Collect. Czech. Chem. Commun. 1984, 49, 1318-1324

Additional alkaloids from Glaucium squamigerum KAR. et KIR

Jiří Slavíka, Leonora Slavíkováa and Ladislav Dolejšb

a Department of Medical Chemistry and Biochemistry, J. E. Purkyně University, 662 43 Brno
b Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


A new quaternary alkaloid, (-)-β-N-methylisocorypalminium hydroxide, was isolated from Glaucium squamigerum KAR. et KIR. in the form of iodide. In addition to the alkaloids already known to occur in this plant, i.e. allocryptopine (the main alkaloid), protopine, chelerythrine, sanguinarine, corydine, coptisine and berberine, additional alkaloids, i.e. (-)-chelidonine, (±)-chelidonine (diphylline) and chelirubine were also isolated from the non-quaternary fraction, while from the fraction of quaternary alkaloids (-)-β-N-methylcanadinium iodide (the second main alkaloid), (-)-α-N-methylcanadinium iodide and (-)-β-N-methylstylopinium iodide were isolated after conversion of the salt to iodides. Further the presence of small amounts of stylopine, canadine, scoulerine, corysamine, corytuberine, magnoflorine, α-N-methylstylopinium hydroxide and β-N-methyltetrahydropalmatinium hydroxide were also detected.