Bioinspired total synthesis and structural revision of yuremamine, an alkaloid from the entheogenic plant Mimosa tenuiflora. 2015

Matthew B Calvert, and Jonathan Sperry
School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland, 1010, New Zealand. j.sperry@auckland.ac.nz.

Guided by a biosynthetic hypothesis, a serendipitous total synthesis of yuremamine has resulted in its structural revision from the putative pyrroloindole (1) to the flavonoidal indole (2), which was initially proposed as a biosynthetic intermediate.

UI MeSH Term Description Entries
D007211 Indoles Benzopyrroles with the nitrogen at the number one carbon adjacent to the benzyl portion, in contrast to ISOINDOLES which have the nitrogen away from the six-membered ring.
D010936 Plant Extracts Concentrated pharmaceutical preparations of plants obtained by removing active constituents with a suitable solvent, which is evaporated away, and adjusting the residue to a prescribed standard. Herbal Medicines,Plant Extract,Extract, Plant,Extracts, Plant,Medicines, Herbal
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D031298 Mimosa A plant genus of the family FABACEAE that contains kukulkanin, a CHALCONE. Mimosas
D032701 Biomimetics An interdisciplinary field in materials science, ENGINEERING, and BIOLOGY, studying the use of biological principles for synthesis or fabrication of BIOMIMETIC MATERIALS. Mimetics, Biological,Bio-inspired Engineering,Biomimicry Engineering,Biomimicry Science,Bio inspired Engineering,Bio-inspired Engineerings,Biological Mimetic,Biological Mimetics,Biomimetic,Biomimicry Engineerings,Biomimicry Sciences,Engineering, Bio-inspired,Engineering, Biomimicry,Engineerings, Bio-inspired,Engineerings, Biomimicry,Mimetic, Biological,Science, Biomimicry,Sciences, Biomimicry

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