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Synthesis and Antimicrobial Activity of a Series of N,N-Dimethyl-N-alkyl-D-glucaminium Bromides

F. Gregáň, F. Devínsky, J. Zima, D. Mlynarčík, P. Novomeský, I. Lacko, and J. Sivý

Department of Chemical Theory of Drugs, Faculty of Pharmacy, Comenius University, SK-832 32 Bratislava


Abstract: N,N-Dimethyl-N-alkyl-D-glucaminium bromides, with the number of carbon atoms in the alkyl chain varying from 8 to 22, have been synthesized by an S-N reaction of N,N-dimethyl-D-glucamine with 1-bromoalkanes. The target compounds were characterized and their structure proved by NMR and IR spectroscopy. The effect on S. aureus, E. coli, and C. albicans was also examined and the antimicrobial activity expressed by the minimum inhibitory concentration (MIC). The structure-activity relationship was evaluated by the QSAR method using the Kubinyi's bilinear model.

Full paper in Portable Document Format: 505a310.pdf


Chemical Papers 50 (5) 310–315 (1996)

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