Neue Cardenolide aus Convallaria majalis

Abstract

From the leaves of Convallaria majalis L. eight glycosides of Strophanthidin, cannogenol, sarmentogenin and 19-hydroxysarmentogenin, resp., were isolated and structurally elucidated as strophanthidin-3-O-6′-deoxy-β-D-allosido-α-L-rhamnoside, strophanthidin-3-O-6′-deoxy-β-D-allosido-α-L-arabinoside, strophanthidin-3-O-α-L-rhamnosido-2′-β-D-glucoside, cannogenol-3-O-6′-deoxy-β-D-allosido-β-D-glucoside, cannogenol-3-O-6′-deoxy-β-D-allosido-α-L-rhamnoside, 19-hydroxy-sarmentogenin-3-O-α-L-rhamnoside, sarmentogenin-3-O-6′-deoxy-β-D-allosido-α-L-rhamnoside and sarmentogenin-3-O-6′-deoxy-β-D-guloside, mainly by means of their H-NMR-spectra, by EI-MS and LD-MS.

This is the first report of the occurrence of 19-hydroxy-sarmentogenin in nature. The presence of arabinosido-6-deoxyallose within the sugar chain of a cardiac glycoside was detected for the first time, as well. Including the new glycosides, a total of 38 cardenolides, derived from nine aglycones, have now been found in Convallaria majalis.

Convallaria majalis - Liliaceae - Cardenolides - Glycosides of Strophanthidin, cannogenol, 19-hydroxy-sarmentogenin, sarmentogenin.