Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Saponin and Sapogenol. XXIX. Selective Cleavage of the Glucuronide Linkage in Oligoglycosides by Anodic Oxidation
ISAO KITAGAWATOSHIYUKI KAMIGAUCHIHIDENOBU OHMORIMASAYUKI YOSHIKAWA
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1980 Volume 28 Issue 10 Pages 3078-3086

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Abstract
In the course of studies aimed at finding a new selective cleavage method for the glucuronide linkage in glucuronide-saponins, an electrolytic oxidation reaction has been found to be useful as an initial reaction for the desired selective cleavage method. The new cleavage method comprises an anodic oxidation of glucuronide-saponin, by which the carboxyl function is converted to an acetoxyl moiety, and a subsequent alkali treatment. It has also been found that the anodic oxidation causes selective oxidation of axial hydroxyl groups and allylic oxidation in the sapogenol moiety.
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© The Pharmaceutical Society of Japan
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