Cut-off effect in antimicrobial activity and in membrane perturbation efficiency of the homologous series of N,N-dimethylalkylamine oxides
Jazyk angličtina Země Velká Británie, Anglie Médium print
Typ dokumentu časopisecké články
- MeSH
- antibakteriální látky farmakologie MeSH
- buněčná membrána účinky léků MeSH
- dimethylaminy farmakologie MeSH
- Escherichia coli účinky léků MeSH
- mikrobiální testy citlivosti MeSH
- oxidy farmakologie MeSH
- Staphylococcus aureus účinky léků MeSH
- vztahy mezi strukturou a aktivitou MeSH
- Publikační typ
- časopisecké články MeSH
- Názvy látek
- antibakteriální látky MeSH
- dimethylaminy MeSH
- oxidy MeSH
The antimicrobial activity of the homologous series of N,N-dimethylalkylamine oxides (DMAO) was found to be quasi parabolically dependent on alkyl chain length with a maximum at n approximately 15 and n approximately 12 for Staphylococcus aureus and Escherichia coli, respectively. The physiochemical properties of DMAOs as characterized by critical micelle concentrations, retention times of 1-alkenes generated from DMAOs by gas-liquid chromatography, Rm values in reversed phase chromatography, and bacterial lipid/aqueous phase partition coefficients were found to correlate with the alkyl chain length. The effect of DMAOs on the structure of the model membrane prepared from isolated lipids from Escherichia coli as detected by a spin probe method was maximal for the alkyl chain length n approximately 10-12 coinciding with the maximum in the antimicrobial activity observed with Escherichia coli. It is suggested that the cut-off in the DMAO antimicrobial activity is caused by the cut-off in the DMAO perturbing effect on the membrane structure.
Citace poskytuje Crossref.org
Synthesis and Biological Evaluation of N-Alkyl-3-(alkylamino)-pyrazine-2-carboxamides
