Bufadienolides-19. 3β-acetoxy-15-oxo-5β,14β-bufa-8,20,22-trienolide

Y. Kamano, George Pettit, P. Brown, M. Inoue

Research output: Contribution to journalArticle

5 Scopus citations

Abstract

Reaction of 3β - hydroxy - 14α,15α - epoxy - 5β - bufa - 20,22 - dienolide (1a) with 72% perchloric acid was found to yield 14β - artebufogenin (2a), 14α - artebufogenin (2b), 15α - hydroxy-bufalin (3a), and a new substance 3β,15ξ - dihydroxy - 5β,14ξ - bufa - 8,20,22 - trienolide (4a). Similar results were realized by antimony (III) chloride and an iron(III) chloride catalyzed ring opening of epoxide 1a. Selective acetylation of the new bufadienolide (4a) followed by oxidation completed a route to the title substance.

Original languageEnglish (US)
Pages (from-to)2359-2361
Number of pages3
JournalTetrahedron
Volume31
Issue number19
DOIs
StatePublished - 1975

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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