Abstract
Two comparative sets of mono-/dinitroxyl amides were designed and prepared. The novel TEMPO and/or PROXYL derivatives were fully characterised and their spin, redox and antimicrobial properties were determined. Cyclic voltammetry revealed (quasi)reversible redox behavior for most of the studied radicals. Moreover, the electron-withdrawing substituents increased the oxidation potential of nitroxides in comparison to electron-donating groups. While EPR spectra of monoradicals featured the typical three-line signal, the spectra of biradicals showed more complex splitting patterns. The in vitro biological assay revealed that unlike pyrrolidinyl derivatives, the piperidinyl nitroxides significantly inhibited the growth of Staphylococcus sp.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amides / chemical synthesis*
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Amides / chemistry*
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Amides / pharmacology
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Anti-Infective Agents / chemical synthesis*
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Anti-Infective Agents / chemistry
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Anti-Infective Agents / pharmacology*
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Catalysis
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Chemical Phenomena*
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Computer Simulation
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Cyclic N-Oxides / chemical synthesis
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Cyclic N-Oxides / chemistry
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Electrochemical Techniques
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Electrodes
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Electron Spin Resonance Spectroscopy
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Fungi / drug effects
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Microbial Sensitivity Tests
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Molecular Conformation
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Nitrogen Oxides / chemical synthesis*
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Nitrogen Oxides / chemistry*
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Nitrogen Oxides / pharmacology
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Oxidation-Reduction
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Staphylococcus / drug effects
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X-Ray Diffraction
Substances
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Amides
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Anti-Infective Agents
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Cyclic N-Oxides
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Nitrogen Oxides
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TEMPO