Alkaloids of the leaves of Erythrophleum chlorostachys

Phytochemistry
1971.0

Abstract

From the leaves of Erythrophleum chlorostachys (F. Muell.) Bail. growing at Mareeba, North Queensland, β-dimethylaminoethyl cinnamate (II), N-2-hydroxyethyl-N-methyl cinnamamide (III), N-2 hydroxyethyl-N-methyl-trans-p-hydroxycinnamamide (IV) and N-2-hydroxyethylcinnamamide (V) were isolated. The structures were confirmed by synthesis. The amides (III), (IV) and (V) may possibly be artefacts of isolation since, as free bases, the cinnamic esters isomeric with (III) and (V) rearrange to (III) and (v) respectively, with half-lives less than 3 days and 1 day, respectively. Leaves of E. chlorostachys growing at Cooktown, North Queensland, and at Darwin, N.T., did not contain these compounds but contained alkaloidal esters of diterpenoid acids as in other Erythrophleum species.

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