イモノキ(タカノツメ)Evodiopanax innovans NAKAIの成分研究(第4報) : 水可溶性成分およびInnovanosideについて

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In a previous work, a new compound, innovanoside, was extracted from the leaves of Evodiopanax innovans and the structure was concluded as maltol glucoside 6-cis-p-coumarate, which was converted by alkali to isoinnovanoside, maltol glucoside 6-trans-p-coumarate. The methyl ether of isoinnovanoside was synthesized from maltol glucoside via 2,3,4-tris(trimethyl)silyl ether and its p-methoxy-trans-cinnamate. Both the synthesized and natural isoinnovanoside methyl ether consumed two moles of sodium periodate but innovanoside methyl ether consumed only one mole of periodate. Thus the position or the acid group in innovanoside must be 2 or 4 in sugar moiety. Since acylmigration from 4-to 6-position by alkali is well known, the structure of innovanoside should be revised as maltol glucoside 4-cis-p-coumarate. From the water-soluble part of the methanol extract of the leaves scyllitol, quinic acid, and syringin were also isolated.
公益社団法人日本薬学会の論文
1970-09-25