Synthesis, Characterization And Biological Activities Of Fluoroquinolone Derivatives

Sixteen　new　1-cyclopropyl-6-fluoro-7-(4-acyl-1-piperazinyl)-1,4　-dihydro-4-oxo-quinoline-3-carboxylic　acids　were　synthesized　from　1-cyclopropyl　-6-fluoro-7-chloro-1,4-dihydro-4-oxo-quinoline-3-carboxylic　acid.　In　order　to　synthesize　the　target　compounds,　thirty　three　important　intermediate　products　were　also　prepared.　The　structures　of　all　the　compounds　were　characterized　by　melting　point,　IR,　1H　NMR,　13C　NMR,　elemental　analysis　and　mass　spectra.　According　to　the　acquired　coupling　patterns　of　19F　with　1H　and　19F　with　13C　in　the　molecule　of　the　new　　compound,　its　1H　NMR　and　13C　NMR　spectroscopy　signals　were　fully　assigned　using　1H-1H　COSY,　gHMBC　and　APT　(Attached　Proton　Test)　experiments.　The　coupling　constants　1JHF,　1JCF,　2JCF　and　3JCF　were　also　measured.　So　far　the　assignment　of　chemical　shifts　of　all　the　protons　and　carbons　on　CPFX　had　not　been　published.　The　information　given　was　valuable　for　the　structure　analysis　of　CPFX　derivates.　Antibacterial　activity　tests　in　vitro　were　carried　out,　which　indicated　that　most　of　the　target　compounds　possessed　relatively　high　inhibiting　activity　against　Escherichia　coli,　but　lower　than　Ciprofloxacin　and　Ofloxacin.　The　target　compounds　had　no　inhibiting　activity　against　Pseudomonas　aeruginosa.　This　result　was　valuable　for　the　analysis　between　structure　and　biological　activity.　And　it　was　a　basis　of　further　study　on　the　synthesis　and　biological　activity　of　this　kind　of　compounds.