The Alkaloids of <i>Heliotropium europaeum</i> L.. II. Isolation and structures of the third major alkaloid and two monor alkaloids, and isolation of the principal n-Oxides

Abstract

The third major alkaloid of Heliotropium europaeum L. is isolated and shown to be heliotridine esterified on the methylol hydroxyl with lasiocarpic acid (2,3-dihydroxy-4-methoxy-2-methylpentane-3-carboxylic acid). Two minor alkaloids isolated are shown to be supinine (supinidine esterified with trachelanthic acid) and supinidine esterified with heliotric acid (3-hydroxy-4-methoxy-2-methylpentane-3-carboxylic acid). The N-oxides of heliotrine, lasiocarpine, and the third major base have been isolated from the seed of H. europaeum.