クララ(Sophora flavescens var.angustifolia)種子中の新規ルピンアルカロイド, (-)-Leontalbinine N-Oxideと生体内類似変換反応による(+)-Matrine N-Oxideからの合成

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The possibility of the biomimetic transformation of (+)-matrine N-oxide, a main alkaloid in Sophora flavescens var. angustifolia, under various oxidative conditions was examined by the use of several metallic ions. When (+)-matrine N-oxide was warmed with FeSO_4,or Fe(COOH)_2 in MeOH-H_2O at 40℃, (-)-7,11-didehydromatrine [(-)-leontalbinine], a minor alkaloid in the same plant, was obtained along with (+)-matrine. This selective formation of (-)-leontalbinine seems to be specific to the reaction of (+)-matrine N-oxide with ferrous reagents. In addition, the structure of the newly isolated minor lupin alkaloid from the seeds of S.flavescens. was determined as (-)-leontalbinine N-oxide from its spectral comparison with the authentic sample.
社団法人日本薬学会の論文
1993-01-25