Phenol oxidation and biosynthesis. Part XXII. The alkaloids of erythrina lysistemon, E. abyssinica, E. poeppigiana, E. fusca, and E. lithosperma; the structure of erythratidine

Derek H.R. Barton, Abeysinghe A.L. Gunatilaka, Roy M. Letcher, Awa M.F.T. Lobo, David A. Widdowson

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45 Scopus citations

Abstract

Erythrina lysistemon, E. abyssinica, E. poeppigiana, E. fusca, and E. lithosperma have been examined for alkaloids of biogenetic interest. In addition to the known Erythrina alkaloids, α- and β-erythroidine, eryosdine, erythraline, erythratine, and erysotrine, new alkaloids erythristemine, erythratidinone, and 3-demethoxyerythratidinone were isolated and characterised. The aporphine alkaloid isoboldine, and the benzyltetrahydroisoquinoline alkaloids (-)-orientaline and (+)-N-nororientaline were also isolated. A partial synthesis of erythratidine indicated a 2S configuration. A plausible biogenetic scheme for the new alkaloids is discussed.

Original languageEnglish (US)
Pages (from-to)874-880
Number of pages7
JournalJournal of the Chemical Society, Perkin Transactions 1
DOIs
StatePublished - 1973
Externally publishedYes

ASJC Scopus subject areas

  • General Chemistry

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