Synthesis and antimicrobial activity of N-alkyl substituted p-methyl (E)-3- and 4-azachalconium bromides

Authors : Synthesis and antimicrobial activity of Substituted, Nurettin YAYLI, Gülbin MISIR, Nuran YAYLI, Ahmet YAŞAR, Emine DEMİR, Zihni DEMİRBAĞ

Pages : 219-228

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Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :Twenty new N-alkyl substituted p-methyl insert ignore into journalissuearticles values(E);-3- and 4-azachalcones insert ignore into journalissuearticles values(1a-j, 2a-j);{3-[insert ignore into journalissuearticles values(1E);-3-insert ignore into journalissuearticles values(4-methylp-henyl);-3- oxoprop-1-en-1-yl]-1-alkyl insert ignore into journalissuearticles values(C_{5-12,_{14-15); pyridinium bromides insert ignore into journalissuearticles values(1a-j); and 4-[insert ignore into journalissuearticles values(1E);-3-insert ignore into journalissuearticles values(4-methylp-henyl);-3-oxoprop-1-en-1-yl]-1-alkyl insert ignore into journalissuearticles values(C_{5-12,_{14-15); pyridinium bromides insert ignore into journalissuearticles values(2a-j);} were synthesized and tested for antimicrobial activities against Staphylococcus aureus, Staphylococcus epidermidis, Bacillus subtilis, Enterococcus faecalis, Proteus vulgaris, and Escherichia coli. They showed good antimicrobial activity especially against the gram-positive bacteria tested with minimal inhibitory concentration insert ignore into journalissuearticles values(MIC); values less than 4.7 m g/mL in most cases. The optimum length of the alkyl chain for better and broader activity is situated in the range of 8-12 carbon atoms in the series of compounds 1a-j, 2a-j. The non-alkylated compounds 1-2 were not effective as were the ones alkylated with 14 or 15 C alkyl groups insert ignore into journalissuearticles values(1i, 1j, 2i, 2j);. N-Alkyl derivatives of p-methyl insert ignore into journalissuearticles values(E);-3-azachalcone insert ignore into journalissuearticles values(1a-h); showed better activity in comparison to those of p-methyl insert ignore into journalissuearticles values(E);-4-azachalcone insert ignore into journalissuearticles values(2a-h);. The antimicrobial activity increased as the length of the alkyl substitution increased from 5 to 12 carbons.
Keywords : N Alkyl p Methyl E, 3, 4 azachalconium bromides, antimicrobial activity