Labdane diterpenoids from Leonotis leonurus

Phytochemistry. 2013 Jul:91:229-35. doi: 10.1016/j.phytochem.2012.02.021. Epub 2012 Mar 21.

Abstract

Three known (leoleorins A-C) and eight hitherto unknown (leoleorins D-J and 16-epi-leoleorin F) labdane diterpenoids, were isolated from leaves of Leonotis leonurus. The absolute configurations of leoleorins A and D were established by X-ray crystallographic analyses. In a competitive binding assay, all isolated compounds showed inhibition in excess of 50% at various CNS receptors. Leoleorin C showed moderate binding affinity (Ki=2.9 μM) for the Sigma 1 receptor.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Crystallography, X-Ray
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology*
  • Dose-Response Relationship, Drug
  • Lamiaceae / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Plant Leaves / chemistry
  • Receptors, Cholinergic / metabolism
  • Receptors, Dopamine D1 / antagonists & inhibitors
  • Receptors, Histamine H1 / metabolism
  • Receptors, Serotonin / metabolism
  • Receptors, sigma / antagonists & inhibitors
  • Structure-Activity Relationship

Substances

  • Diterpenes
  • Receptors, Cholinergic
  • Receptors, Dopamine D1
  • Receptors, Histamine H1
  • Receptors, Serotonin
  • Receptors, sigma
  • labdane