Isoflavone appearance pattern

Figure 10.3 Typical pattern of isoflavone appearance in urine and plasma over time after soy intake. Plasma units are nanomole per liter and urine units are nanomole per hour. (From Franke et al. [2004b].)...

The NMR spectra of the product do not show these features. The highest C shift value is Sc = 160.9 and indicates a conjugated carboxy-C atom instead of the keto carbonyl function of an isoflavone (5c =175). On the other hand, a deshielded CH fragment at 5c/<5 = 138.7/7.i52 appears in the C NMR spectrum, which belongs to a CC double bond polarised by a -A/effect. The two together point to a coumarin 4 with the substitution pattern defined by the reagents. 

Isoflavones exhibit the same oxygenation pattern as flavones, and range from the simple (5-deoxy) to more complex structures where nearly all positions are substituted with hydroxyl, methoxyl, and/or prenyl groups (13).8, 86 Although isoflavanones are smaller in number than isoflavones, their structural complexity is in no way reduced, as appears in (14). 

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