Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies of Oligosaccharides. XIV. Structure-Activity Relationship of Variations in the Sugar Moiety of Digitoxin
KIYOSHI TAKIURAHIDETAKA YUKIYOSHIHIKO OKAMOTOHITOSHI TAKAISUSUMU HONDA
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1974 Volume 22 Issue 10 Pages 2263-2269

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Abstract
Digitoxigenin oligosaccharides of the 1, 6-β-linked D-glucose series and 1, 4-β-linked D-digitoxose series were obtained by the Konigs-Knorr condensation of digitoxigenin with gentio oligosaccharides and by the partial hydrolysis of digitoxin, followed by chromatographic fractionation of products, respectively. Cardiac activity as well as toxicity increased and decreased with the increasing number of unit monosaccharides for glycosides of the D-glucose and the D-digitoxose series, respectively. There was observed a parallelism between the activity as well as toxicity and the lipophilicity of these glycosides.
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© The Pharmaceutical Society of Japan
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