Copper(II) complexes of the fluoroquinolone antimicrobial ciproffoxacin. Synthesis, X-ray structural characterization, and potentiometric study

Wallis, Steven C., Gahan, Lawrence R., Charles, Bruce G., Hambley, Trevor W. and Duckworth, Paul A. (1996) Copper(II) complexes of the fluoroquinolone antimicrobial ciproffoxacin. Synthesis, X-ray structural characterization, and potentiometric study. Journal of Inorganic Biochemistry, 62 1: 1-16. doi:10.1016/0162-0134(95)00082-8


Author Wallis, Steven C.
Gahan, Lawrence R.
Charles, Bruce G.
Hambley, Trevor W.
Duckworth, Paul A.
Title Copper(II) complexes of the fluoroquinolone antimicrobial ciproffoxacin. Synthesis, X-ray structural characterization, and potentiometric study
Journal name Journal of Inorganic Biochemistry   Check publisher's open access policy
ISSN 0162-0134
1873-3344
Publication date 1996-04
Sub-type Article (original research)
DOI 10.1016/0162-0134(95)00082-8
Volume 62
Issue 1
Start page 1
End page 16
Total pages 16
Place of publication New York, N.Y. U.S.A.
Publisher Elsevier
Language eng
Subject 0302 Inorganic Chemistry
Formatted abstract
Reaction of the fluoroquinolone antimicrobial ciprofloxacin with copper(II) nitrate in the presence of 2,2'-bipyridine resulted in the isolation of the complex [Cu(cip)(bipy)(Cl)0.7(NO3)0.3] (NO3).2H2O. Reaction of an aqueous solution of ciprofloxacin.HCI and NaCl with CUCl2 at pH 5.0 resulted in the isolation of [Cu(cip)2]Cl2.11H2O. The complex [Cu(cip)(bipy)(Cl)0.7(NO3)0.3] (NO3).2H2O crystallizes in the monoclinic space group P21/n, with a = 13.955(8),B = 14.280(8), C = 14.192(6) Å, β = 93.10(4)°, Z= 4 with R = 0.046. The selective broadening of resonances in the 13C NMR spectrum of ciprofloxacin by the addition of Cu2+(aq) was employed to probe metal ion binding sites in the ligand. The protonation constants of norfloxacin and ciprofloxacin, and the formation constants with copper(II), were determined by potentiometric titrations at 25°C. The additions of ciprofloxacin to metal to form ML and ML2 complexes exhibit stepwise formation constants of log K1 6.2(1) and log K2 11.1(3), respectively.
Keyword Mixed-ligand complexes
N-N Donors
Nalidixic-acid
Crystal-structure
Ciprofloxacin
Coordination
Norflaxacin
Cinoxacin
Ions
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Unknown

Document type: Journal Article
Sub-type: Article (original research)
Collection: School of Medicine Publications
 
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