ChemInform Abstract: Synthesis and Protein-Tyrosine Kinase Inhibitory Activities of Flavonoid Analogues.
Abstract
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ChemInform Abstract
Reaction of the o-hydroxyacetophenones (I) with the dialkyl carbonates (II) yields the β-keto esters (III) which are converted into the magnesium chelates and then coupled with aroyl chlorides such as (IV) or (VII) to afford the corresponding oxobenzopyrancarboxylates (V) or ( VIII). Deesterification of (V) yields the carboxylic acids (VI). Treatment of (VIIIa) and (VIIIc) with pyridinium chloride in quinoline gives the nitrophenylbenzopyranones (IX) which are hydrogenated to produce the amino derivatives (X). Several further reactions are described in the original paper. The derivative (Xc) is the best inhibitor of protein-tyrosine kinase in this series.
