Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
10588739 | Bioorganic & Medicinal Chemistry Letters | 2011 | 7 Pages |
Abstract
The discovery of a 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione series of inhibitors of HIV-1 capsid assembly is described. Synthesis of analogs of the 1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione hit established structure-activity relationships. Replacement of the enamine functionality of the hit series with either an imidazole or a pyrazole ring led to compounds that inhibited both capsid assembly and reverse transcriptase. Optimization of the bicyclic benzodiazepine scaffold to include a 3-phenyl substituent led to lead compound 48, a pure capsid assembly inhibitor with improved antiviral activity.
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Authors
Lee D. Fader, Richard Bethell, Pierre Bonneau, Michael Bös, Yves Bousquet, Michael G. Cordingley, René Coulombe, Patrick Deroy, Anne-Marie Faucher, Alexandre Gagnon, Nathalie Goudreau, Chantal Grand-Maître, Ingrid Guse, Oliver Hucke, Stephen H. Kawai,