ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
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Quaternary ammonium-salts. 33. QSAR of antimicrobially active Niketamide derivatives

F. Devínsky, I. Lacko, D. Mlynarčík, E. Švajdlenka, and V. Borovská

Department of Inorganic and Organic Chemistry, Laboratory of Bioorganic Chemistry, Faculty of Pharmacy, Comenius University, CS-832 32 Bratislava

 

Abstract: Quantitative structure-activity relationships (QSAR) for 13 l-alkyl-3-(N,N-diethylcarbamoyl)pyridinium bromides are reported. Effect of the alkyl chain length (m) variation upon antimicrobial activity against S. aureus, E. coli, and C. albicans, respectively, expressed as minimum inhibi­tory concentration (MIC) and upon critical micellar concentration (Ck) which was taken as a measure of lipophilicity of the compounds was followed. Nonlinear relationships between MIC vs. m and Ck were quan­tified using the parabola and the bilinear model. The bilinear dependence describes better the experimentally found data and the optimum values for Ck calculated from these regression equations show that only compounds with Ck in a certain narrow range around 1 mmol dm-3 will exhibit maxi­mum antimicrobial activity regardless of microorganism strain used in the tests. This maximum is related to compounds containing 15 to 17 carbon atoms in their long alkyl chain.

Full paper in Portable Document Format: 442a159.pdf

 

Chemical Papers 44 (2) 159–170 (1990)

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