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THE STUDY OF SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME NEW 1,4- DIAZINIUM DERIVATIVES
Abstract
In previous papers, we emphasised the important antimicrobial properties of some pyrazine and quinoxaline derivatives. In order to extend the research in the 1,4-diazine series, in this study we investigate the synthesis and amtimicrobial properties of some pyrazine and 6-methyl-quinoaline new derivatives. To this stage, we synthesised various cycloimmonium salts with acetophenone skeleton. On further treatment of diazinium salts in alkaline medium, we obtained ylidic intermediates. The existence in situ of ylids was made evident through the 3+2 dipolar cicloaddition with dipolarophiles, activated alkynes and alkenes. Twelve new azabicyclic derivatives were obtained. The chemical structures of new compounds was confrmed by C,H,N elemental analysis and by spectral analysis.We tested the antibacterial and antifungal activity of 15 new synthesised diazinium derivatives, cycloimmonium salts and azabicyclic products. The assay was made on the following eight microorganisms: Staphyloccocus aureus, Bacillus subtillis, Bacillus cereus, Sarcina lutea Escherichia Coli, Candida albicans, Candida sake, Candida glabrata. The in vitro antimicrobial tests was performed using the disc diffusimetric method established by the National Committee for Clinical Laboratory Standards (NCCLS) (Document M7-A2, 1990). Medium: Mueller-Hinton agar (Oxoid). The inhibitory activity of these compounds was assessed by comparing it with the following witnesses: Tetracycline (for germs) and Nytsatin (for fungus). Regarding the zones of inhibition, the diameters of the growth inhibition zone (in mm) were measured after 24h of incubation at 35 oC. With regards to the relations between the chemical structure and and the antimicrobial activity, it was proved that the most active are the cycloaducts derived from 1,4- diazines. The results show that these research present a premise for obtaining new antibacterial and antifungal compounds of pyrazine and quinoxaline series.
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References11
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