Endiandrin A, a potent glucocorticoid receptor binder isolated from the Australian plant Endiandra anthropophagorum

J Nat Prod. 2007 Jul;70(7):1118-21. doi: 10.1021/np070073x. Epub 2007 Jun 21.

Abstract

Bioassay-guided fractionation of the DCM extract from the roots of Endiandra anthropophagorum resulted in the isolation of a new cyclobutane lignan, endiandrin A (1), together with the known natural products nectandrin B (2) and (-)-dihydroguaiaretic acid (3). The structure of 1 was determined by extensive 1D and 2D NMR and MS data analyses. Acetylation and methylation of 1 yielded di-O-acetylendiandrin A (4) and di-O-methylendiandrin A (5), respectively. All compounds were tested in a glucocorticoid receptor binding assay and displayed IC50 values ranging from 0.9 to 35 microM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Australia
  • Cyclobutanes / chemistry
  • Cyclobutanes / isolation & purification*
  • Cyclobutanes / pharmacology
  • Inhibitory Concentration 50
  • Lauraceae / chemistry*
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Receptors, Glucocorticoid / drug effects*

Substances

  • Cyclobutanes
  • Lignans
  • Receptors, Glucocorticoid
  • endiandrin A