Synthesis of acridine, bisacridine and quinoline derivatives with 1,2-azolic, pyridine and ferrocene fragments. Vestsi Natsyyanal’nai akademii navuk Belarusi

Natural and synthetic derivatives of acridine and pyrimidoquinoline series are of considerable interest for study as antiviral, antitumor, antibacterial, antiparasitic agents; they are also useful in the treatment of Alzheimer’s disease. The combination of acridine and pyrimidoquinoline cycles with other pharmacophore groups can lead to a synergistic effect of their properties, the appearance of new types of biological activity, as well as a reducing of the severity of side effects. The synthesis of new derivatives of 8,9,10,12-tetrahydrobenzo[a]acridin-11(7H)-one and 10,12-dihydrobenzo[ f ] pyrimido [4,5- b ] quinoline-9,11 (7H, 8H)-dione containing isoxazole, isothiazole heterocycles, ferrocene fragment, as well as nicotinic and isonicotinic acid residues covalently attached via ester groups to different positions of the aromatic nucleus, is described. A three-component cascade condensation of aromatic amines, aldehydes and cyclic β —dicarbonyl compounds was carried out by refluxing in butanol. The heat effects of the cyclization reaction have been determined using the DFT / B3LYP1 / MIDI method. The cytotoxic activity of the synthesized compounds was assessed on four different cancer cell lines (RKO, COLO320, LS174T, SW480).