Isoquinoline alkaloids isolated from Corydalis yanhusuo and their binding affinities at the dopamine D1 receptor.
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.
Ma
Zhong-Ze
ZZ
Bio-Organic and Natural Products Laboratory, McLean Hospital, Harvard Medical School, 115 Mill Street, Belmont, MA 02478, USA.
Xu
Wei
W
Jensen
Niels H
NH
Roth
Bryan L
BL
Liu-Chen
Lee-Yuan
LY
Lee
David Y W
DY
D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism; D001600:Berberine Alkaloids / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism; D001667:Binding, Competitive; D002460:Cell Line; D002851:Chromatography, High Pressure Liquid; D031311:Corydalis / Q000737:chemistry*; D006801:Humans; D007546:Isoquinolines / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry; D017447:Receptors, Dopamine D1 / Q000235:genetics / Q000378:metabolism*; D013329:Structure-Activity Relationship; D014162:Transfection
D000470:Alkaloids; D001600:Berberine Alkaloids; D007546:Isoquinolines; D010936:Plant Extracts; D017447:Receptors, Dopamine D1; C000589018:isocorypalmine; C452799:corydaline; C014215:tetrahydropalmatine; C055786:columbamine; C014212:stylopine; C039109:isoquinoline