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Tariquidar analogues: synthesis by Cu(I)-catalysed N/O–aryl coupling and inhibitory activity against the ABCB1 transporter.

Egger, Michael ; Li, Xuqin ; Müller, Christine ; Bernhardt, Günther ; Buschauer, Armin ; König, Burkhard


Less lipophilic and better water soluble tariquidar analogues were synthesised from one central anthranilic acid derived building block by CuI-catalysed N/O-arylation reactions. The compounds were tested for their inhibitory activity against the ABCB1 transporter in a flow cytometric calcein-AM efflux assay. A correlation between their calculated log P values and their activities was observed, with the more lipophilic analogues being as potent as the reference substance tariquidar.

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