Stability constants of copper(II) mixed complexes with some 4-quinolone antibiotics and (N-N) donors

Mendoza-Dı́az, Guillermo; Perez-Alonso, Raul; Moreno‐Esparza, Rafael

doi:10.1016/0162-0134(96)00041-4

Cited by 17 publications

(7 citation statements)

References 8 publications

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“…Similar observations have been noted by Mendoza-Diaz et al in the case of copper complexes containing nalidixic acid and cinoxacin [9][10][11]28]. E.p.r.…”

Section: Spectroscopy Of (2) and (3)supporting

confidence: 89%

“…Due to the ring carbonyl group at C-4 and the adjacent carboxyl group it can form complexes with a large number of metal ions [4] among which crystal structures of copper [4], cobalt [5], silver [6], zinc [7] and cadmium [8] have been reported. Ciprofloxacin (cfH) (1) A number of copper complexes with various ancillary ligands have also been reported by Turel et al [9][10][11][12]. Complexation with metals is known to enhance the biological activity of the quinolone ligand antibiotics due to enhanced liposolubilities facilitating greater intracellular accumulation [13][14][15][16].…”

Section: Introductionmentioning

confidence: 99%

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Metalloantitubercular compounds Part 3: Synthesis, crystal structure, spectroscopy, electrochemistry and antimycobacterial activity of the copper(II) ciproploxacin (cfH) complex and its phenanthroline adduct

Saha

Patitungkho

Padhyé

et al. 2005

Transition Met Chem

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The X-ray crystal structures of two ciprofloxacin compounds, viz. [Cu(cfH) 2 (Cl) 2 ] Á 2MeOH Á 6H 2 O (2) and [Cu(cfH)(phen)Cl]BF 4 Á 4H 2 O (3) are reported. Complex (2) has a distorted octahedral geometry, whereas for the nitrogen adduct (3) a distorted square-pyramidal geometry is seen. Significant enhancement in the antimycobacterial activity of the copper conjugates correlates with their copper redox couples (Cu 2+ /Cu + ) probably due to its relevance to intracellular accumulations and subsequent role in generating oxidative stress.

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“…Similar observations have been noted by Mendoza-Diaz et al in the case of copper complexes containing nalidixic acid and cinoxacin [9][10][11]28]. E.p.r.…”

Section: Spectroscopy Of (2) and (3)supporting

confidence: 89%

Section: Introductionmentioning

confidence: 99%

Metalloantitubercular compounds Part 3: Synthesis, crystal structure, spectroscopy, electrochemistry and antimycobacterial activity of the copper(II) ciproploxacin (cfH) complex and its phenanthroline adduct

Saha

Patitungkho

Padhyé

et al. 2005

Transition Met Chem

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“…The most stable complex is predicted to be [Cu(bipy)(cnx)(HzO)] + and stabilities apparently are similar in the 3 complexes. This is in agreement with the experimental stability constants reported for similar complexes [18]. Since energy values are quite large, this may suggest that these complexes G. Mendoza-Diaz et al…”

Section: Resultssupporting

confidence: 90%

“…Others, have also found this coordinative behavior in quinolone complexes with other metal ions [11][12][13][14][15][16]. It was also found that the stability of these complexes is strongly dependent on the metal environment [17,18], i.e., the stability constants depend upon the type of diammine coordinated to the copper ion. All this evidence supports the hypothesis that these drugs may act by mediation of a metal ion.…”

Section: Introductionmentioning

confidence: 73%

A Theoretical‐Experimental Study on the Structure and Activity of Certain Quinolones and the Interaction of Their Cu(II)‐Complexes on a DNA Model

et al. 2000

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Theoretical electronic Structure methods have been employed to study the structure and activity of certain (free) quinolones and the interaction of their Cu(II)-complexes on a DNA model (Rhodamine 6G (rhod)). As a manner of assessing the generated geometries, the nalidixic acid geometrical parameters obtained were tested against the crystallographic ones and it was found that the average error in the calculated geometries is small. The present study allows us to (1) Rationalize the observed differences in antibiotic activities through their electronic hardnesses. (2) Suggest a plausible mechanism of action for these drugs through formation of a reactive intermediate (or carrier) which would consist of a quinolone anion coordinated to an adequate metal center (Cu(II) in this study). (3) We find that, through this model of DNA (modeled with rhod) the interaction seems to be mediated by an effective π-π stacking. (4) Finally, an in vitro experiment was designed so that the intercalation process in DNA could be experimentally modeled as well. The quenching of the rhod fluorescence is proportional to the strength of the Cu(II)-complex-rhod interaction and therefore provides a quantitative measurement of the “intercalating” capacity of the quinolones and their copper complexes. These results agree well with the theoretical total adduct formation energies.

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“…Here in present study ciprafloxacin which belongs fluoroquinolones group of antibiotics is used as a ligand for complexation.The chemistry of metal-drug coordination compounds is more popular now than before particularly in the design of more biologically active drugs 3 . Metal ions are known to affect the action of many drugs.…”

Section: Introductionmentioning

confidence: 99%

Complexation of Ciprofloxacin with Mn (II) Ion - A Potentiometric Study

Bhardwaj¹

2013

Orientjchem.

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The present study comprises determination of stability constant and the thermodynamics of interaction of transition metal ion Mn(II) with antibiotics Ciprofloxacin. The formation of 1:1 and 1:2 metal ligand complexes are found to be formed in 50 %(v/v) methanol-water system. The stability constant values for metal-ligand system compared at three temperetures, it is found that value of stability constant decreases with increasing temperature. This is in agreement with the conclusion of Pitzer 1 .

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Stability constants of copper(II) mixed complexes with some 4-quinolone antibiotics and (N-N) donors

Cited by 17 publications

References 8 publications

Metalloantitubercular compounds Part 3: Synthesis, crystal structure, spectroscopy, electrochemistry and antimycobacterial activity of the copper(II) ciproploxacin (cfH) complex and its phenanthroline adduct

Metalloantitubercular compounds Part 3: Synthesis, crystal structure, spectroscopy, electrochemistry and antimycobacterial activity of the copper(II) ciproploxacin (cfH) complex and its phenanthroline adduct

A Theoretical‐Experimental Study on the Structure and Activity of Certain Quinolones and the Interaction of Their Cu(II)‐Complexes on a DNA Model

Complexation of Ciprofloxacin with Mn (II) Ion - A Potentiometric Study

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