Agastinol and agastenol, novel lignans from Agastache rugosa and their evaluation in an apoptosis inhibition assay

J Nat Prod. 2002 Mar;65(3):414-6. doi: 10.1021/np010425e.

Abstract

Investigation of the whole plant of Agastache rugosa resulted in the isolation of two new lignan compounds. Their structures were elucidated as (8S,7'R,8'S)-4-hydroxybenzoic acid 4-(4-hydroxy-3-methoxybenzyl)-2-(4-hydroxy-3-methoxyphenyl)tetrahydrofuran-3-ylmethyl ester (agastinol, 1) and (7'R,8'S)-4-hydroxybenzoic acid 4-(hydroxy-3-methoxybenzylidene)-2-(4-hydroxy-3-methoxyphenyl)-tetrahydrofuran-3-ylmethyl ester (agastenol, 2). Agastinol and agastenol inhibited etoposide-induced apoptosis in U937 cells with IC50 values of 15.2 and 11.4 microg/mL, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Apoptosis / drug effects
  • Caspases / analysis
  • Etoposide / pharmacology
  • Humans
  • Inhibitory Concentration 50
  • Korea
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plants, Medicinal / chemistry*
  • Pyrrolidines / pharmacology
  • Spectrophotometry, Ultraviolet
  • Stereoisomerism
  • Thiocarbamates / pharmacology
  • Tumor Cells, Cultured / drug effects
  • U937 Cells / drug effects

Substances

  • Lignans
  • Pyrrolidines
  • Thiocarbamates
  • agastenol
  • agastinol
  • pyrrolidine dithiocarbamic acid
  • Etoposide
  • Caspases