Correlation between pH and molar iron/ligand ratio during ciprofloxacin degradation by photo-Fenton process: Identification of the main transformation products

Júnior, Oswaldo Gomes; Silva, Valdislaine M.; Machado, Antônio Eduardo da Hora; Sirtori, Carla; Lemos, Camila R.; Freitas, Adriane Martins de; Trovó, Alam G.

doi:10.1016/j.jenvman.2018.02.041

Cited by 24 publications

(8 citation statements)

References 39 publications

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“…Controversial data about the antibiotic activity of the intermediates generated during CFC degradation have been reported in the literature. A reduction on antibacterial activity regarding the elimination of CFC was generally observed after photolytic, photocatalytic, electrochemical, and Fe(VI) oxidation. − In some cases, a negligible antibacterial potency of the TPs generated in those water treatments was reported . On the contrary, the bioactivity of the intermediates generated was sometimes detected after ozonation treatment, in line with the results obtained in this study in chlorination experiments.…”

Section: Resultssupporting

confidence: 87%

Effect-Based Identification of Hazardous Antibiotic Transformation Products after Water Chlorination

Jaén-Gil

Farré

Sànchez-Melsió

et al. 2020

Environ. Sci. Technol.

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Antibiotic transformation products (TPs) generated during water treatment can be considered of environmental concern, since they can retain part of the bioactivity of the parent compound. Effect-directed analysis (EDA) was applied for the identification of bioactive intermediates of azithromycin (AZI) and ciprofloxacin (CFC) after water chlorination. Fractionation of samples allowed the identification of bioactive intermediates by measuring the antibiotic activity and acute toxicity, combined with an automated suspect screening approach for chemical analysis.

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Section: Resultssupporting

confidence: 87%

Effect-Based Identification of Hazardous Antibiotic Transformation Products after Water Chlorination

Jaén-Gil

Farré

Sànchez-Melsió

et al. 2020

Environ. Sci. Technol.

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“…Although in typical AOPs, such as TiO 2 -photocatalysis and photo-Fenton, the primary •OH attacks are on the piperazyl ring of NOR (or CIP) [28,29], here we observed the rupture of carboxylic group. This difference could be associated to the nature of sonochemical process (having three differential degradation zones), which may favor other routes.…”

Section: Primary Antibiotics Transformation Removal Of the Antimicromentioning

confidence: 50%

Sonochemical degradation of antibiotics from representative classes-Considerations on structural effects, initial transformation products, antimicrobial activity and matrix

Serna-Galvis

Montoya-Rodríguez

Isaza-Pineda

et al. 2019

Ultrasonics Sonochemistry

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In this work, the sonochemical treatment (at 354 kHz and 88 W L) of six relevant antibiotics belonging to fluoroquinolones (ciprofloxacin and norfloxacin), penicillins (oxacillin and cloxacillin) and cephalosporins (cephalexin and cephadroxyl) classes was evaluated. Firstly, the ability of the process to eliminate them was tested, showing that sonodegradation of these antibiotics is strongly chemical structure-dependent. Thus, correlations among initial degradation rate of pollutants (Rd), solubility in water (Sw), water-octanol partition coefficient (Log P) and topological polar surface area (TPSA) were tested. Rd exhibited a good correlation with Log P (i.e., the hydrophobicity degree of antibiotics). The considered penicillins had the fastest elimination and from the constitutional analysis using Lemke method was clear that the functional groups arrangement on these antibiotics made them highly hydrophobics. The penicillins were degraded closer at cavitation bubble than the fluoroquinolones or cephalosporins. The investigation of degradation products showed that sonogenerated hydroxyl radical primary attacked the β-lactam ring of cloxacillin and cephalexin, whereas on norfloxacin induced a decarboxylation. On the other hand, the evolution of antimicrobial activity was also followed. It was evidenced the process capacity to remove antimicrobial activity from treated solutions, which was associated to the transformations of functional groups on antibiotics with important role for interaction with bacteria. Additionally, degradation of antibiotics having the highest (the most hydrophobic, i.e., cloxacillin) and lowest (the most hydrophilic, i.e., cephadroxyl) Rd, was performed in synthetic matrices (hospital wastewater and seawater). Ultrasound degraded both antibiotics; for cloxacillin in such waters higher eliminations than in distilled water were observed (probably due to a salting-out effect exerted by matrix components). Meanwhile, for cephadroxyl a moderate inhibition of degradation in hospital wastewater and seawater respect to distilled water was found, this was related to competition by hydroxyl radical of the other substances in the matrices. These results show the quite selectivity of high frequency ultrasound to eliminate antibiotics form different classes even in complex matrices.

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“…Based on current literature (Gomes Júnior et al 2018;Ahile et al 2020Ahile et al , 2021O'Dowd & Pillai 2020), authors propose two main factors to consider regarding the apparent absence of Fe(III)-sludge: firstly, the proportion of Fe in comparison with the other components (H 2 O 2 , dyes) and the treatment conditions (pH, temperature) were very adequate in order to promote the degradation of target contaminants. The reaction time was not as short as initially desirable, but the absence of sludge mitigates this effect.…”

Section: Complementary Evidences Of the Dyes Degradationmentioning

confidence: 99%

Ferroin in dyes degradation by Fenton-like process: a chemical waste recycling perspective

Nunes

Dantas

Fagnani

2021

Water Science and Technology

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Literature describes the formation of Fe (II)-phenanthroline complex (ferroin) as a stop way for Fenton processes, ceasing radicals yielding. Antagonistically, this study presents evidences that ferroin can be activated by UVA in mildly acidic media in photo-Fenton-like process. Because ferroin is the main waste from total iron determination in environmental samples, a recycling approach is suggested. Based on the best practices of waste management planning, an application of the proposed method for treating another chemical waste is presented. Titrimetric ammonia determination waste containing 2.67 mg L−1 methyl red azo dye and 1.33 mg L−1 methylene blue was degraded at the optimized experimental conditions: pH = 5.2–5.4; [H2O2] = 310 mg L−1; [Ferroin] = 1.4 mg L−1; temperature = 36 ± 1 °C; reaction time = 165 min under UV-A irradiation. Attenuation of most intense spectroscopic bands for the dyes achieved 94% (510 nm) and 96% (665 nm) for methyl red and methylene blue, respectively, with degradation of ferroin itself. The present work brings empirical evidence that is possible to recycling ferroin as photo-Fenton-like process catalyst, besides to determine the best conditions for providing less acidic treated effluents with negligible suspended solid concentration, better than obtained from classical photo-Fenton processes.

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Correlation between pH and molar iron/ligand ratio during ciprofloxacin degradation by photo-Fenton process: Identification of the main transformation products

Cited by 24 publications

References 39 publications

Effect-Based Identification of Hazardous Antibiotic Transformation Products after Water Chlorination

Effect-Based Identification of Hazardous Antibiotic Transformation Products after Water Chlorination

Sonochemical degradation of antibiotics from representative classes-Considerations on structural effects, initial transformation products, antimicrobial activity and matrix

Ferroin in dyes degradation by Fenton-like process: a chemical waste recycling perspective

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