Decomposition of drug mixture in Fenton and photo-Fenton processes: Comparison to singly treatment, evolution of inorganic ions and toxicity assay

Giri, Ardhendu Sekhar; Golder, Animes Kumar

doi:10.1016/j.chemosphere.2015.02.010

Cited by 52 publications

(10 citation statements)

References 35 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The Fenton reaction describes the oxidation of organic substrates in the presence of iron salts and H 2 O 2 (22). It has recently been described by Giri and Golder that metamizole can be degraded by a Fenton reaction (44). which is expressed in promyelocytes during the development of neutrophil granulocytes (31,32).…”

Section: Discussionmentioning

confidence: 99%

Non-immunological toxicological mechanisms of metamizole-associated neutropenia in HL60 cells

Rudin

Lanzilotto

Bachmann

et al. 2019

Biochemical Pharmacology

View full text Add to dashboard Cite

Metamizole is an analgesic and antipyretic, but can cause neutropenia and agranulocytosis. We investigated the toxicity of the metabolites N-methyl-4aminoantipyrine (MAA), 4-aminoantipyrine (AA), N-formyl-4-aminoantipyrine (FAA) and N-acetyl-4-aminoantipyrine (AAA) on neutrophil granulocytes and on HL60 cells (granulocyte precursor cell line). MAA, FAA, AA, and AAA (up to 100 µM) alone were not toxic for HL60 cells or granulocytes. In the presence of the myeloperoxidase substrate H 2 O 2 , MAA reduced cytotoxicity for HL60 cells at low (<50 µM), but increased cytotoxicity at 100 µM H 2 O 2. Neutrophil granulocytes were resistant to H 2 O 2 and MAA. Fe 2+ and Fe 3+ were not toxic to HL60 cells, irrespective of the presence of H 2 O 2 and MAA. Similarly, MAA did not increase the toxicity of lactoferrin, hemoglobin or methemoglobin for HL60 cells. Hemin (hemoglobin degradation product containing a porphyrin ring and Fe 3+) was toxic on HL60 cells and cytotoxicity was increased by MAA. EDTA, N-acetylcystein and glutathione prevented the toxicity of hemin and hemin/MAA. The absorption spectrum of hemin changed concentrationdependently after addition of MAA, suggesting an interaction between Fe 3+ and MAA. NMR revealed the formation of a stable MAA reaction product with a reaction pathway involving the formation of an electrophilic intermediate. In conclusion, MAA, the principle metabolite of metamizole, increased cytotoxicity of hemin by a reaction involving the formation of an electrophilic metabolite. Accordingly, cytotoxicity of MAA/hemin could be prevented by the iron chelator EDTA and by the electron donors NAC and glutathione. Situations with increased production of hemin may represent a risk factor for metamizole-associated granulocytopenia.

show abstract

Section: Discussionmentioning

confidence: 99%

Non-immunological toxicological mechanisms of metamizole-associated neutropenia in HL60 cells

Rudin

Lanzilotto

Bachmann

et al. 2019

Biochemical Pharmacology

View full text Add to dashboard Cite

show abstract

“…(1) and (2)) resulting in the reduction of its availability. Apart from this, Cl -ion has a strong affinity to coordinate with ferric ion forming a less reactive hexachloro-ferrate (FeCl 6 3-) complex [29] which in turns could suppress…”

Section: /H 2 O 2 Molar Ratiomentioning

confidence: 99%

Studies on pH-dependent color variation and decomposition mechanism of Brilliant Green dye in Fenton reaction

et al. 2015

Self Cite

View full text Add to dashboard Cite

Degradation of Brilliant Green (BG) dye has been studied using Fenton reagent in the dark environment. The intensity of dye color was pH dependent with maximum absorbance at pH 6. N-de-alkylation caused dye decomposition which resulted in the reduction of absorbance. The rate of BG dye decolorization increased with an increase in the H 2 O 2 and Fe 2? concentration. The presence of background ions commonly found in an industrial dyeing wastewater suppressed the efficiency of color, COD and TOC removal within 9 %. There was about 2.9-fold increase in biodegradability index after 30 min of reaction. The proposed mechanism showed the routes of dye degradation with low errors (-0.88 to 0.49 g mol -1 ) with respect to the exact mass. Dye degradation began with Nde-ethylation, and later was further cleaved to aromaticamine, -acid, -alcohol and -additive products. Hydroquinone was originated by hydroxylation of N,N-diethyl aniline. An equilibrium cycle among quinone, hydroquinone and Fe(III)-hydroquinone was exhibited through the formation of charge transfer complex.

show abstract

“…• ) is feasible as well. Note that the compounds with m/z 164, 220, 235, 236 and 260 have been previously reported using photodegradation, ozonation, Fenton and photo-Fenton for 4-AA treatment (Pérez-Estrada et al, 2007;Gómez et al, 2008;Giri and Golder, 2015;Miao et al, 2015aMiao et al, , 2015b.…”

Section: Detection Of Primary Intermediates and Proposed Initial Reaction Pathwaymentioning

confidence: 80%

Degradation of 4-aminoantipyrine by electro-oxidation with a boron-doped diamond anode: Optimization by central composite design, oxidation products and toxicity

Silva

Gozzi

Sirés

et al. 2018

Science of The Total Environment

View full text Add to dashboard Cite

Electro-oxidation with electrogenerated HO (EO-HO) was applied to treat acidic aqueous solutions of 4-aminoantipyrine (4-AA), a persistent drug metabolite of dipyrone, in sulfate medium. Trials were made using a boron-doped diamond anode in the presence of HO electrogenerated on site. A 2 central composite design (CCD) was employed to evaluate the effect of four independent variables, namely current density (j), pH, 4-AA concentration and electrolysis time, on the percentages of degradation and mineralization, as well as on mineralization current efficiency (MCE). Predicted responses agreed with observed values, showing linear trendlines with good R and R values. The degradation was optimum at j=77.5mAcm, pH3.5 and 62.5mgL 4-AA, leading to 63% and 99% removal after 3 and 7min, respectively. For those solutions, the largest mineralization was found at j=77.5mAcm, attaining 45% abatement at 175min. Low MCE values were obtained in all electrolyses. An initial route for 4-AA degradation is proposed based on one dimer and eleven aromatic and aliphatic intermediates detected in the treated solutions at pH3.5 by LC-MS. The initial 62.5mgL solution at pH3.5 presented acute toxicity on Artemia salina larvae, with LC=13.6mgL, being substantially reduced after 3 and 7min of EO-HO at j=77.5mAcm due to the formation of less toxic derivatives.

show abstract

Decomposition of drug mixture in Fenton and photo-Fenton processes: Comparison to singly treatment, evolution of inorganic ions and toxicity assay

Cited by 52 publications

References 35 publications

Non-immunological toxicological mechanisms of metamizole-associated neutropenia in HL60 cells

Non-immunological toxicological mechanisms of metamizole-associated neutropenia in HL60 cells

Studies on pH-dependent color variation and decomposition mechanism of Brilliant Green dye in Fenton reaction

Degradation of 4-aminoantipyrine by electro-oxidation with a boron-doped diamond anode: Optimization by central composite design, oxidation products and toxicity

Contact Info

Product

Resources

About