, Antitumor
  • Humans
  • Isodon / chemistry*
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Mice
  • Molecular Structure
  • Nitric Oxide / biosynthesis
  • Nuclear Magnetic Resonance, Biomolecular

Substances

  • Abietanes
  • Antineoplastic Agents, Phytogenic
  • Diterpenes, Kaurane
  • Lipopolysaccharides
  • isoabietenin A
  • isoabietenin B
  • isoabietenin C
  • Nitric Oxide