Sorption, photodegradation, and chemical transformation of naproxen and ibuprofen in soils and water

Vulava, Vijay M.; Cory, Wendy; Murphey, Virginia; Ulmer, Candice Z.

doi:10.1016/j.scitotenv.2016.05.132

Cited by 65 publications

(31 citation statements)

References 58 publications

(75 reference statements)

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“…However, for NAP-PT2, SRFA and SRHA had a negligible effect at 10 mg/L (SRFA t 1/2 = 15 h, SRHA t 1/2 = 15 h) but a more noticeable effect at 25 mg/L (SRFA t 1/2 = 26 h, SRHA t 1/2 = 20 h). Compared to the half-life of naproxen (t 1/2 = 0.7 h [5 μg/L, pH 7.0]; Vulava et al 2016), the observed phototransformation half-lives, across these conditions, were approximately 20 times longer for NAP-PT1 and 20 to 40 times longer for NAP-PT2.…”

Section: Photochemistry Of Naproxen and Its Phototransformation Productsmentioning

confidence: 88%

Naproxen and Its Phototransformation Products: Persistence and Ecotoxicity to Toad Tadpoles (Anaxyrus terrestris), Individually and in Mixtures

Cory

Welch

Ramirez

et al. 2019

Enviro Toxic and Chemistry

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Although pharmaceutical pollution is a global environmental concern, much remains unknown about the transformation of pharmaceuticals in the wild and their effects on wildlife. In the environment, pharmaceuticals typically transform to some extent into different, structurally related compounds. Pharmaceutical transformation products resulting from exposure to sunlight (i.e., ultraviolet radiation) in surface waters are of particular concern; these products can be more hydrophobic, persistent, and toxic than their parent compounds. In the present study, naproxen, a widely used nonsteroidal anti‐inflammatory drug, and its phototransformation products were studied to assess the overall persistence and photochemical fate of naproxen. Southern toad (Anaxyrus terrestris) larvae were used as model aquatic vertebrates to evaluate the acute toxicity of naproxen and its phototransformation products singly and in mixtures. The phototransformation products were observed to be more persistent and more toxic than naproxen itself. The slower phototransformation of the phototransformation products relative to naproxen suggests a greater potential to accumulate in the environment, particularly when naproxen is continually released. Mixtures of naproxen and its phototransformation products, in ratios observed during phototransformation, were more toxic than naproxen alone, as predicted by the model of concentration addition and the greater toxicity of the phototransformation products. Together, these results indicate that the ecological risk of naproxen may be underestimated by considering environmental levels of naproxen alone. Environ Toxicol Chem 2019;38:2008–2019. © 2019 SETAC.

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Section: Photochemistry Of Naproxen and Its Phototransformation Productsmentioning

confidence: 88%

Naproxen and Its Phototransformation Products: Persistence and Ecotoxicity to Toad Tadpoles (Anaxyrus terrestris), Individually and in Mixtures

Cory

Welch

Ramirez

et al. 2019

Enviro Toxic and Chemistry

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“…The concentration of naproxen in the environment depends on its physicochemical properties such as solubility and chemical stability as well as environmental properties, while its mobility in the environment correlates to chemical properties such as the dissociation constant and the value of the octanolwater partition coefficient (logK ow ) (Kim and Zoh 2016;Sibeko et al 2019). The value of this coefficient for naproxen (3.2) indicates that this compound is hydrophobic (Vulava et al 2016).…”

Section: Occurrence Of Naproxen In the Environmentmentioning

confidence: 99%

Naproxen in the environment: its occurrence, toxicity to nontarget organisms and biodegradation

Wojcieszyńska

Guzik

2020

Appl Microbiol Biotechnol

112

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This article summarizes the current knowledge about the presence of naproxen in the environment, its toxicity to nontarget organisms and the microbial degradation of this drug. Currently, naproxen has been detected in all types of water, including drinking water and groundwater. The concentrations that have been observed ranged from ng/L to μg/L. These concentrations, although low, may have a negative effect of long-term exposure on nontarget organisms, especially when naproxen is mixed with other drugs. The biological decomposition of naproxen is performed by fungi, algae and bacteria, but the only well-described pathway for its complete degradation is the degradation of naproxen by Bacillus thuringiensis B1(2015b). The key intermediates that appear during the degradation of naproxen by this strain are O-desmethylnaproxen and salicylate. This latter is then cleaved by 1,2-salicylate dioxygenase or is hydroxylated to gentisate or catechol. These intermediates can be cleaved by the appropriate dioxygenases, and the resulting products are incorporated into the central metabolism. Key points •High consumption of naproxen is reflected in its presence in the environment. •Prolonged exposure of nontargeted organisms to naproxen can cause adverse effects. •Naproxen biodegradation occurs mainly through desmethylnaproxen as a key intermediate.

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“…This stock solution was diluted to obtain solutions at five initial concentrations of ibuprofen (~1.0, 5.0, 10.0, 15.0, and 20.0 mg/l). Initial ibuprofen concentrations for sorption experiments in this study fall within the concentration range commonly applied in other studies (Estevez et al 2014;Vulava et al 2016).…”

Section: Methodsmentioning

confidence: 68%

“…The stock solution of ibuprofen (~20.0 mg/l) was prepared in 0.01 mol/l CaCl 2 and 100 mg/l NaN 3 aqueous solution. Sodium azide was used to prevent microbial degradation of ibuprofen in sorption-desorption experiments of this study although Vulava et al (2016) demonstrated that ibuprofen was not degraded during a 7-day sorption experiment. This stock solution was diluted to obtain solutions at five initial concentrations of ibuprofen (~1.0, 5.0, 10.0, 15.0, and 20.0 mg/l).…”

Section: Methodsmentioning

confidence: 96%

Effect of temperature and soil pH on the sorption of ibuprofen in agricultural soil

Hiller¹,

Šebesta²

2017

Soil Water Res.

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Hiller E., Šebesta M. (2017): Effect of temperature and soil pH on the sorption of ibuprofen in agricultural soil. Soil & Water Res., 12: 78−85.Besides many natural factors, soil pH and temperature can have significant effects on the sorption of pharmaceuticals in soils. This is the first study, which aimed to evaluate the effect of soil pH and temperature on the sorption of ibuprofen in soil. Sorption-desorption experiments at 20°C indicated weak retention of ibuprofen in the soil. Sorption of ibuprofen in the soil was affected by both temperature and pH with the latter showing much greater effect. The extent of ibuprofen sorption increased with decreasing pH mainly due to the change of ibuprofen speciation from negatively charged ions at high pH to the neutral form at low pH. At pH 4, the distribution coefficient K d was 1.30 l/kg, whereas at pH 8, it was only 0.42 l/kg. When temperature increased, the sorption of ibuprofen decreased, showing that its sorption was exothermic.

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Sorption, photodegradation, and chemical transformation of naproxen and ibuprofen in soils and water

Cited by 65 publications

References 58 publications

Naproxen and Its Phototransformation Products: Persistence and Ecotoxicity to Toad Tadpoles (Anaxyrus terrestris), Individually and in Mixtures

Naproxen and Its Phototransformation Products: Persistence and Ecotoxicity to Toad Tadpoles (Anaxyrus terrestris), Individually and in Mixtures

Naproxen in the environment: its occurrence, toxicity to nontarget organisms and biodegradation

Effect of temperature and soil pH on the sorption of ibuprofen in agricultural soil

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