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Isolation and Characterization of Yuremamine, a New Phytoindole

Isolation and Characterization of Yuremamine, a New Phytoindole

  1. shivakiva2112
    Certain Amazonian tribes in northeastern Brazil prepare an ayahuasca-like psychedelic plant medicine from "yurema"Mimosa tenuiflora (previously Mimosa hostilis) root bark alone, without any MAOI-containing admixture plants. Given that: a) the indole-containing root bark lacks known MAOIs, e.g. beta-carbolines, b) is known only to contain the MAO substrate indole N,N-DMT and 5-MeO-DMT, and c) properly prepared M. tenuiflora bark is sufficiently psychedelic as a standalone; thus, it is hypothesized that M. tenuiflora contains unidentified alkaloids which enable delivery of N,N-DMT et al. to the CNS via significant MAO inhibition or by another as-yet-unidentified mechanism. The authors of this paper isolate a novel compound from M. tenuiflora and provide a complete structural description via mass spectrometry and 1- and 2-D proton and C-13 NMR and mass spectrometry. The authors name the compound yuremamine and speculate that: "intramolecular hydrogen bonding of the tertiary aliphatic nitrogen of yuremamine protects it from metabolism and could allow it to act as an inhibitor of MAO, thus facilitating the oral activity of DMT in this single-plant formulation. Presently, the putative pharmacology of purified yuremamine is unknown."