Journal of the Chemical Society. Perkin transactions I p. 535 - 540 (1982)
Update date:2022-08-05
Topics:
Viviers, Phillip M.
Young, Desmond A.
Botha, Jacobus J.
Ferreira, Daneel
Roux, David G.
Hull, William E.
The first linear triflavanoid with a terminal 3,4-diol function, (2R,3S,4S:2'R,3'S,4'R:2''R,3''S,4''R)-<4,6:4,6>bi-<(-)-fisetinidol>-(+)-mollisacacidin, is associated with a set of four diastereoisomeric biflavanoid homologues, <4,6>-(-)-fisetinidol-(+)-mollisacacidins, in the heartwood of the black wattle tree, Acacia mearnsii.The sequence of units in the triflavanoid and its bonding points have been determined by n.m.r. spectroscopy at 500 MHz using spin-decoupling techniques.The triflavanoid and two biflavanoids with (2R,3S,4S)-2,3-trans-3,4-cis-configurations in their "upper" units, result from the in vitro self-condensation of their putative precursor (2R,3S,4R)-flavan-3,3'4,4',7-pentaol<(+)-mollisacacidin>, thus permitting definition of their respective absolute configurations.
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