Three flavonolignans derived from the flavone tricin were isolated from Avena sativa herb. This is the first report of the presence of flavonolignans in A. sativa. In the known compounds 1a and 1b, a coniferyl alcohol moiety is linked to the flavone by an ether bond; in the new natural product 2, it is linked by C-C bonds. Structure elucidation of compound 2 was performed by 1D and 2D NMR experiments, and the absolute configuration was determined from circular dichroic data.
MGL is a COX-1, COX-2 and 5-LOX inhibitor. In view of the moderate in vitro activity and the very potent in vivo activity an additive mechanism must be involved. Small changes in the molecular structure lead to the loss or reduction of the anti-inflammatory activity.
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