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Antimicrobial Agents and Chemotherapy, September 2000, p. 2514-2517, Vol. 44, No. 9
Department of Pharmaceutical Sciences,
Philadelphia College of Pharmacy, University of the Sciences in
Philadelphia,1 and Department of
Biochemistry, School of Dental Medicine, University of
Pennsylvania,2 and Biosyn,
Inc.,3 Philadelphia, Pennsylvania 19104
Received 13 January 2000/Returned for modification 13 March
2000/Accepted 5 June 2000
Alkyl betaines and alkyl dimethylamine oxides have been shown to
have pronounced antimicrobial activity when used individually or in
combination. Although several studies have been conducted with these
compounds in combinations, only equimolar concentrations of the
C12/C12 and C16/C14
chain lengths for the betaine and the amine oxide, respectively, have
been investigated. This study investigates the antimicrobial activity
of a wide range of chain lengths (C8 to C18)
for both the betaine and amine oxide and attempts to correlate their
micelle-forming capabilities with their biological activity. A broth
microdilution method was used to determine the MICs of these compounds
singly and in various molar ratio combinations. Activity against both
Staphylococcus aureus and Escherichia coli was
investigated. Antimicrobial activity was found to increase with
increasing chain length for both homologous series up to a point,
exhibiting a cutoff effect at chain lengths of approximately 16 for
betaine and 14 for amine oxide. Additionally, the C18 oleyl derivative of both compounds exhibited activity in the same range as
the peak alkyl compounds. Critical micelle concentrations were correlated with MICs, inferring that micellar activity may contribute to the cutoff effect in biological activity.
0066-4804/00/$04.00+0
Copyright © 2000, American Society for Microbiology. All rights reserved.
Antimicrobial Evaluation of N-Alkyl
Betaines and
N-Alkyl-N,N-Dimethylamine
Oxides with Variations in Chain Length
*
Corresponding author. Mailing address: Department of
Pharmaceutical Sciences, Philadelphia College of Pharmacy, University of the Sciences in Philadelphia, Philadelphia, PA 19104. Phone: (215)
596-8942. Fax: (215) 895-1100. E-mail:
r.schnaa{at}usip.edu.
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