A further investigation of the isoflavonoid constituents in the root b
ark of Jamaican dogwood (Piscidia erythrina) has revealed four new iso
flavones, each of which possesses a fully (penta)-substituted B-ring.
These compounds form two pairs of atropisomers (erythbigenones A and B
, and erythbigenols A and B). The isoflavones comprising each pair are
diastereoisomeric and can be separated by TLC. The relative stereo-st
ructures of these atropdiastereoisomers have been established by a com
bination of spectroscopic and chemical methods. As each atropdiastereo
isomer was shown to be a mixture of two enantiomers, erythbigenone A w
as separated into its optically active components so that the relation
ship between absolute stereochemistry and the CD Cotton effects could
be determined.