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Molecules 2012, 17(1), 492-503; doi:10.3390/molecules17010492

Antimycobacterial Activity of Salicylanilide Benzenesulfonates

1,* , 1
1 Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Charles University, Heyrovského 1203, 500 05 Hradec Králové, Czech Republic 2 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: 28 November 2011 / Revised: 29 December 2011 / Accepted: 2 January 2012 / Published: 5 January 2012
(This article belongs to the Section Medicinal Chemistry)
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A series of eighteen novel esters of salicylanilides with benzenesulfonic acid were designed, synthesized and characterized by IR, 1H-NMR and 13C-NMR. They were evaluated in vitro as potential antimycobacterial agents towards Mycobacterium tuberculosis, Mycobacterium avium and two strains of Mycobacterium kansasii. In general, the minimum inhibitory concentrations range from 1 to 500 µmol/L. The most active compound against M. tuberculosis was 4-chloro-2-(4-(trifluoromethyl)phenylcarbamoyl)-phenyl benzenesulfonate, with MIC of 1 µmol/L and towards M. kansasii its isomer 5-chloro-2-(4-(trifluoromethyl)phenylcarbamoyl)phenyl benzenesulfonate (MIC of 2–4 µmol/L). M. avium was the less susceptible strain. However, generally, salicylanilide benzenesulfonates did not surpass the activity of other salicylanilide esters with carboxylic acids.
Keywords: antimycobacterial activity; benzenesulfonate; in vitro activity; salicylanilide ester antimycobacterial activity; benzenesulfonate; in vitro activity; salicylanilide 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.; Rodriguez, N.G.; Stolaříková, J. Antimycobacterial Activity of Salicylanilide Benzenesulfonates. Molecules 2012, 17, 492-503.

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