Saponin and Sapogenol. XVII. Structure of Sakuraso-saponin, a Pentaglycoside of Protoprimulagenin A from the Root of Primula sieboldi E. MORREN

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概要

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• Sakuraso-saponin (3), a pentaglycoside of protoprimulagenin A (1), has been isolated from the root of Primula sieboldi E. MORREN (Primulaceae, Japanese name : sakuraso). Complete acid hydrolysis of sakuraso-saponin (3) furnished primulagenin A (2), glucose, galactose, rhamnose, and glucuronic acid, while the ultraviolet irradiation of sakuraso-saponin liberated the genuine aglycone protoprimulagenin A (1) in a good yield. On the bases of the chemical and physicochemical investigations of the prosapogenols : PS-1 (4), PS-2 (5), PS-3 (6), and PS-4 (7), and a pentaglycoside PS-5 (8), in addition to those of sakuraso-saponin (3), the full structure of sakuraso-saponin has been established as 3-O-{4-O-[α-L-rhamnopyranosyl (1→2)-α-L-rhamnopyranosyl (1→2)-β-D-galactopyranosyl (1→4)]-2-O-β-D-glucopyranosyl (1→2)-β-D-glucuronopyranosyl}-protoprimulagenin A (3), which is a first structure determination of the primulaceous saponins.

• 公益社団法人日本薬学会の論文
• 1976-10-25

著者

• 吉岡 一郎

  Tsumura Laboratory

• 吉岡 一郎

  Faculty Of Pharmaceutical Sciences Osaka University

• 北川 勲

  Faculty of Pharmaceutical Sciences, Osaka University

• 池西 裕二

  Shionogi Research Laboratories Shionogi & Co. Ltd.

• 吉川 雅之

  Faculty of Pharmaceutical Sciences, Osaka University

• 北川 勲

  Faculty Of Pharmaceutical Sciences Osaka University

• 池西 裕二

  Faculty of Pharmaceutical Sciences, Osaka University

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