Containing Quinoline Ring Acyl Hydrazone Schiff Base Compound Synthesis, Structure And Antibacterial Performance Study

Acylhydrazones have excellent biological activity, and they are widely used in medicine,chemical analysis, chemical catalysis and functional materials, etc. So the researches onacylhydrazone compounds and their complexes attract much attention of researchers. In thispaper, a series of acylhydrazone type Schiff bases containing8-hydroxyquinoline unit weresynthesized, the structures and properties of them were determined and investigated. The paperincludes the following four sections：Chapter I: The research progress of schiff base type acylhydrazones and their metalcomplexes in recent years was briefly reviewed. The main research contents and researchsignificance of this paper were present.Chapter II: Six kinds of new acylhydrazone Schiff base compounds (L~1-L~6) derived from8-hydroxyquinoline were prepared by the condensation reaction of2-formyl-8-hydroxylquinoline and hydrazide compounds. Their structures were characterized byIR, UV,1H NMR, and X-ray single crystal diffraction. The crystal structures ofN’-(8-hydroxyquinoline-2-methylene)acethydrazide (L~1), N’-(8-hydroxyquinoline-2-methylene)benzhydrazide (L~2), N’-(8-hydroxyquinoline-2-methylene)isoniazid (L~4),N’-(8-hydroxyquinoline-2-methylene)salicylhydrazide (L~5) were determined. The single crystalstructure of L~1is triclinic, P-1space group; L~2and L~4are orthorhombic, Pbca space group; L~5is triclinic, P21212space group. There are two different carbonylhydrazone molecule structuresand two solvent water molecules in the crystal structure ofN’-(8-hydroxyquinoline-2-methylene)salicylhydrazide.Chapter III: Six kinds of new acylhydrazone Schiff base compounds(L~7-L~12) derived from8-hydroxyquinoline were prepared using the condensation reaction of2-formyl-8-acetoxylquinoline and hydrazide compounds. Their structures were characterized byIR, UV,1H NMR, and X-ray single crystal diffraction. The crystal structure ofN’-(8-acetoxylquinoline-2-methylene)acethydrazide (L~7) is triclinic, P-1space group.Chapter IV: The antibacterial activities of12kinds of hydrazone Schiff base compounds(L~1-L~12) were measured using microcalorimetry method. The results show that the12kinds ofhydrazone Schiff base compounds(L~1-L~12) can restrain the growth of E. coli. In general, thehydrazone which derived from the reaction of8–hydroxyquinoline-2–carbaldehyde or8-acetoxyquinolin-2-carbaldehyde and aryl hydrazide (L~2-L~6, L~8-L~12) have better antimicrobialactivities than those (L~1, L~7) derived from the corresponding aldehydes and acethydrazide. L~7hasbetter antimicrobial activity than L~1. Among the twelve compounds, L~6is the best.