Binding of Sulfonamide Antibiotics to CTABr Micelles Characterized Using (1)H NMR Spectroscopy

Interactions of nine sulfonamide antibiotics (sulfadoxine, sulfathiazole, sulfamethoxazole, sulfamerazine, sulfadiazine, sulfamethazine, sulfacetamide, sulfaguanidine, and sulfanilamide) with cetyltrimethylamonium bromide (CTABr) micelles were examined using (1)H NMR spectroscopy. Seven of the nine...

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Published inLangmuir Vol. 32; no. 31; pp. 7814 - 7820
Main Authors Sarker, Ashish K, Cashin, Patrick J, Balakrishnan, Vimal K, Exall, Kirsten, Buncel, Erwin, Brown, R Stephen
Format Journal Article
LanguageEnglish
Published United States 09.08.2016
Subjects
Anti-Bacterial Agents - chemistry
Cetrimonium Compounds - chemistry
Magnetic Resonance Spectroscopy
Micelles
Sulfonamides - chemistry
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Summary:Interactions of nine sulfonamide antibiotics (sulfadoxine, sulfathiazole, sulfamethoxazole, sulfamerazine, sulfadiazine, sulfamethazine, sulfacetamide, sulfaguanidine, and sulfanilamide) with cetyltrimethylamonium bromide (CTABr) micelles were examined using (1)H NMR spectroscopy. Seven of the nine provided a significant change in the (1)H NMR chemical shift such that the magnitude and direction (upfield vs downfield) of the chemical shift could be used to propose a locus and orientation of the sulfonamide within the micelle structure. The magnitude of the chemical shift was used to estimate the binding constant for seven sulfonamides with CTABr micelles, providing values and an overall pattern consistent with previous studies of these sulfonamides.
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ISSN:1520-5827
DOI:10.1021/acs.langmuir.6b00947