Abstract
A new hydroxamate-based siderophore analogue, 1,4,8,11-tetraazacyclotetradecane-12,14-dioxo-4,8- bis( N-methylacetohydroxamicacid) (DOCYDMAHA) was synthesized and characterized in terms of its acid-base behaviour. It is shown that this ligand forms a quite stable ferric complex (Fe 2L 3) and its coordination properties were studied by potentiometric and spectrophotometric techniques. To further characterize this dimeric complex, electron paramagnetic resonance spectra and magnetic moments were measured in aqueous solution. The mechanism of electron transfer of the ferric complex, thought to be important in the biological activity of this siderophore analogue, was also studied by cyclic voltammetry. Theoretical simulation studies were performed using molecular mechanics methods to find the most probable structure of the ferric complex. The properties of this ferric complex are compared with those of rhodotorulic acid, a naturally occurring dihydroxamate siderophore.
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