Some Hypotensive Alkaloids from Veratrum album

Journal of the American Chemical Society
1956.0

Abstract

The isolation from commercial Veratrum album of the six hypotensive ester-alkaloids protoveratrine, germitetrine, veratetrine (neoprotoveratrine), desacetylneoprotoveratrine, neogermbudine and desacetylprotoveratrine is described. Desacetylprotoveratrine is a new hypotensive triester of the alkamine protoverine in which the esterifying acids are one mole each of acetic, α-methylbutyric and methylethylglycolic. It can also be obtained by methanolysis of protoveratrine. Methanolysis of germitetrine has resulted in the loss of a labile acetyl group to give a new hypotensive triester which has been named desacetylgermitetrine. Under these methanolysis conditions, a minor portion of the germitetrine loses both acetyl groups to give an alkaloid identical to the naturally occurring diester neogermbudine. The infrared spectra of germitetrine and the new alkaloids desacetylgermitetrine and desacetylprotoveratrine are recorded for identification purposes. © 1956, American Chemical Society. All rights reserved.

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