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Molecules 2013, 18(4), 3674-3688; doi:10.3390/molecules18043674
Article

Antibacterial Activity of Salicylanilide 4-(Trifluoromethyl)-benzoates

1
, 1,* , 2
, 3
, 3
 and 4
1 Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05 Hradec Králové, Czech Republic 2 Department of Biochemical Sciences, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05 Hradec Králové, Czech Republic 3 Department of Pharmacology and Toxicology, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05 Hradec Králové, Czech Republic 4 Laboratory for Mycobacterial Diagnostics and Tuberculosis, Regional Institute of Public Health in Ostrava, Partyzánské náměstí 7, 702 00 Ostrava, Czech Republic
* Author to whom correspondence should be addressed.
Received: 1 February 2013 / Revised: 18 March 2013 / Accepted: 18 March 2013 / Published: 25 March 2013
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Abstract

The development of novel antimicrobial agents represents a timely research topic. Eighteen salicylanilide 4-(trifluoromethyl)benzoates were evaluated against Mycobacterium tuberculosis, M. avium and M. kansasii, eight bacterial strains including methicillin-resistant Staphylococcus aureus (MRSA) and for the inhibition of mycobacterial isocitrate lyase. Some compounds were further screened against drug-resistant M. tuberculosis and for their cytotoxicity. Minimum inhibitory concentrations (MICs) for all mycobacterial strains were within 0.5–32 μmol/L, with 4-chloro-2-[4-(trifluoromethyl)phenylcarbamoyl]phenyl 4-(trifluoromethyl)benzoate superiority. Gram-positive bacteria including MRSA were inhibited with MICs ³ 0.49 μmol/L, while Gram-negative ones were much less susceptible. Salicylanilide 4-(trifluoromethyl)benzoates showed significant antibacterial properties, for many strains being comparable to standard drugs (isoniazid, benzylpenicillin) with no cross-resistance. All esters showed mild inhibition of mycobacterial isocitrate lyase and four compounds were comparable to 3-nitropropionic acid without a direct correlation between in vitro MICs and enzyme inhibition.
Keywords: antibacterial activity; antimycobacterial activity; cytotoxicity; isocitrate lyase inhibitor; multidrug-resistant tuberculosis; salicylanilide ester; 4-(trifluoromethyl)benzoic acid ester antibacterial activity; antimycobacterial activity; cytotoxicity; isocitrate lyase inhibitor; multidrug-resistant tuberculosis; salicylanilide ester; 4-(trifluoromethyl)benzoic acid ester
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Krátký, M.; Vinšová, J.; Novotná, E.; Mandíková, J.; Trejtnar, F.; Stolaříková, J. Antibacterial Activity of Salicylanilide 4-(Trifluoromethyl)-benzoates. Molecules 2013, 18, 3674-3688.

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