ABSTRACT
Data are reported on the structural characterization of flurithromycin ethylsuccinate (FE, CAS 82730-23-2), a novel macrolide antibiotic. UV, IR, NMR and MS spectra confirmed the structure; in particular the presence of ketonic-hemiketalic equilibrium, already described for flurithromycin A, is supported by NMR and HPLC studies. Moreover physico-chemical properties and stability were studied; the product exhibits a good stability at solid state, whereas degradation products are present both in acidic and basic solution. Microbiological activity and principal pharmaceutical features were carried out.
Subject(s)
Anti-Bacterial Agents/chemistry , Erythromycin/analogs & derivatives , Animals , Anti-Bacterial Agents/pharmacokinetics , Anti-Bacterial Agents/pharmacology , Bacteria/drug effects , Biological Assay , Calorimetry, Differential Scanning , Chromatography, High Pressure Liquid , Chromatography, Thin Layer , Dogs , Erythromycin/chemistry , Erythromycin/pharmacokinetics , Erythromycin/pharmacology , Humans , Magnetic Resonance Spectroscopy , Mass Spectrometry , Microbial Sensitivity Tests , Rats , Solubility , Spectrophotometry, Infrared , Spectrophotometry, UltravioletABSTRACT
The synthesis and the characterization of some DL-homocysteine thiolactone derivatives are described. Rabbits, affected by acute bronchitis, treated orally with the title compounds showed a considerable reduction of the viscosity of the bronchial mucus. DL-S-(2-[N-3-(2-oxo-tetrahydrothienyl)acetamido]]thioglycolic acid (RV 144, Dithiosteine) was the most active compound and was thus selected for further experimental studies. The structure elucidation, physical and chemical parameters of RV 144 (Dithiosteine) were determined.
