Isoquinoline alkaloids isolated from Corydalis yanhusuo and their binding affinities at the dopamine D1 receptor

Molecules. 2008 Sep 25;13(9):2303-12. doi: 10.3390/molecules13092303.

Abstract

Bioactivity-guided fractionation of Corydalis yanhusuo has resulted in the isolation of eight known isoquinoline alkaloids - tetrahydropalmatine, isocorypalmine, stylopine, corydaline, columbamine, coptisin, 13-methylpalmatine, and dehydrocorybulbine. The tertiary alkaloids were further analyzed by chiral HPLC to determine the ratios of d-and l-isomers. The isolated compounds were screened for their binding affinities at the dopamine D(1) receptor. Isocorypalmine had the highest affinity (K(i) = 83 nM). The structure-affinity relationships of these alkaloids are discussed.

Publication types

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

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Alkaloids / metabolism
  • Berberine Alkaloids / chemistry*
  • Berberine Alkaloids / isolation & purification
  • Berberine Alkaloids / metabolism
  • Binding, Competitive
  • Cell Line
  • Chromatography, High Pressure Liquid
  • Corydalis / chemistry*
  • Humans
  • Isoquinolines / chemistry*
  • Isoquinolines / isolation & purification
  • Isoquinolines / metabolism
  • Molecular Structure
  • Plant Extracts / chemistry
  • Receptors, Dopamine D1 / genetics
  • Receptors, Dopamine D1 / metabolism*
  • Structure-Activity Relationship
  • Transfection

Substances

  • Alkaloids
  • Berberine Alkaloids
  • Isoquinolines
  • Plant Extracts
  • Receptors, Dopamine D1
  • isocorypalmine
  • corydaline
  • tetrahydropalmatine
  • columbamine
  • stylopine
  • isoquinoline