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

Antimycobacterial Activity of Salicylanilide Benzenesulfonates

1
,
1,* , 1
 and
2
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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Abstract

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 (CC BY 3.0).
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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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