Several 4H-pyrano[3,2-h]quinoline 3,4,7-9, 7H-pyrimido[4',5':6,5]pyrano [3,b and 14Hpyrimido[4',5':6,5]pyrano [3,2-h][1,2,4]triazolo[1,5-c]quinoline 11a-c derivatives were obtained by treatment of (E) 25':6,5]pyrano [3,2-h]quinoline 10b with different electrophiles followed by nucleophilic reagents. Structures of these compounds were established on the basis of IR, 1 H NMR, 13 C NMR, 13 C NMR-DEPT, 13 C NMR-APT and MS data. The antitumor activity of the synthesized compounds was investigated and compared with that of the standard drug vinblastine, a well-known anticancer drug, using MTT colorimetric assay. Among them, compounds 10b and 3 showed the most potent activity against the human breast tumor cells (MCF-7) and the human lung carcinoma cells (HCT), while compound 10b exhibited the most potent activity against the human hepatocellular carcinoma cells (HepG-2). The structure-activity relationships are discussed. Ac 2 O / reflux DMF-DPA Scheme 3. Preparation of compounds 7 and 8.
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