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Synthesis of N,N’-Diarylalkanediamides and Their Antimycobacterial and Antialgal Activity
Department of Inorganic and Organic Chemistry, Charles University in Prague, Faculty of Pharmacy in Hradec Kralove, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic
Laboratory of Structure and Interactions of Biologically Active Molecules, Charles University in Prague, Faculty of Pharmacy in Hradec Kralove, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic
Institute of Chemistry, Faculty of Natural Sciences, Comenius University, Mlynska dolina CH-2, 842 15 Bratislava, Slovak Republic
Institute of Preventive and Clinic Medicine, Limbova 14, 835 01 Bratislava, Slovak Republic
National Institute of Public Health, Srobarova 48, 100 42 Praha 10, Czech Republic
Institute of Experimental Biopharmaceutics, Heyrovskeho 1207, 500 02 Hradec Kralove, Czech Republic
* Author to whom correspondence should be addressed.
Received: 2 November 1999; Accepted: 13 December 1999 / Published: 14 May 2000
Abstract: A set of N,N'-diarylalkanediamides was synthesized. 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 probably connected with their lowered 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
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Kubicova, L.; Waisser, K.; Kunes, J.; Kralova, K.; Odlerova, Z.; Slosarek, M.; Janota, J.; Svoboda, Z. Synthesis of N,N’-Diarylalkanediamides and Their Antimycobacterial and Antialgal Activity. Molecules 2000, 5, 714-726.
Kubicova L, Waisser K, Kunes J, Kralova K, Odlerova Z, Slosarek M, Janota J, Svoboda Z. Synthesis of N,N’-Diarylalkanediamides and Their Antimycobacterial and Antialgal Activity. Molecules. 2000; 5(5):714-726.
Kubicova, Lenka; Waisser, Karel; Kunes, Jiri; Kralova, Katarina; Odlerova, Zelmira; Slosarek, Milan; Janota, Jiri; Svoboda, Zbynek. 2000. "Synthesis of N,N’-Diarylalkanediamides and Their Antimycobacterial and Antialgal Activity." Molecules 5, no. 5: 714-726.