Studies on the Alkaloids of Menispermaceous Plants. CLXXXI

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Abstract
Tomita and Kikkawa some time ago synthesized d-magnoflorine, a phenolic aporphine-type quaternary base contained in Menispermaceae plants and allied species, and d-laurifoline, a similar base contained in Cocculus laurifolius DC., both as racemic bases, the former as an iodide (I) and the latter as a chloride (II). The racemic bases of (I) and (II) produced two spots with different Rf values on paper chromatogram, one of which was in agreement with the spot of natural dextrorotatroy base. It was assumed from these evidences that optical resolution of the racemic compound had occured during paper chromatography. In the present series of work, a large quantity of the synthesized racemic compounds of the two bases were submitted to chromatography. The separated two spots were each extracted and the two were isolated and identified as dextro- and levorotatory magnoflorine iodide (Table I) and laurifoline chloride (Table II). This has given experimental evidence that the two racemic compounds underwent optical resolution by paper chromatography.

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