| Abstract [eng] |
In this project, transformations of 3-[(2,5-dimethylphenyl)(1,3-thiazol-2-yl)amino]propanoic acid to quinolone and chalcone containing substances were carried out and heterocyclization of chalcone fragment to various heterocycles was performed. Reactions between thioureido acid an d various α-bromoacetophenones were carried out and products with thiazole heterocycles were obtained. β-alanine fragments of those substances were cyclized using polyphosphoric acid and piperidin-4-one ring containing products were obtained. Using thioureido acid as starting material and separating 5-acetyl-4-methylthiazole as an intermediate, several 4-phenylsubstituted chalcones were obtained. Cyclization reactions of 4-bromophenyl substituted chalcone with hydrazine monohydrate were analyzed and substances containing pyrazole and N-acetyl-pyrazole rings were obtained. Reactions of 3-[{5-[3-(4-bromophenyl)prop-2-enoyl]-4-methyl-1,3-thiazol-2-yl}(2,5-dimethylphenyl)amino]propanoic acid and hydroxylamine hydrochloride, phenylhydrazine, thiosemicarbazide and malononitrile were performed and products containing 4,5-dihydroisoxazole, 3,4-dihydropyrazole and 3-cyano-2-metoxypyridine heterocycles were obtained. The structures of newly synthesized compounds were characterized by 1H, 13C BMR, IR, elemental analysis data and melting point. The majority of synthesized materials were analysed for their antioxidant properties performing DPPH and FRAP assays and antibacterial activity against E. coli, Rhizobium radiobacter and Xanthomonas campestris bacteria was determined. |
