Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Saponin and Sapogenol. XXI. Photochemical Cleavage of Glycoside Linkage in Triterpenoidal and Steroidal Arabinoside and Galactoside via Ultraviolet Irradiation of Their 2'-Keto Derivatives
ISAO KITAGAWAKWANGSIK IMYOSHIAKI FUJIMOTO
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Keywords: ziyu-glycoside II
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1977 Volume 25 Issue 4 Pages 800-808

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Abstract
In order to explore a new cleavage method for an arabinoside or a galactoside linkage which attaches to a triterpenoidal or a steroidal aglycone, a photochemical method has been investigated. It has been found that glycoside linkages in 2'-keto-arabinoside and 2'-keto-galactoside derivatives of triterpenoids and a steroid are cleaved upon photolysis to furnish their aglycones in their oxidized forms. In addition, it has been shown that, through the present photochemical procedure, an arabinoside linkage in ziyu-glycoside II (8), which has been known to give an artifact aglycone upon ordinary acid hydrolysis, is cleaved while its acid-labile moiety in the aglycone part is left unchanged.
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© The Pharmaceutical Society of Japan
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