Collect. Czech. Chem. Commun. 1991, 56, 1116-1122

Alkaloids from Stylophorum lasiocarpum (OLIV.) FEDDE

Jiří Slavíka, Vladimír Hanušb and Leonora Slavíkováa

a Department of Medical Chemistry and Biochemistry, Medical Faculty, Masaryk University, 662 43 Brno
b The J. Heyrovský Institute of Physical Chemistry and Electrochemistry, Czechoslovak Academy of Sciences, 182 23 Prague 8


From the underground part of Stylophorum lasiocarpum (OLIV.) FEDDE (0.58% alkaloids) (-)-stylopine and coptisine (as chloride IIa) were isolated as the principal alkaloids. Smaller quantities of sanguinarine, macarpine, chelerythrine, chelirubine, chelilutine (as the respective chlorides IIIa, IIIb, IIIc, IIId, IIIe) protopine, corysamine (as chloride IIb), berberine (as chloride IIc) and (-)-trans-N-methylstylopinium hydroxide (as iodide IVa) were also isolated. Chromatographically were detected small amounts of chelidonine, allocryptopine, cryptopine, scoulerine, isoboldine, magnoflorine and salt of cis-N-methylstylopinium. The aerial part (0.16% alkaloids) afforded (-)-stylopine, coptisine and (+)-chelidonine as dominant alkaloids and small amounts of protopine and (-)-cis-N-methylstylopinium hydroxide (as iodide IVb).Chromatography proved negligible amounts of sanguinarine, chelirubine, cryptopine, scoulerine, isoboldine, corytuberine, corysamine, berberine, magnoflorine and trans-N-methylstylopinium iodide. The so far undescribed 8-methoxydihydromacarpine (VIb) was prepared.