Issue 8, 1991

The alkaloids of Margaritaria indica. Part 2. The structures of 4-epiphyllanthine, margaritarine and the structural revision of securinol A

Abstract

Extraction of the bark of Margaritaria indica has yielded the new alkaloids (4α)-4-methoxysecurinan-11-one 3 and 3-{N-[(2α,15α)-14,15-dihydro-11-oxosecurinan-15-yl]-2-aminoethyl}-1H-indole 10. Their structures followed from their spectroscopic properties. High field NMR spectra for the known Securinega alkaloids (4β)-4-methoxysecurinan-11-one 2 and (2α,4α)-4-methoxysecurinan-11-one 5 were recorded and interpreted. The structure of the known alkaloid securinol A is revised to 17 as a result of an X-ray crystal structure determination of its hydrobromide.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1991, 1863-1869

The alkaloids of Margaritaria indica. Part 2. The structures of 4-epiphyllanthine, margaritarine and the structural revision of securinol A

D. Arbain, A. A. Girkbeck, L. T. Byrne, M. V. Sargent, B. W. Skelton and A. H. White, J. Chem. Soc., Perkin Trans. 1, 1991, 1863 DOI: 10.1039/P19910001863

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