Synthesis and Biological Evaluation of Some New Thiophene, Thiazole, Dithiolane Derivatives and Related Compounds
A series of novel of heterocycles containing thiazole, thiophene moieties, and dithiolane derivatives were designed, synthesized, and characterized by 1H NMR, IR, elemental analysis, and mass spectra using 2-cyanoacetylpyrrole 1 as a starting material. Under Gewald reaction condition thiazole derivative 3 was obtained while, reaction of thiocarbamoyl salt 6 with α-haloketone yielded the corresponding new synthesized derivatives 8–11. When 1 was treated with cyclohydrocarbon keton in the presence of sulfur gave the corresponding aminothiophene and aminobenzothiophene derivatives 4 and 5, respectively. Dithiolanone 16 was obtained by reaction of 12 with chloroacetyl chloride. The newly synthesized compounds were examined for their antioxidant and anticancer activities. Some of the newly synthesized compounds were found to be equipotent or more potent than drug reference as shown in the results. Moreover, molecular modeling was appreciated and was consistent with the experimental antioxidant activity results.
