Kinetics and mechanism of ruthenium(III) catalyzed oxidation of chloromphenicol—An antibiotic drug by diperiodatocuprate(III) in aqueous alkaline medium

Hosahalli, Rajeshwari V.; Byadagi, Kirthi S.; Nandibewoor, Sharanappa T.; Chimatadar, Shivamurti A.

doi:10.1134/s0023158411060085

Cited by 12 publications

(6 citation statements)

References 24 publications

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“…The uncatalyzed reaction of oxidation of chloramphenicol and ruthenium(III) catalyzed reaction has been studied. , Literature survey revealed that the role of Pd(II) and Os(VIII) catalysts on the oxidation of this drug has not been examined from the kinetic and mechanistic point of view. From preliminary investigations, we observed that Pd(II) and Os(VIII) in micro-amounts catalyzes the oxidation of CHP by DPC in alkaline medium.…”

Section: Introductionmentioning

confidence: 99%

Catalytic Activity of Palladium(II) and Osmium(VIII) on the Oxidation of Chloramphenicol by Copper(III) Periodate Complex in Aqueous Alkaline Medium—A Comparative Kinetic and Mechanistic Approach

Byadagi

Meti

Nandibewoor

et al. 2013

Ind. Eng. Chem. Res.

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Chloramphenicol is considered a prototypical broad band spectrum antibiotic, alongside the tetracyclines, and finds extensive applications in pharmaceuticals. Hence, its oxidation kinetic study is of much significance in understanding the mechanistic profile in biological systems. In this regard, a systematic study of oxidation of chloramphenicol (CHP) by diperiodatocuprate(III) (DPC) in the presence of micro amounts (10 −8 mol/dm 3 ) of Pd(II) and Os(VIII) catalysts has been investigated spectrophotometrically in aqueous alkaline medium at a constant ionic strength of 0.10 mol dm −3 . The reaction between CHP and DPC in alkaline medium exhibits 1:2 stoichiometry in both catalyzed reactions (CHP:DPC). The oxidation products in both reactions were found to be the same and were identified and confirmed by IR, GC-MS, and 1 H NMR. The order with respect to DPC concentration was unity, while the order with respect to CHP concentration varied from first order to zero order as the concentration of CHP increased. The rates increased with increase in [OH − ] and decreased with increase in [IO 4 − ]. The order with respect to [Pd(II)] and [Os(VIII)] was unity. It is observed that the catalytic efficiency for the title reaction is in the order of Pd(II) > Os(VIII). The catalytic constant was also determined at different temperatures for both reactions. The proposed mechanisms and the derived rate laws are in concurrence with the observed kinetics. The activation parameters with respect to the limiting step of the mechanism were calculated, and the thermodynamic quantities were also determined. Kinetic experiments suggest that [Cu(H 2 IO 6 )(H 2 O) 2 ], [Pd(OH) 2 Cl 2 ] 2− , and [OsO 4 (OH) 2 ] 2− are the reactive oxidizing species of Cu(III), Pd(II), and Os(VIII).

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Section: Introductionmentioning

confidence: 99%

Catalytic Activity of Palladium(II) and Osmium(VIII) on the Oxidation of Chloramphenicol by Copper(III) Periodate Complex in Aqueous Alkaline Medium—A Comparative Kinetic and Mechanistic Approach

Byadagi

Meti

Nandibewoor

et al. 2013

Ind. Eng. Chem. Res.

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“…Antibiotics are generally liable to oxidation, resulting in their degradation and the termination of their action and/or their removal from the body. − Therefore, one of the most favorable ways to achieve the decomposition of antibiotics is a treatment process resulting in their oxidation. − Through such a process, oxidants may alter toxic compounds to less harmful ones, leading to their safe discharge to the environment. , An accurate literature survey illuminates little detailed kinetic studies for the oxidative degradation of antibiotics in an aqueous medium and/or such studies provide poor mechanistic information. − The present investigation aims to provide a mechanistic picture for the biotransformation of antibiotics in the body as well as understanding how oxidation of certain functional groups in these organic molecules can affect antibiotic actions. In view of the forgoing aspects, the kinetics and mechanistic aspects of the oxidative degradation of two significant beta-lactam antibiotics, ampicillin and flucloxacillin, were investigated using hexacyanoferrate(III) (HCF(III)) as an efficient oxidant in an alkaline medium. − …”

Section: Introductionmentioning

confidence: 99%

Degradation of Ampicillin and Flucloxacillin Antibiotics via Oxidation by Alkaline Hexacyanoferrate(III): Kinetics and Mechanistic Aspects

Fawzy

Abdallah

Alqarni

2020

Ind. Eng. Chem. Res.

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The kinetics and mechanistic aspects of the oxidation of two beta-lactam antibiotics (A), ampicillin and flucloxacillin, by alkaline hexacyanoferrate(III) (HCF(III)) were examined using spectrophotometry at a fixed temperature. The oxidation reactions showed a 1:4 (A: HCF(III)) stoichiometry. The reaction kinetics were found to follow first-order dependence for the oxidant and fractional first-order dependence for [A] and [OH − ]. The enhancement of the ionic strength and dielectric constant was found to increase the oxidation rates. Free radical tests of the reactions showed positive results. The addition of HCF(II) as a predicted oxidation product did not considerably change the oxidation rates. Under the same experimental conditions, the oxidation rate of ampicillin was found to be slightly lower than that of flucloxacillin. The acquired oxidation products were recognized using spot testing and Fourier transform infrared spectra. A conceivable oxidation mechanism was suggested. A derived rate law expression was found to be consistent with the experimental results. The activation parameters were assessed and discussed.

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“…Thus, these materials are very dangerous pollutants for the ecological system and human health . Therefore, removal or degradation studies of antibiotics in aqueous media became part of significant environmental research. − Conventional treatment technologies of pharmaceuticals pollution based on biological treatment are ineffective ways for removal of such harmful materials from water sources. , Nevertheless, chemical oxidation is a noteworthy manner for antibiotics degradation in aqueous media. − Oxidation of pharmaceutical drugs − plays a chief role in water treatment methods or in understanding drug metabolism in pharmacokinetic investigation. Chemical oxidation is considered as a more believable strategy for degradation of pharmaceutical drugs in wastewater and surface and ground water.…”

Section: Introductionmentioning

confidence: 99%

Unprecedented Treatment Strategy of Aquatic Environments: Oxidative Degradation of Penicillin G by Chromium Trioxide in Acidic Media and the Impact of Metal Ion Catalysts: Kinetics and Mechanistic Insights

Fawzy

Toghan

2020

ACS Omega

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Degradation kinetics and pathways of the antibiotic penicillin G (Pen) have been examined via oxidation by chromium trioxide (Cr VI ) in aqueous sulfuric and perchloric acid media. The oxidation reactions were monitored by spectrophotometry at 298 K. In both acidic media, penicillin G oxidation was set to proceed through acid catalysis. The stoichiometry of the reactions designated that 3 moles of Pen required 2 moles of Cr VI . The kinetics of Pen oxidation in both acids was of the first order with regard to [Cr VI ] and less-than unity order with regard to [Pen] and [H + ] in their variation. The rates of reactions displayed negligible impacts upon altering ionic strengths or dielectric constants of the reaction media. There was no intrusion of free radicals throughout the redox reactions. Addition of low concentrations of Ni 2+ , Cu 2+ , and Zn 2+ ions enhanced the oxidation rates, while addition of Cr 3+ as a described product did not noteworthily alter the rates. Under comparable investigational circumstances, the oxidation rates in HClO 4 were almost 2-fold greater than in H 2 SO 4 . The oxidation products of penicillin G were identified by spectral analysis and spot tests as phenyl acetic acid, 2-formyl-5,5-dimethyl-thiazolidine-4-carboxlate ion, ammonium ion, and carbon dioxide. Reliance of reaction rates on temperature has been explored, and the activation and thermodynamic parameters were estimated and debated. In view of the noted reactions’ orders and products’ identification, a plausible mechanism for the oxidation reactions was suggested. The derived rate law was set to be in accordance with the acquired results. This study offers an unprecedented simple and low-cost treatment method for removal or degradation of certain pollutants for protecting the environment and human health.

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Kinetics and mechanism of ruthenium(III) catalyzed oxidation of chloromphenicol—An antibiotic drug by diperiodatocuprate(III) in aqueous alkaline medium

Cited by 12 publications

References 24 publications

Catalytic Activity of Palladium(II) and Osmium(VIII) on the Oxidation of Chloramphenicol by Copper(III) Periodate Complex in Aqueous Alkaline Medium—A Comparative Kinetic and Mechanistic Approach

Catalytic Activity of Palladium(II) and Osmium(VIII) on the Oxidation of Chloramphenicol by Copper(III) Periodate Complex in Aqueous Alkaline Medium—A Comparative Kinetic and Mechanistic Approach

Degradation of Ampicillin and Flucloxacillin Antibiotics via Oxidation by Alkaline Hexacyanoferrate(III): Kinetics and Mechanistic Aspects

Unprecedented Treatment Strategy of Aquatic Environments: Oxidative Degradation of Penicillin G by Chromium Trioxide in Acidic Media and the Impact of Metal Ion Catalysts: Kinetics and Mechanistic Insights

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