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Bioorg Med Chem Lett. 2006 Oct 15;16(20):5360-3. Epub 2006 Aug 4.

Synthesis of highly substituted dibenzo[b,f]azocines and their evaluation as protein kinase inhibitors.

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  • 1St. Jude Children's Research Hospital, Department of Chemical Biology and Therapeutics, 332 N. Lauderdale St., Memphis, TN 38105-2794, USA.


Synthetic routes towards highly substituted eight membered ring heterocycles fused to aryl rings such as the dibenzo[b,f]azocine system are still lacking. Herein, we present a convenient convergent synthetic route towards this heterocyclic class of compounds with possible variations at positions 4, 7, and 11. One member of a library of dibenzo[b,f]azocines with different substituents at position 11 was identified to inhibit protein kinase A activity (IC(50)=122microM) but not protein kinase C.

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