title: Synthesis and antipseudomonal activities of some ofloxacin esters as prodrugs.
abstract: Three new ofloxacin esters have been synthesized as prodrug by the reaction of ofloxacin (CAS 82419-36-1) with chloromethylacetate, 1-chloroethylacetate and 1-chloroethylethylcarbonate in acetonitrile. The structures of the compounds have been elucidated by UV, IR, 1H-NMR, Mass spectra and elementary analysis. In vitro activities of these compounds against clinical isolates of various Pseudomonas aeruginosa species have been determined by microtiter tube dilution method, and octanol/water partition coefficients and pH dependent hydrolysis rates have been investigated in comparison with ofloxacin.
authors.affiliation: Hacettepe University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Ankara, Turkey.
authors.forename: M
authors.initials: M
authors.lastname: Ertan
authors.forename: E
authors.initials: E
authors.lastname: Palaska
authors.forename: R
authors.initials: R
authors.lastname: Ertan
authors.forename: N
authors.initials: N
authors.lastname: Yuluğ
mesh_terms: D055598:Chemical Phenomena; D002627:Chemistry, Physical; D006863:Hydrogen-Ion Concentration; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015242:Ofloxacin / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology*; D011355:Prodrugs / Q000138:chemical synthesis* / Q000494:pharmacology; D011550:Pseudomonas aeruginosa / Q000187:drug effects*; D012995:Solubility; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
chemical_list: D011355:Prodrugs; D015242:Ofloxacin