Synthesis of highly substituted dibenzo[b,f]azocines and their evaluation as protein kinase inhibitors.
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.
Arnold
Leggy A
LA
St. Jude Children's Research Hospital, Department of Chemical Biology and Therapeutics, 332 N. Lauderdale St., Memphis, TN 38105-2794, USA.
Kiplin Guy
R
R
D001392:Azocines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D004789:Enzyme Activation / Q000187:drug effects; D015394:Molecular Structure; D047428:Protein Kinase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011494:Protein Kinases / Q000187:drug effects*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013379:Substrate Specificity
D001392:Azocines; D047428:Protein Kinase Inhibitors; D011494:Protein Kinases