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Synthesis and antimicrobial profile of N-substituted imidazolium oximes and their monoquaternary salts against multidrug resistant bacteria (CROSBI ID 196745)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Odžak, Renata ; Skočibušić, Mirjana ; Maravić, Ana Synthesis and antimicrobial profile of N-substituted imidazolium oximes and their monoquaternary salts against multidrug resistant bacteria // Bioorganic & medicinal chemistry, 21 (2013), 23; 7499-7506. doi: 10.1016/j.bmc.2013.09.041

Podaci o odgovornosti

Odžak, Renata ; Skočibušić, Mirjana ; Maravić, Ana

engleski

Synthesis and antimicrobial profile of N-substituted imidazolium oximes and their monoquaternary salts against multidrug resistant bacteria

Two different series of N-substituted imidazolium oximes and their monoquaternary salts were synthesized and biologically tested with respect to their ability to inhibit growth a diverse panel of antibiotic susceptible Gram-positive and antibiotic resistant Gram-negative bacteria as well fungal strains. The newly synthesized compounds were analyzed by spectral studies to confirm their structure. The preliminary results showed that all compounds tested possess promising antimicrobial potential against both susceptible Gram-positive and antibiotic resistant Gram-negative isolates, exhibiting a wide range of MIC values from 0.14 to 100.0 µg/mL. The structure–activity relationship demonstrates that the p-methylphenyl and p-fluorophenyl groups in monoquaternary salts 6 and 7 attached directly to the imidazolium ring could be essential for observed remarkable inhibitory profiles against clinically important pathogens Pseudomonas aeruginosa (MIC = 0.14 µg/mL) and Klebsiella pneumoniae (MIC = 1.56 µg/mL). Furthermore, the broth microdilution assay was then used to investigate the antiresistance efficacy of compound 7 against fourteen extended-spectrum β-lactamase (ESBL)-producing strains in comparison to eight clinically relevant antibiotics. Compound 7 exhibited a remarkable antiresistance profiles ranging between 0.39 and 12.50 µg/mL against all of ESBL-producing strains, which leads to the suggestion that may be interesting candidate for development of new antimicrobials to combat multidrug resistant Gram-negative bacteria.

imidazolium oximes; monoquaternary salts; synthesis; Aantimicrobial activity; β-lactamase; multidrug resistance; ESBL

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Podaci o izdanju

21 (23)

2013.

7499-7506

objavljeno

0968-0896

10.1016/j.bmc.2013.09.041

Povezanost rada

Kemija, Biologija

Poveznice
Indeksiranost