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Synthesis of N,N'-diarylalkanediamides and their antimycobacterial and antialgal activity
* 1 , 1 , 1 , 2 , 3 , 4 , 4 , 5
1  Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Charles University, Heyrovskeho 1205, 50005 Hradec Kralove, Czech Republic
2  Institute of Chemistry, Faculty of Natural Sciences, Comenius University, Mlynska dolina CH-2, 842 15 Bratislava, Slovak Republic
3  Institute of Preventive and Clinic Medicine, Limbova 14, 835 01 Bratislava, Slovak Republic
4  National Institute of Public Health, Srobarova 48, 100 42 Praha 10, Czech Republic
5  Institute of Experimental Biopharmaceutics, Heyrovskeho 1207, 500 02 Hradec Kralove, Czech Republic

Abstract: A set of N,N'-diarylalkanediamides was synthesised. The compounds were tested for their antimycobacterial and antialgal activity. The antimycobacterial activity of N,N'-diarylalkanediamides depends on the lipophilicity of the respective acid. Antimycobacterially active substances were found only in the series of N,N'-diarylethanediamides and N,N'-diarylbutanediamides. Other compounds (derivatives of pentane-, hexane-, octane- and nonanediamide) were inactive against various strains of mycobacteria. The compounds inhibited growth and chlorophyll production in Chlorella vulgaris. Their relatively low antialgal activity is caused by their low aqueous solubility, and hence by a restricted passage of the inhibitor through the hydrophilic regions of thylakoid membranes.
Keywords: N,N'-diarylalkanediamides, antimycobacterial activity, antialgal activity