The side reactions taking place in the saponification of acylcardenolides with ammonia

Abstract

In the process of obtaining digitoxin from lanatoside A, we attempted to use the method of saponifying the acetyl group in the latter with a methanolic-aqueous solution of ammonia followed by the enzymatic hydrolysis of the D-glucose unit. It was found that a digitoxin obtained in this way contained not more than 80% of the glycoside in spite of the absence of other cardenolides from it. Analysis of the product with the aid of thin-layer chromatography in the methylene chloride-ethanol-water (85:15:0.7) system with three runs of the solvent on a Silufol plate and the staining of the chromatograms with trichloroacetic acid showed that the digitoxin was accompanied by three other steroid compounds with extremely similar polarities. We have isolated two of them in the pure state by adsorption chromate graphy.

DOI: 10.1007/BF00575782

Cite this paper

@article{Makarevich2004TheSR, title={The side reactions taking place in the saponification of acylcardenolides with ammonia}, author={I. F. Makarevich and L. N. Dikan' and O. I. Klimenko and N. V. Kovganko and A. I. Alistrenko and N. Ya. Bondar'}, journal={Chemistry of Natural Compounds}, year={2004}, volume={20}, pages={374-375} }