Erratum to: Synthesis, characterization and DNA binding of magnesium-ciprofloxacin (cfH) complex [Mg(cf)2] · 2.5H2O [J. Inorg. Biochem. 100 (2006) 1705–1713]

Drevenšek, Petra; Ulrih, Nataša Poklar; Majerle, Andreja; Turel, Iztok

doi:10.1016/j.jinorgbio.2007.02.004

Cited by 18 publications

(30 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Thus, it may be concluded that the precipitate is microcolloidal aluminum hydroxide. Similar result was found by Drevenšek et al 33) in magnesium-ciprofloxacin system where the formation of micro-colloidal magnesium hydroxide was found.…”

Section: ϫ3supporting

confidence: 90%

Solution Equilibria between Aluminum(III) Ion and some Fluoroquinolone Family Members. Spectroscopic and Potentiometric Study

Đjurdjević

Joksović

Jelić

et al. 2007

CHEMICAL & PHARMACEUTICAL BULLETIN

View full text Add to dashboard Cite

Fluorinated quinolones are antibacterial agents which chemically, may be regarded as weak substituted heterocyclic amino acids. These drugs primarily find use in the treatment of urinary and respiratory infections. Fluoroquinolones exhibit strong activity against Gram-negative and some Gram-positive bacteria, though many anaerobic strains are resistant.1) Fleroxacin and moxifloxacin are fluoroquinolone family members which belong to 2nd and 4th generation of these drugs, respectively (Chart 1).In clinical practice often, fluoroquinolones are administered concomitantly with other drugs which may contain metal ions. The presence of metal ions from e.g. metal based antacids or multivitamin formulations may significantly affect the activity of quinolones since they can readily bind several divalent or trivalent metal ions.2) Complexation alters solubility, lypophilicity, antimicrobial activity and protein binding of quinolones. The solubility of all ionic quinolone complexes is much greater than that of molecular complexes which are only sparingly soluble.3) Some metal-quinolone complexes show antimicrobial activity comparable to that or free quinolone but in some cases the activity is increased or lowered. Mg 2ϩ and Al 3ϩ were found to decrease the activity of quinolones whereas Fe 3ϩ and Zn 2ϩ complexes exhibit greater activity.2) Clinical investigations have shown that concomitant intake of fluoroquinolones and aluminum-containing antacids results in reduced maximal plasma concentration accompanied by the decrease in AUC. Both effects lead to the decreased bioavailability of the drug, down to 40%. 4)To explain the observed phenomenon one may take into account that number of forms in which quinolones may exist in solution (neutral, cationic, zwitterionic and anionic) as well as vicinity of carbonyl and carboxyl groups make them the suitable ligands for hard acid metal ions, in particular for Al 3ϩ . [5][6][7][8][9][10][11][12] On the other hand the Al 3ϩ ion forms the complexes of the highest stability with the ligands containing hard donor groups (i.e. basic negatively charged oxygen atoms). Thus, the reduced bio-availability of the quinolones in the presence of Al may be explained by chelation between Al 3ϩ ion and the 3-carboxyl and 4-oxo functional groups of the quinolones. [5][6][7][8][9][10][11][12] Besides the reduction of the bioavailability and activity of quinolones the interactions between aluminum ion and quinolones have significant effect on metabolism of aluminum in human organism. Numerous investigations have shown that aluminum can be regarded as detrimental and in particular neurotoxic element.13) Patients with high tissue and serum level of aluminum may develop blood, bone or brain diseases which may be linked to the excess of aluminum.14)The presence of fluoroquinolones may influence Al absorption through the formation of Al-complexes which may be stable enough to produce a sufficient decrease in free Al 3ϩ concentration so that a significant amount of the poorly solu-

show abstract

Section: ϫ3supporting

confidence: 90%

Solution Equilibria between Aluminum(III) Ion and some Fluoroquinolone Family Members. Spectroscopic and Potentiometric Study

Đjurdjević

Joksović

Jelić

et al. 2007

CHEMICAL & PHARMACEUTICAL BULLETIN

View full text Add to dashboard Cite

show abstract

“…It has been shown before that weakly bonded lattice water molecules could easily be lost from metal-quinolone complexes already at room temperature. [23][24][25][26][27] The polymeric 2D square grid complex [Mg(cf) 2 ]·2.5H 2 O was isolated in our lab by hydrothermal reaction at neutral conditions (pH = 7) [13] but also earlier in the labs of a Chinese group at basic conditions (pH = 11).…”

Section: Synthesesmentioning

confidence: 97%

“…[32] Under hydrothermal conditions in basic medium a polymeric complex 4 forms. [12,13] Two quinolone molecules (in trans arrangement) are coordinated to magnesium through two oxygen atoms. Additionally, the terminal nitrogen atom of the piperazine ring, which is not protonated in basic conditions, is coordinated in the axial positions.…”

Section: Coordination Around Magnesium In Known Magnesiumciprofloxacimentioning

confidence: 99%

“…Not many magnesium-quinolone crystal structures have been published in the literature [11][12][13][14] though it is clear that this metal is the most important for their activity. [15][16][17] It is not known yet whether the magnesium ion influence is due to its stabilizing effect on DNA topology or its ability to chelate with the keto and carboxylate moieties of quinolones.…”

Section: Introductionmentioning

confidence: 99%

“…In our efforts to isolate new compounds in the magnesium-ciprofloxacin system we have previously prepared an ionic compound (cfH 2 ) 2 [12][13] However, up to now, we have not been able to prepare a discrete complex with two ciprofloxacin molecules coordinated to magnesium, though such complexes are common for other metals. [6] Herein we report the synthesis and crystal structure of such a productϪ[Mg(…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Compounds of Antibacterial Agent Ciprofloxacin and Magnesium – Crystal Structures and Molecular Modeling Calculations

et al. 2008

Self Cite

View full text Add to dashboard Cite

show abstract

Kinetic and mechanistic significance of the chemical activation of ciprofloxacin for conjugation chemistry

Kakkar

Tiwari

Verma

et al. 2009

Int J of Chemical Kinetics

View full text Add to dashboard Cite

Ciprofloxacin is an important category of fluroquinolones that has versatile applications in imaging when conjugated with different ligands. For conjugation chemistry, chemical activation of the carboxylic group at the third position is an important step. Here, we study the kinetics for the activation of the acidic group of ciprofloxacin by N-hydroxysuccinimide (NHS) and dicyclohexylcarbodiimide (DCC). The extent of the reaction was followed by registering a decrease in absorbance at 332, 412, and 423 nm by monitoring the consumption of ciprofloxacin as a function of [NHS], [DCC], pH, ionic strength, and temperature by varying only one parameter at a time while keeping all other parameters constant. The reaction between ciprofloxacin and NHS, in the presence of DCC, exhibits a 1:1:1 stoichiometry. The reaction is found to show first-order dependence on the concentration of ciprofloxacin to the order of 10 3 s −1 (k obs ) and zero order with respect to the concentrations of NHS and DCC, respectively. The activation parameters and thermodynamic quantities vis-à-vis E a , H = , and S = have been computed with respect to the forward reaction as 12.024, 131.43, and 27.31 J K −1 mol −1 , respectively, which provided additional support to the proposed kinetic pathway.

show abstract

Erratum to: Synthesis, characterization and DNA binding of magnesium-ciprofloxacin (cfH) complex [Mg(cf)2] · 2.5H2O [J. Inorg. Biochem. 100 (2006) 1705–1713]

Cited by 18 publications

References 0 publications

Solution Equilibria between Aluminum(III) Ion and some Fluoroquinolone Family Members. Spectroscopic and Potentiometric Study

Solution Equilibria between Aluminum(III) Ion and some Fluoroquinolone Family Members. Spectroscopic and Potentiometric Study

Compounds of Antibacterial Agent Ciprofloxacin and Magnesium – Crystal Structures and Molecular Modeling Calculations

Kinetic and mechanistic significance of the chemical activation of ciprofloxacin for conjugation chemistry

Contact Info

Product

Resources

About