Design, synthesis, antiproliferative activity and docking studies of quinazoline derivatives bearing oxazole or imidazole as potential EGFR inhibitorsElectronic supplementary information (ESI) available. See DOI: 10.1039/c8nj03594f

Six series of quinazoline derivatives bearing oxazole or imidazole ( 8a-f , 9a-f , 10a-d , 11a-f , 12a-d and 13a-i ) were designed, synthesized and their IC 50 values evaluated against three cancer cell lines (A549, MCF-7 and PC-3). Most of the thirty-five target compounds showed excellent antiproliferative activity against one or several cancer cell lines. Compound 12a showed the best activity against A549, MCF-7 and PC-3 cancer cell lines, with IC 50 values of 1.90 ± 0.13 μM, 2.23 ± 0.28 μM and 2.03 ± 0.14 μM, respectively. Four selected compounds ( 8a , 9d , 10a and 12a ) were further evaluated for the inhibitory activity against EGFR kinase. AnnexinV-FITC, propidium iodide (PI) double staining and acridine orange single staining results indicated that compound 12a could induce apoptosis of human lung cancer A549 cells. Six series of quinazoline derivatives bearing oxazole or imidazole ( 8a-f , 9a-f , 10a-d , 11a-f , 12a-d and 13a-i ) were designed, synthesized and their IC 50 values evaluated against three cancer cell lines (A549, MCF-7 and PC-3).