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- W2152168584 abstract "A series of N-alkylimidazole-2-carboxylic acid, N-alkylimidazole-2-carboxaldehyde and N-alkylimidazole-2-methanol derivatives [alkyl = benzyl, methyl, ethyl, propyl, butyl, heptyl, octyl and decyl] have been synthesized and the protonation constants determined. The antimicrobial properties of the compounds were tested against Gram-negative ( Escherichi coli ), Gram-positive ( Staphylococcus aureus & Bacillus subtilis subsp. spizizenii ) bacterial strains and yeast ( C. albicans ). Both the disk diffusion and broth microdilution methods for testing the antimicrobial activity showed that N -alkylation of imidazole with longer alkyl chains and the substitution with low p K a group at 2-position resulted in enhanced antimicrobial activity. Particularly, the N -alkylimidazole-2-carboxylic acids exhibited the best antimicrobial activity due to the low p K a of the carboxylic acid moiety. Generally, all the N -alkylimidazole derivatives were most active against the Gram-positive bacteria [ S. aureus (MIC = 5–160 μ g mL –1 ) and B. subtilis subsp. spizizenii (5–20 μ g mL –1 )], with the latter more susceptible. All the compounds showed poor antimicrobial activity against both Gram-negative ( E. coli , MIC = 0.15 to >2500 μ g mL –1 ) bacteria and all the compounds were inactive against the yeast ( Candida albicans ). Keywords: N -alkylimidazoles, antimicrobial, p K a effect PDF and supplemetary file attached." @default.
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- W2152168584 date "2012-01-01" @default.
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- W2152168584 title "Syntheses, Protonation Constants and Antimicrobial Activity of 2-Substituted N -alkylimidazole Derivatives" @default.
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