From the leaves of DIGITALIS CARIENSIS in addition to the known glycosides, three new cardenolides, a major and two minor ones, have been isolated and their structures established as gluco-gitoxigenine-glucomethyloside (gitoxigenine-3- O-beta- D-glucosyl-beta- D-glucomethyloside), gitoxigenine-3- O-beta- D-glucosyl-beta- D-glucomethylosyl-beta- D-bisdigitoxoside, and gitoxigenine-3- O-beta- D-glucosyl-beta- D-glucomethylosyl-beta- D-digitoxide, respectively, by chemical evidence and FAB-MS. Except for the unstable glucolanadoxine, the known major components isolated from the leaves are glucogitoroside, glucoevatromonoside, digitalinum verum, gluco-digitoxigenine-glucomethyloside, glucodigifucoside, and glucogitofucoside. A total of 23 cardenolides present in the leaves in trace amounts were also identified.
In addition to the known glycosides, digitoxigenin-3-O-3-Dglucosyl-(1-4)-3'-O-acety1--D-digitoxoside (= 3'-O-acetylglucoevatromonoside) has been isolated as the main major glycoside from the seeds of Digitalis cariensis and its structure elucidated by chemical evidence and FAB-MS. Digitalinum verum, glucogitoroside, glucoevatromonoside, and glucoverodoxine were isolated as the other major glycosides of the seeds, along with gitorocellobioside, gitostin, and neogitostin. Eight further primary glycosides present in the seeds in small amounts were also identified.
Digitalis cariensis, Scrophulariaceae, Anthraquinones, (o-Hydroxydigitoemodin, co-Hydroxyziganein-l-methyl ether Two new minor anthraquinones, oo-hydroxydigitoemodin (1) and to-hydroxyziganein-1-methyl ether (4), have been isolated from Digitalis cariensis. Their structures were elucidated on the basis of spectral analysis and 1 was also confirmed by synthesis.
Cardenolide glycosides of stem leaves of D. schischkinii, at the same age and location, were analysed quantitatively over several vegetation periods and the limit values found are tabulated. Total glycoside content of the leaves was 0.86-1.0%. Digoxigenin glycosides was 50% and the sum of lanatosid C, desacetyllanatosid C, acetyldigoxin and digoxin was 40% of the content. As yet unknown glycosides diginatigenin-digilanidobioside, the corresponding secondary glycoside and diginatigenin-bisdigitoxoside were identified as minor compounds.
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