Design, Synthesis and In Vitro Characterization of Novel Antimicrobial Agents Based on 6-Chloro-9-carbazol Derivatives and 1,3,4-Oxadiazole Scaffolds.

In this paper, we aimed to exploit and combine in the same molecule the carbazole and the 1,3,4-oxadiazole pharmacophores, to obtain novel carprofen derivatives, by using two synthesis pathways. For the first route, the following steps have been followed: (i) ()-2-(6-chloro-9-carbazol-2-yl)propanonic acid (carprofen) treatment with methanol, yielding methyl ()-2-(6-chloro-9-carbazol-2-yl)propanoate; (ii) the resulted methylic ester was converted to ()-2-(6-chloro-9-carbazol-2-yl)propane hydrazide (carprofen hydrazide) by treatment with hydrazine hydrate; (iii) reaction of the hydrazide derivative with acyl chlorides led to -[(2)-2-(6-chloro-9-carbazol-2-yl)propanoil]-'--substituted-benzoylhydrazine formation, which; (iv) in reaction with phosphorus oxychloride gave the ()-1-(6-chloro-9-carbazol-2-yl)-1-(1,3,4-oxadiazol-2-yl)ethane derivatives. In the second synthesis pathway, new 1,3,4-oxadiazole ring compounds were obtained starting from carprofen which was reacted with isoniazid, in the presence of phosphorus oxychloride to form ()-1-(6-chloro-9-carbazol-2-yl)-1-[5-(4-pyridyl)-1,3,4-oxadiazol-2-yl]ethane.

New thioureides of 2-(4-methylphenoxymethyl) benzoic acid with antimicrobial activity.

The purpose of this study was to evaluate in vitro, by means of qualitative and quantative methods, the antimicrobial activity of some new synthesized chemical compounds previously solubilized in DMF (Dimethyl formamide). The qualitative screening of the susceptibility spectra of different microbial strains versus these compounds was performed by three adaptated diffusion methods: paper filter disk impregnation with the tested substances solutions, the disposal of tested solutions in agar wells and the spotting of tested solutions on solid medium previously inoculated with microbial suspension. The quantitative assay of the antimicrobial activity was performed by broth microdilution method in 96-well microplates in order to establish the minimal inhibitory concentration (MIC).