Abstract
Heliotropium supinum L. contains the
pyrrolizidine alkaloids supinine, heliosupine, and echinatine as major bases.
Two minor alkaloids, although not obtained in a pure state, are shown to be
esters of trachelanthic acid and viridifloric acid, respectively, with
7-angelylheliotridine. The N-oxide of 7-angelylheliotridine, also isolated from
the total crude base, is thought to be an artefact.Viridifloric
acid is shown to be (-)-erythro-2,3-dihydroxy-4-methylpentane-3-carboxylic
acid. Its melting point is markedly influenced by minute amounts of tenacious
impurities. The ester of supinidine and viridifloric acid has been prepared
from these component substances.
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