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Molecules 2012, 17(8), 9426-9442; doi:10.3390/molecules17089426
Article

Antifungal Activity of Salicylanilides and Their Esters with 4-(Trifluoromethyl)benzoic Acid

 and *
Received: 19 June 2012; in revised form: 19 July 2012 / Accepted: 30 July 2012 / Published: 7 August 2012
(This article belongs to the Special Issue Advances in Medicinal Chemistry of Antifungals)
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Abstract: Searching for novel antimicrobial agents still represents a current topic in medicinal chemistry. In this study, the synthesis and analytical data of eighteen salicylanilide esters with 4-(trifluoromethyl)benzoic acid are presented. They were assayed in vitro as potential antimycotic agents against eight fungal strains, along with their parent salicylanilides. The antifungal activity of the presented derivatives was not uniform and moulds showed a higher susceptibility with minimum inhibitory concentrations (MIC) ³ 0.49 µmol/L than yeasts (MIC ³ 1.95 µmol/L). However, it was not possible to evaluate a range of 4-(trifluoromethyl)benzoates due to their low solubility. In general, the most active salicylanilide was N-(4-bromophenyl)-4-chloro-2-hydroxybenzamide and among esters, the corresponding 2-(4-bromophenylcarbamoyl)-5-chlorophenyl 4-(trifluoromethyl) benzoate exhibited the lowest MIC of 0.49 µmol/L. However, the esterification of salicylanilides by 4-(trifluoromethyl)benzoic acid did not result unequivocally in a higher antifungal potency.
Keywords: antifungal activity; in vitro activity; salicylanilide; salicylanilide ester; 4-(trifluoromethyl)benzoic acid ester antifungal activity; in vitro activity; salicylanilide; 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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MDPI and ACS Style

Krátký, M.; Vinšová, J. Antifungal Activity of Salicylanilides and Their Esters with 4-(Trifluoromethyl)benzoic Acid. Molecules 2012, 17, 9426-9442.

AMA Style

Krátký M, Vinšová J. Antifungal Activity of Salicylanilides and Their Esters with 4-(Trifluoromethyl)benzoic Acid. Molecules. 2012; 17(8):9426-9442.

Chicago/Turabian Style

Krátký, Martin; Vinšová, Jarmila. 2012. "Antifungal Activity of Salicylanilides and Their Esters with 4-(Trifluoromethyl)benzoic Acid." Molecules 17, no. 8: 9426-9442.


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