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Molecules 2011, 16(3), 2414-2430; doi:10.3390/molecules16032414
Article

Investigating Spectrum of Biological Activity of 4- and 5-Chloro-2-hydroxy-N-[2-(arylamino)-1-alkyl-2-oxoethyl]benzamides

1,* , 2, 2, 3, 4, 5 and 6,*
Received: 11 January 2011; in revised form: 7 March 2011 / Accepted: 11 March 2011 / Published: 14 March 2011
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Abstract: In this study, a series of twenty-two 5-chloro-2-hydroxy-N-[2-(arylamino)-1-alkyl-2-oxoethyl]benzamides and ten 4-chloro-2-hydroxy-N-[2-(arylamino)-1-alkyl-2-oxoethyl]benzamides is described. The compounds were analyzed using RP-HPLC to determine lipophilicity. Primary in vitro screening of the synthesized compounds was performed against mycobacterial, bacterial and fungal strains. They were also evaluated for their activity related to the inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. The compounds showed biological activity comparable with or higher than the standards isoniazid, fluconazole, penicillin G or ciprofloxacin. For all the compounds, the relationships between the lipophilicity and the chemical structure of the studied compounds as well as their structure-activity relationships are discussed.
Keywords: salicylanilide derivates; lipophilicity; in vitro antimycobacterial activity; in vitro antifungal activity; in vitro antibacterial activity; PET inhibition; spinach chloroplasts; structure–activity relationships salicylanilide derivates; lipophilicity; in vitro antimycobacterial activity; in vitro antifungal activity; in vitro antibacterial activity; PET inhibition; spinach chloroplasts; structure–activity relationships
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

Imramovsky, A.; Pesko, M.; Kralova, K.; Vejsova, M.; Stolarikova, J.; Vinsova, J.; Jampilek, J. Investigating Spectrum of Biological Activity of 4- and 5-Chloro-2-hydroxy-N-[2-(arylamino)-1-alkyl-2-oxoethyl]benzamides. Molecules 2011, 16, 2414-2430.

AMA Style

Imramovsky A, Pesko M, Kralova K, Vejsova M, Stolarikova J, Vinsova J, Jampilek J. Investigating Spectrum of Biological Activity of 4- and 5-Chloro-2-hydroxy-N-[2-(arylamino)-1-alkyl-2-oxoethyl]benzamides. Molecules. 2011; 16(3):2414-2430.

Chicago/Turabian Style

Imramovsky, Ales; Pesko, Matus; Kralova, Katarina; Vejsova, Marcela; Stolarikova, Jirina; Vinsova, Jarmila; Jampilek, Josef. 2011. "Investigating Spectrum of Biological Activity of 4- and 5-Chloro-2-hydroxy-N-[2-(arylamino)-1-alkyl-2-oxoethyl]benzamides." Molecules 16, no. 3: 2414-2430.



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