Oligomeric flavanoids. Part 1. Novel dimeric profisetinidins from Colophospermum mopane

1988; Issue: 6 Linguagem: Inglês

10.1039/p19880001325

ISSN

2050-8255

Autores

Jacobus A. Steenkamp, Johannes C. S. Malan, David G. Roux, Daneel Ferreira,

Tópico(s)

Phytochemistry and Bioactive Compounds

Resumo

The range of natural dimeric profisetinidins is extended by the recognition of a series of novel (4,6)-coupled analogues based not only on (–)-fisetinidol [(2R,3S)-2,3-trans-flavan-3,3′,4′,7-tetraol] but for the first time also on (+)-epifisetinidol [(2S,3S)-2,3-cis-flavan-3,3′,4′,7-tetraol] as constituent units, e.g. the (–)-fisetinidol-(4α,6)- and (4β,6)-(+)-epifisetinidols. They are accompanied by bis(4α,6′)-(–)-fisetinidol and (–)-fisetinidol-(4α,6′)-(+)-epifisetinidol, the first prototypes of naturally occurring B-ring coupled profisetinidins, and by the first dimeric peltogynoid analogue, (2S,3S,4R)-2,3-cis-3,4-trans-4[(2R,3S)-2,3-trans-3-hydroxy-3′,4′,7-trihydroxyflavan-6-yl]mopanane-3′,4′,7-triol.

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