Studies on the Alkaloids of Papaveraceous Plants. XXV. Biosynthesis of the Alkaloids of Corydalis incisa PERS. and Chelidonium majus L. Incorporations of Tetrahydroprotoberberines, N-Methosalts of Tetrahydroprotoberberines, and Protopine

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概要

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• Since dl-cheilanthifoline (2) was converted in Corydalis incisa plants into corynoline (3) and protopine (4), it was shown that 2 was the intermediate between scoulerine (15) and stylopine (10). Corycavine (9) was shown to be biosynthesized in Corydalis incisa plants from dl-mesotetrahydrocorysamine (7) and dl-tetrahydrocorysamine (8) via their α-N-methosalts (7α and 8α). Protopine (4) is shown to be formed in vivo from the α-N-methosalt of dl- or l-stylopine (10α). Incorporation of the β-N-methosalts (10β and 8β) into 4 and 9 might be absent or negligible. These results imply that α-N-methosalts of tetrahydroprotoberberines are stereospecifically converted into protopine-type alkaloids. Sanguinarine (13) and chelidonine (14) were shown to be biosynthesized in Chelidonium majus plants from α-N-methosalt of dl- or l-stylopine (10α) via protopine (4). This shows that protopine-type alkaloid is the intermediate between tetrahydroprotoberberine-type and benzo [c] phenanthridine-type alkaloids.

• 公益社団法人日本薬学会の論文
• 1976-11-25

著者

• 杉浦 真喜子

  Kobe Women's College of Pharmacy

• 杉浦 真喜子

  Kobe Women's College Of Pharmacy

• 高尾 楢雄

  Kobe Women's College of Pharmacy

• 上垣内 みよ子

  Kobe Women's College of Pharmacy

• 岩佐 衣子

  神戸薬科大学生薬化学研究室

• 岩佐 衣子

  Kobe Women's College of Pharmacy

• 高尾 楢雄

  Kobe Women's College Of Pharmacy

• 岩佐 衣子

  Kobe Women's College Of Pharmacy

• 上垣内 みよ子

  Kobe Women's College Of Pharmacy

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