Photolysis of sulfamethoxypyridazine in various aqueous media: Aerobic biodegradation and identification of photoproducts by LC-UV–MS/MS

Khaleel, Nareman Dahshan Henedaq; Mahmoud, Waleed M. M.; Hadad, Ghada M.; Salam, Randa A. Abdel; Kümmerer, Klaus

doi:10.1016/j.jhazmat.2012.10.059

Cited by 40 publications

(19 citation statements)

References 34 publications

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“…The excretion from human and animals has caused their ubiquitous detection in surface water with relatively high concentrations (Lindsey et al, 2001;Xu et al, 2007). In surface waters photochemical degradation was reported as one of the major removal pathways for SAs (Khaleel et al, 2012;Boreen et al, 2005;Guerard et al, 2009;Kim and Tanaka, 2009). SAs usually contain five-or six-membered heterocyclic groups which make them easily absorb light and undergo direct photodegradation under UV-vis irradiation (Boreen et al, 2004;Trovó et al, 2009).…”

Section: Introductionmentioning

confidence: 99%

Photodegradation of sulfapyridine under simulated sunlight irradiation: Kinetics, mechanism and toxicity evolvement

Hao

Guo

et al. 2014

Chemosphere

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h i g h l i g h t sSulfapyridine was effectively photodegraded under UV-vis irradiation. Factors affecting the photodegradation process were investigated. Degradation intermediates were identified and possible pathway was proposed. Bioassay test showed reaction products were much more toxic than parent compound. a r t i c l e i n f o t r a c tIn this study, the photoinduced degradation of sulfapyridine (SPY) was investigated under simulated light irradiation (k > 200 nm). The effect of pH and main water constituents including nitrate ion, bicarbonate, dissolved organic matter (DOM) and iron(III) on the photodegradation was explored. SPY was effectively removed in aqueous solution at pH 8 under UV-vis irradiation, with removal efficiency of 100% within 120 min. DOM and iron(III) had retarding influence on the SPY removal, whereas nitrate ion and bicarbonate did not show any obvious effect. Under UV-vis irradiation, the formation of singlet oxygen ( 1 O 2 ) accelerated the SPY photodegradation and the contribution of indirect photolysis due to reaction with 1 O 2 was up to 42%. The transformation products of SPY were identified by HPLC-MS and the possible photoreaction pathways were proposed. It showed that photoinduced hydrolysis, photo-oxidation via 1 O 2 and desulfonation were the main degradation ways for SPY decomposition. Toxicity assays by Vibrio fischeri proved that the transformation products were more toxic than the parent compound.

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Section: Introductionmentioning

confidence: 99%

Photodegradation of sulfapyridine under simulated sunlight irradiation: Kinetics, mechanism and toxicity evolvement

Hao

Guo

et al. 2014

Chemosphere

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“…When pH decreases, the amount of protonated DMI increases, and this can lead to variations in the degradation rates. Another explanation of this slowdown could be the presence of newly formed PTPs after 16 min, which might absorb radiation and hence decrease the photolysis rate (Khaleel et al, 2013;Rastogi et al, 2014). Supplementary Fig.…”

Section: Effect Of Phmentioning

confidence: 99%

“…Transformations may also happen in technical treatment processes such as water disinfection by UV and other advanced oxidation processes used in STP effluent treatment and in drinking water (Arnold and McNeill, 2007;Khaleel et al, 2013;Santiago-Morales et al, 2014). These biotic and/or abiotic transformations can contribute to DMI degradation and elimination from the aquatic environment.…”

Section: Introductionmentioning

confidence: 99%

UV-photodegradation of desipramine: Impact of concentration, pH and temperature on formation of products including their biodegradability and toxicity

Khaleel

Olsson

Kümmerer

2016

Science of The Total Environment

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“…Sulfamethazine and SMP are amphoteric polar substances that are readily soluble in water (1.5 and 3.3 g·L −1 , respectively). Therefore, they possess high migration ability in environmental water matrices . Sulfonamides were detected in surface water and groundwater at concentration levels ranged from 10 −9 to 10 −6 g·L −1 .…”

Section: Introductionmentioning

confidence: 99%

Aqueous chlorination of sulfamethazine and sulfamethoxypyridazine: Kinetics and transformation products identification

et al. 2018

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Sulfonamides (SNs) are synthetic antimicrobial agents. These substances are continually introduced into the environment, and they may spread and maintain bacterial resistance in the different compartments. The chlorination of 2 SNs, namely, sulfamethazine (SMT) and sulfamethoxypyridazine (SMP), was investigated to study their reactivity with chlorine at typical concentrations for water treatment conditions. Experiments conducted in purified water show an acceleration of SMT and SMP degradation of a factor 1.5 by comparison to drinking water matrix. This difference is due to pH variation and competitive reactions between SNs and mineral and organic compounds, with chlorine in drinking water. In the presence of an excess of chlorine (6.7 μmol·L ) in ultrapure water at pH 7.2, second-order degradation rate constants were equal to 4.5 × 10 M ·s and 5.2 × 10 M ·s for SMT and SMP, respectively. The structures of transformation products were investigated by liquid chromatography tandem mass spectrometry analyses with equimolar concentrations between chlorine and SNs. SO elimination, cyclization, and electrophilic substitutions were the main pathways of by-products formation. Moreover, the toxicity of the proposed structures was predicted by using toxicity estimation software tool program. The results indicated that most by-products may present developmental toxicity.

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Photolysis of sulfamethoxypyridazine in various aqueous media: Aerobic biodegradation and identification of photoproducts by LC-UV–MS/MS

Cited by 40 publications

References 34 publications

Photodegradation of sulfapyridine under simulated sunlight irradiation: Kinetics, mechanism and toxicity evolvement

Photodegradation of sulfapyridine under simulated sunlight irradiation: Kinetics, mechanism and toxicity evolvement

UV-photodegradation of desipramine: Impact of concentration, pH and temperature on formation of products including their biodegradability and toxicity

Aqueous chlorination of sulfamethazine and sulfamethoxypyridazine: Kinetics and transformation products identification

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