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Bufadienolides—19 : 3β-acetoxy-15-oxo-5β,14β-bufa-8,20,22-trienolide
Authors:Y. Kamano  G.R. Pettit  P. Brown  M. Inoue
Affiliation:Cancer Research Laboratory and Department of Chemistry, Arizona State University, Tempe, AR 85281, U.S.A.
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.
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