Mixed-valence Cu(II)/Cu(I) complex of quinolone ciprofloxacin isolated by a hydrothermal reaction in the presence of l-histidine: Comparison of biological activities of various copper-ciprofloxacin compounds

Autor(en)
P Drevensek, Tatjana Zupancic, Boris Pihlar, Roman Jerala, Uwe Kolitsch, Andreja Plaper, Iztok Turel
Abstrakt

A new quinolone-metal complex was prepared by a hydrothermal reaction in the presence of l-histidine that served as a reducing agent for a metal. The title compound [CuII(cfH)2(CuICl 2)2] (1) is a mixed-valence Cu(II)-Cu(I) complex, which contains two ciprofloxacin (cfH) molecules bonded to the central copper(II) atom and two almost planar [Cu(I)Cl2]- moieties. Both metal centers are connected through two bridging atoms (chloride and quinolone oxygen). The electrochemical methods (differential-pulse polarography and cyclovoltammetric measurements) confirmed the presence of various copper-ciprofloxacin complex species in aqueous solution at low concentrations used in biological activity tests and also indicated that the equilibria in this system are very complex. The biological properties of the title compound and some previously isolated copper-ciprofloxacin complexes ([Cu(cfH) 2Cl2] • 6H2O (2) and [CuCl(cfH)(phen)]Cl • 2H2O (3)) (phen = 1, 10-phenantroline) were determined and compared. The DNA gyrase inhibition tests and antibacterial activity tests have shown that the effect of copper complexes is comparable to that of free quinolone. Additionally, an interesting DNA cleavage activity of the title compound was also discovered. Œ 2004 Elsevier Inc. All rights reserved.

Organisation(en)
Institut für Mineralogie und Kristallographie
Externe Organisation(en)
University of Ljubljana, National Institute of Chemistry, KRKA d.d.
Journal
Journal of Inorganic Biochemistry
Band
99
Seiten
432-442
Anzahl der Seiten
11
ISSN
0162-0134
DOI
https://doi.org/10.1016/j.jinorgbio.2004.10.018
Publikationsdatum
2005
Peer-reviewed
Ja
ÖFOS 2012
1051 Geologie, Mineralogie
Link zum Portal
https://ucrisportal.univie.ac.at/de/publications/f68323c0-4b6e-4494-b5b9-e593514f2e60