Bio-Transformation of (G-3H)-Digitoxin and (G-3H)-Digoxin byDigitalis purpurea
P. Alex Linley, A G Mekkawi
Abstract
P. Alex Linley, A G Mekkawi
Abstract
The biotransformation of (G- (3)H) digitoxin and (G- (3)H) digoxin has been studied in a strain of Digitalis purpurea in which cardenolides of the B series were predominant. A direct method of introducing the tritiated glycosides into the plant is described and the conversions monitored at intervals during the subsequent 6 weeks. Conversion of labelled digitoxin to purpurea glycosides A and B, gitoxin and gitaloxin occurred. Of particular interest was the conversion of digitoxin to the digitalose - containing glycosides, strospeside and verodoxin. Digoxin, an exogenous glycoside to D. purpurea, was glycosylated to desacetyl lanatoside C; there was some conversion to B and E series glycosides but only minimal formation of A series cardenolides.
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The biotransformation of (G- (3)H) digitoxin and (G- (3)H) digoxin has been studied in a strain of Digitalis purpurea in which cardenolides of the B series were predominant. A direct method of introducing the tritiated glycosides into the plant is described and the conversions monitored at intervals during the subsequent 6 weeks. Conversion of labelled digitoxin to purpurea glycosides A and B, gitoxin and gitaloxin occurred. Of particular interest was the conversion of digitoxin to the digitalose - containing glycosides, strospeside and verodoxin. Digoxin, an exogenous glycoside to D. purpurea, was glycosylated to desacetyl lanatoside C; there was some conversion to B and E series glycosides but only minimal formation of A series cardenolides.
Key concepts: Digitoxin, Glycoside, Digoxin, Digitalis, Chemistry, Biotransformation, DIGITALIS GLYCOSIDES, Stereochemistry