New geranyl stilbenes from Dalea purpurea with in vitro opioid receptor affinity

J Nat Prod. 2004 Jan;67(1):26-30. doi: 10.1021/np030258d.

Abstract

Three new geranyl stilbenes, pawhuskins A, B, and C (1, 2, and 3), were isolated from organic extracts of Dalea purpurea. The structures of the three compounds were determined by NMR and HRMS methods. The activities of these compounds, along with that of the known compound petalostemumol (4), were evaluated in an opioid receptor assay in vitro. Pawhuskin A (1) exhibited the strongest activity of the four compounds with a K(i) value of 0.29 +/- 0.11 microM.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Fabaceae / chemistry*
  • Male
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oklahoma
  • Plants, Medicinal / chemistry*
  • Rats
  • Rats, Sprague-Dawley
  • Receptors, Opioid / drug effects*
  • Stilbenes / chemistry
  • Stilbenes / isolation & purification*
  • Stilbenes / pharmacology
  • Terpenes / chemistry
  • Terpenes / isolation & purification*
  • Terpenes / pharmacology

Substances

  • Receptors, Opioid
  • Stilbenes
  • Terpenes
  • pawhuskin A
  • pawhuskin B
  • pawhuskin C