Coordination pattern, solution structure and DNA damage studies of the copper(II) complex with the unusual aminoglycoside antibiotic hygromycin B

The aminoglycosidic antibiotic hygromycin B presents a peculiar chemical structure, characterized by two sugar rings joined via a spiro connection. The Cu(ii) complex of hygromycin B in water solution was characterized by (1)H-NMR, UV-Vis, EPR and CD spectroscopy, combined with potentiometric measur...

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Published in:Dalton transactions : an international journal of inorganic chemistry 2010-11, Vol.39 (41), p.9830-9837
Main Authors: Gaggelli, Elena, Gaggelli, Nicola, Molteni, Elena, Valensin, Gianni, Balenci, Duccio, Wrońska, Magdalena, Szczepanik, Wojciech, Nagaj, Justyna, Skała, Jacek, Jeżowska-Bojczuk, Małgorzata
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemistry
Copper - chemistry
DNA Damage
Hydrogen-Ion Concentration
Hygromycin B - chemistry
Molecular Conformation
Molecular Dynamics Simulation
Organometallic Compounds - chemical synthesis
Organometallic Compounds - chemistry
Organometallic Compounds - pharmacology
Potentiometry
Protons
Solutions
Spectrum Analysis
Water - chemistry
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Summary:The aminoglycosidic antibiotic hygromycin B presents a peculiar chemical structure, characterized by two sugar rings joined via a spiro connection. The Cu(ii) complex of hygromycin B in water solution was characterized by (1)H-NMR, UV-Vis, EPR and CD spectroscopy, combined with potentiometric measurements. The spin-lattice relaxation enhancements were interpreted by the Solomon-Bloembergen-Morgan theory, allowing us to calculate copper-proton distances that were used to build a model of the complex by molecular mechanics and dynamics calculations. The fidelity of the proposed molecular model was checked by ROESY maps. Moreover DNA damage by the Cu(ii)-hygromycin B system was also investigated, showing single and double strand scissions exerted by the complex at concentrations in the range 1-5 mM. Addition of either hydrogen peroxide or ascorbic acid to each sample resulted in the shift of the cleavage potency towards lower concentrations of the complex.
ISSN:1477-9226
1477-9234
DOI:10.1039/c0dt00458h