Combinatorial synthesis of anilinoanthraquinone derivatives and evaluation as non-nucleotide-derived P2Y2 receptor antagonists

A library of anilinoanthraquinone derivatives was synthesized by parallel Ullmann coupling reaction of bromaminic acid with aniline derivatives in solution using a compact parallel synthesizer. The products were purified by HPLC and evaluated as antagonists at mouse and human P2Y2 receptors. 4-Phenylamino-substituted 1-amino-2-sulfoanthraquinones, for example, 1-amino-4-(2-methoxyphenyl)-2-sulfoanthraquinone (PSB-716), were potent P2Y2 antagonists with IC50 values in the low micromolar range.

Graphical abstractA library of anilinoanthraquinone derivatives was synthesized by a parallel Ullmann coupling reaction in solution and evaluated as P2Y2 receptor antagonists. PSB-716 was found to be a potent P2Y2 antagonist with an IC50 of 9 μM.Figure optionsDownload full-size imageDownload as PowerPoint slide