Collect. Czech. Chem. Commun. 1996, 61, 1047-1052

Alkaloids from Papaver setigerum DC.

Jiří Slavík and Leonora Slavíková

Biochemical Institute of Medical Faculty, Masaryk University, 662 43 Brno, Czech Republic


Two new benzylisoquinoline alkaloids of the papaverine type, setigerine (racemic α-methoxypapaverine, 1b) and setigeridine (1c), were isolated from Papaver setigerum DC. as the minor constituents. Their structures were established by spectral data and X-ray crystallographic analysis. Papaverine (1a) was isolated as the major alkaloid of the plant (0.05 wt.%) besides of less amounts of morphine, codeine and rhoeadine. In a low yield, protopine, cryptopine, thebaine, rhoeagenine, and N-methylthebainium (as iodide) were obtained and small quantities of laudanosine, stylopine, isoboldine, scoulerine, papaverrubine A, B, C, D and E, coptisine, corytuberine, and magnoflorine were identified by thin layer chromatography.

Keywords: Benzylisoquinoline alkaloids; Setigerine; Setigeridine; Papaveraceae.