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

Research output: Contribution to journalArticle

41 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 - Jan 1 1973
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

Fingerprint Dive into the research topics of 'Phenol oxidation and biosynthesis. Part XXII. The alkaloids of erythrina lysistemon, E. abyssinica, E. poeppigiana, E. fusca, and E. lithosperma; the structure of erythratidine'. Together they form a unique fingerprint.

  • Cite this