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Communication | Regular issue | Vol 81, No. 11, 2010, pp.2465-2470
Published online, 22nd September, 2010
DOI: 10.3987/COM-10-12046
Design and Synthesis of Novel Retinoid Synergists Having a Dibenzodiazepine Skeleton

Kiminori Ohta, Emiko Kawachi, Koichi Shudo, and Hiroyuki Kagechika*

*Graduate School of Biomedical Science, Tokyo Medical and Dental University, 2-3-10, Surugadai, Kanda, Chiyoda-ku 101-0062, Japan


Based on the structures of potent RXR agonists 2 and 3, novel dibenzodiazepine derivatives 4 6, containing two diphenylamine substructures, were designed as RXR modulator candidates and synthesized by utilizing Pd-catalyzed and Cu-promoted diphenylamine-generating reactions as key reactions. These compounds showed retinoid-synergistic activity, enhancing the HL-60 cell differentiation-inducing ability of the RAR agonist Am80.