防已科植物アルカロイド研究(第222報) : コウトウツヅラフジStephania Sasakii HAYATAのアルカロイドその6 : 一新水溶性第4級塩基N-Methylpapaveraldinium(N-Methylxanthalinium)の単離

抄録

Alkaloids in Formosan Stephania sasakii HAYATA isolated to date include tertiary bases cepharanthine (I), crebanine (II), berbamine (III), and phanostenine (IV). Examinations for water-soluble quaternary bases in this plant afforded a new base as a chloride of m.p. 159.5∼160°, [α]_D ±0°(MeOH), C₂₁H₂₂O₅NCl=C₁₅H₇(OCH₃)₄ (N⁺CH₃)·(C=O) Cl^-. Its reduction with sodium borohydride gave β-hydroxylaudanosine (IV). Comparison of ultraviolet, infrared, and NMR spectra of the original base with those of N-methylpapaveraldinium (VII) chloride proved their identity. This is the first time that N-methylpapaveraldinium (N-methylxanthalinium) (VII) was detected from a plant.