Oligomeric flavanoids. Part 26. Structure and synthesis of the first profisetinidins with epifisetinidol constituent units
1997
The natural occurrence of the first oligomeric profisetinidins with
(2R,3R)-2,3-cis-epifisetinidol chain extender
units is demonstrated in the bark of Pithecellobium dulce
(Guamuchil). Semi-synthesis using the appropriate flavan-3-ol and
flavan-3,4-diol precursors permits unequivocal structural and
stereochemical assignment of the novel dimeric
epifisetinidol-(4β,8)-catechin and epicatechins 16 and 18,
the trimeric
bis-epifisetinidol-(4β,6:4β
,8)-catechin and epicatechins 33 and 35, the
fisetinidol-(4α,8)-catechin-(6,4β)-
epifisetinidol 37 and
fisetinidol-(4α,8)-epicatechin-(6,4β)-
epifisetinidol 39.
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