Kolisnyk O. Synthesis, physical, chemical and biological properties of 4-hydroxy-2-oxo-1,2,5,6,7,8-hexahydroquinoline-3-carboxylic acids amidation derivatives

This research deals with the investigation of new biologically active substances possessing antitybercular effect in the number of 4-hydroxy-2-oxo-1,2,5,6,7,8-hexahydroquinoline-3-carboxylic acids N-R-amides. The simple synthesis method of ester initial compounds of acids mentioned above has been developed and it permits to receive indispensable compounds with a substitute either in pyridine or cyclohexene part of a molecule. Thermal conduct of one of these products has been investigated by means of derivatography method and it made possible to avoid thermal decomposition of compound ester formation and the creation of needless 3-Hhinolons. As result the synthesis of 4-hydroxy-2-oxo-1,2,5,6,7,8-hexahydroquinoline-3-carboxylic acids anilides and heterylamides has been realized. To confirm synthesizes sybstances structure it were applied: elementary analysis, spectroscopy NMR (including NOE, COSY, HMQC, HMBC methods), mass-spectrometry, potentiometrycal titration and X-ray structural analysis. It was followed antitubercular activity of all synthesized 4-hydro-2-oxo-1,2,5,6,7,8-hexahydroquinoline-3-carboxylic acids N-R-amides that gave a possibility to find out certain regularities of interrelation "structure-antimycobacterial action" to recommed 1-isobutyl-4-hydroxy-2-oxo-1,2,5,6,7,8-hexahydroquinoline-3-carboxylic acid 3-fluoroanilides, as perspective antitubercular measure.