
Journal of the Chemical Society. Perkin transactions I p. 1325 - 1330 (1988)
Update date:2022-07-30
Topics:
Steenkamp, Jacobus A.
Malan, Johannes C. S.
Roux, David G.
Ferreira, Daneel
The range of natural dimeric profisetidins 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 ocurring 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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