Dioncophylline B, a naphthylisoquinoline alkaloid with a new coupling type from Triphyophyllum peltatum

The isolation of a new alkaloid, dioncophylline B, from the roots of Triphyophyllum peltatum is described. Its complete structure, including absolute configuration, was established by spectroscopic and degradative methods. Dioncophylline B has an unprecedented 7,6′-coupling, and is, because of the l...

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Published inPhytochemistry (Oxford) Vol. 30; no. 11; pp. 3845 - 3847
Main Authors Bringmann, Gerhard, Ru¨benacker, Martin, Geuder, Torsten, Assi, Laurent Ake´
Format Journal Article
LanguageEnglish
Published Amsterdam Elsevier Ltd 1991
Elsevier
Subjects
Biological and medical sciences
Chemical constitution
Dioncophyllaceae
dioncophylline B
Fundamental and applied biological sciences. Psychology
naphthylisoquinoline alkaloids
Plant physiology and development
root bark
Triphyophyllum peltatum
dioncophylline B
Dioncophyllaceae
root bark
naphthylisoquinoline alkaloids
Triphyophyllum peltatum
Alkaloid
Isoquinoline derivatives
Root
Molecular structure
Dicotyledones
Angiospermae
Absolute configuration
Bark
Isolation
Spermatophyta
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Summary:The isolation of a new alkaloid, dioncophylline B, from the roots of Triphyophyllum peltatum is described. Its complete structure, including absolute configuration, was established by spectroscopic and degradative methods. Dioncophylline B has an unprecedented 7,6′-coupling, and is, because of the lack of bulky substituents next to its axis, the first ‘non-bridged’ naphthylisoquinoline alkaloid that is not split up into stable atropisomers.
ISSN:0031-9422
1873-3700
DOI:10.1016/0031-9422(91)80135-N