Study of solution equilibria between iron(III) ion and ciprofloxacin in pure nitrate ionic medium and micellar medium

Đjurdjević, Predrag; Stankov, Milena Jelikić; Odović, Jadranka

doi:10.1016/s0277-5387(00)00357-0

Cited by 15 publications

(10 citation statements)

References 18 publications

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“…Similarly, OTC sorption to manure particles at pH 7.8 occurred with a K oc obs of 200 L kg −1 C, which was much greater than the K oc est of 0.3 L kg −1 C calculated using an octanol–water distribution coefficient of 0.08 (Herbert and Dorsey, 1995). Most of these studies applied no specific treatments to remove strongly bound cations from the organic matter sorbents, and most of the sorbates are known to complex metals in solution (Abd El Wahed et al, 1984; Machado et al, 1995; Turel and Bukovec, 1996; Djurdjevic et al, 2000; Schneider, 2001). Thus, it is possible that formation of ternary complexes between the pharmaceutical sorbate and strongly bound cations in the organic matter could explain the high amounts of sorption observed, relative to estimates using only hydrophobic partitioning.…”

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confidence: 99%

Oxytetracycline Sorption to Organic Matter by Metal‐Bridging

2005

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The sorption of oxytetracycline to metal-loaded ion exchange resin and to natural organic matter by the formation of ternary complexes between polyvalent metal cations and sorbent- and sorbate ligand groups was investigated. Oxytetracycline (OTC) sorption to Ca- and Cu-loaded Chelex-100 resin increased with increasing metal/sorbate ratio at pH 7.6 (OTC speciation: 55% zwitterion, 45% anion). Greater sorption to Cu- than Ca-loaded resin was observed, consistent with the greater stability constants of Cu with both the resin sites and with OTC. Oxytetracycline sorption to organic matter was measured at pH 5.5 (OTC speciation: 1% cation, 98% zwitterion, 1% anion). No detectable sorption was measured for cellulose or lignin sorbents that contain few metal-complexing ligand groups. Sorption to Aldrich humic acid increased from "clean" < "dirty" (no cation exchange pretreatment) < Al-amended < Fe(III)-amended clean humic acid with K(d) values of 5500, 32000, 48000, and 250000 L kg(-1) C, respectively. Calcium amendments of clean humic acid suggested that a portion of the sorbed OTC was interacting by cation exchange. Oxytetracycline sorption coefficients for all humic acid sorbents were well-correlated with the total sorbed Al-plus-Fe(III) concentrations (r(2) = 0.87, log-log plot), suggesting that sorption by ternary complex formation with humic acid is important. Results of this research indicate that organic matter may be an important sorbent phase in soils and sediments for pharmaceutical compounds that can complex metals by the formation of ternary complexes between organic matter ligand groups and pharmaceutical ligand groups.

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confidence: 99%

Oxytetracycline Sorption to Organic Matter by Metal‐Bridging

2005

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“…There are many reports where the interactions of ionic as well as nonionic surfactants, with ciprofloxacin, a member of fluoroquinolones and a potent antibiotic, have been investigated [8][9][10][11][12][13]. Djurdjevic et al have shown that in the presence of ionic micellar media and acidic conditions, CIP can form a stable complex with iron (III) and can attain a maximum ligand number of 2 which account for the variation in electrostatic interactions of CIP with ionic micelles [8].…”

Section: Introductionmentioning

confidence: 99%

“…Djurdjevic et al have shown that in the presence of ionic micellar media and acidic conditions, CIP can form a stable complex with iron (III) and can attain a maximum ligand number of 2 which account for the variation in electrostatic interactions of CIP with ionic micelles [8]. Yang et al studied the effect of surfactants, cyclodextrins and pH on the fluorescence profile of CIP and have shown that the three acid constant of CIP are very close to each other due to which and there is not much effect on the fluorescence intensity of CIP in the pH range of 2-7 [9].…”

Section: Introductionmentioning

confidence: 99%

“…The typical examples are cetrimonium bromide (HTAB) and sodium dodecyl sulfate (SDS) that are widely used in various commercial formulations ranging from pharma products to toiletries and agricultural chemicals such sustained fertilizers. CIP is known to have good complexation properties in the presence of sodium dodecyl sulfate (SDS) [8]. Studies show that SDS micelle interacts with CIP in both acidic and basic conditions and pH can be used as trigger for CIP release from the micelle [12].…”

Section: Introductionmentioning

confidence: 99%

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Impact of l-leucine on controlled release of ciprofloxacin through micellar catalyzed channels in aqueous medium

Nazar

Abid

Danish

et al. 2015

Journal of Molecular Liquids

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“…The use of SDS micelles to imitate biological systems is quite a common approach, e.g., for estimation of the solute's hydrophobicity by MEKC or microemulsion electrokinetic chromatography (MEEKC), 17,18 studying protein interactions on the membrane surface, [19][20][21] acid-base 22,23 and dimermonomer equilibria of nucleic acids 24 or alterations of biomolecular reactions in the presence of micelles, [25][26][27] etc. Additionally, MEEKC has recently been applied to the separation and lipophilicity assessment of oxaliplatin and its derivatives.…”

Section: Introductionmentioning

confidence: 99%

Tumour-inhibiting platinum(ii) complexes with aminoalcoholligands: biologically important transformations studied by micellar electrokinetic chromatography, nuclear magnetic resonance spectroscopy and mass spectrometry

Schluga

Hartinger

Galanski

et al. 2005

Analyst

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(SP-4-2)-Bis[(R)-(-)-2-aminobutanol-kappaN]dichloroplatinum(II) and (SP-4-2)-bis[(R)-(-)-2-aminobutanolato-kappa2N,O]platinum(II) are promising cytotoxic agents exhibiting a strongly pH-dependent rate of reaction with the DNA-modeling nucleotide guanosine 5'-monophosphate (GMP). This potential mode-of-action binding, directly correlating with cytotoxicity, is influenced by the intramolecular chelation of bifunctional aminoalcohol ligands which was examined by means of micellar electrokinetic chromatography (MEKC) and nuclear magnetic resonance (NMR). While NMR clearly proves the existence of equilibrium between the ring-opened and ring-closed species, no such transformation was observed under MEKC conditions. In a kinetic study performed by MEKC, the half-lives of GMP bound to the platinum complexes were determined and compared to the kinetic data acquired by capillary zone electrophoresis. An appreciable increase in binding in the presence of sodium dodecyl sulfate (SDS) micelles was explained in terms of activation of (SP-4-2)-bis[(R)-(-)-2-aminobutanol-kappaN]dichloroplatinum(II). This apparently takes place due to the shifting of the equilibrium towards the ring-opened species, induced by adduct formation between SDS and the platinum complex that was confirmed by electrospray ionization mass spectrometry.

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Study of solution equilibria between iron(III) ion and ciprofloxacin in pure nitrate ionic medium and micellar medium

Cited by 15 publications

References 18 publications

Oxytetracycline Sorption to Organic Matter by Metal‐Bridging

Oxytetracycline Sorption to Organic Matter by Metal‐Bridging

Impact of l-leucine on controlled release of ciprofloxacin through micellar catalyzed channels in aqueous medium

Tumour-inhibiting platinum(ii) complexes with aminoalcoholligands: biologically important transformations studied by micellar electrokinetic chromatography, nuclear magnetic resonance spectroscopy and mass spectrometry

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