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Alkaloids from Papaver albiflorum subsp. austromoravicum KUBÁT, P. albiflorum PACZ. subsp. albiflorum and P. lecoquii LAMOTTE

Jiří Slavík, Leonora Slavíková, L. Dolejš

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Abstract

From Papaver albiflorum subsp. austromoravicum KUBÁT berberine and (-)-α-canadine methohydroxide (in the form of iodide) were isolated as the main alkaloids, and allocryptopine, corytuberine and small amounts of protopine, rhoeadine and canadine as the minor components. Negligible amounts of mecambrine, thebaine, aporheine (?), corydine, isocorydine, scoulerine and traces of papaverrubines A, C, D and E, coptisine, corysamine, magnoflorine, α-stylopine methohydroxide and aporheine methohydroxide were also detected. P. albiflorum PACZ. subsp. albiflorum contains thebaine almost exclusively, accompanied by trace amounts of berberine, corytuberine, protopine (?), thebaine methohydroxide and aporheine methohydroxide. From P. lecoquii LAMOTTE berberine and corytuberine were isolated as the main alkaloids, as well as small amounts of protopine, a new alkaloid (-)-hexahydromecambrine-B, allocryptopine, rhoeadine and cryptopine. The presence of isocorydine and trace amounts of canadine, stylopine, mecambrine, papaverrubines A, C, D and E, corydine, scoulerine, coptisine, magnoflorine and α-stylopine methohydroxide was also detected.

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From Papaver albiflorum subsp. austromoravicum KUBÁT berberine and (-)-α-canadine methohydroxide (in the form of iodide) were isolated as the main alkaloids, and allocryptopine, corytuberine and small amounts of protopine, rhoeadine and canadine as the minor components. Negligible amounts of mecambrine, thebaine, aporheine (?), corydine, isocorydine, scoulerine and traces of papaverrubines A, C, D and E, coptisine, corysamine, magnoflorine, α-stylopine methohydroxide and aporheine methohydroxide were also detected. P. albiflorum PACZ. subsp. albiflorum contains thebaine almost exclusively, accompanied by trace amounts of berberine, corytuberine, protopine (?), thebaine methohydroxide and aporheine methohydroxide. From P. lecoquii LAMOTTE berberine and corytuberine were isolated as the main alkaloids, as well as small amounts of protopine, a new alkaloid (-)-hexahydromecambrine-B, allocryptopine, rhoeadine and cryptopine. The presence of isocorydine and trace amounts of canadine, stylopine, mecambrine, papaverrubines A, C, D and E, corydine, scoulerine, coptisine, magnoflorine and α-stylopine methohydroxide was also detected.

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Available abstract

From Papaver albiflorum subsp. austromoravicum KUBÁT berberine and (-)-α-canadine methohydroxide (in the form of iodide) were isolated as the main alkaloids, and allocryptopine, corytuberine and small amounts of protopine, rhoeadine and canadine as the minor components. Negligible amounts of mecambrine, thebaine, aporheine (?), corydine, isocorydine, scoulerine and traces of papaverrubines A, C, D and E, coptisine, corysamine, magnoflorine, α-stylopine methohydroxide and aporheine methohydroxide were also detected. P. albiflorum PACZ. subsp. albiflorum contains thebaine almost exclusively, accompanied by trace amounts of berberine, corytuberine, protopine (?), thebaine methohydroxide and aporheine methohydroxide. From P. lecoquii LAMOTTE berberine and corytuberine were isolated as the main alkaloids, as well as small amounts of protopine, a new alkaloid (-)-hexahydromecambrine-B, allocryptopine, rhoeadine and cryptopine. The presence of isocorydine and trace amounts of canadine, stylopine, mecambrine, papaverrubines A, C, D and E, corydine, scoulerine, coptisine, magnoflorine and α-stylopine methohydroxide was also detected.

Key concepts: Protopine, Thebaine, Coptisine, Berberine, Sanguinarine, Alkaloid, Chemistry, Papaveraceae

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Alkaloids from Papaver albiflorum subsp. austromoravicum KUBÁT, P. albiflorum PACZ. subsp. albiflorum and P. lecoquii LAMOTTE — Research Paper | ScholarLens