Metabolism of non-steroidal anti-inflammatory drugs by non-target wild-living organisms

Mulkiewicz, Ewa; Wolecki, Daniel; Świacka, Klaudia; Kumirska, Jolanta; Stepnowski, Piotr; Caban, Magda

doi:10.1016/j.scitotenv.2021.148251

Cited by 33 publications

(6 citation statements)

References 155 publications

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“…Pharmaceutical substances, including KTP, have the potential to exert their effects on living organisms even at low concentrations. They can permeate biological membranes, accumulate within organisms, and induce ecotoxicological effects ( OECD, 2019 ; Rogowska et al, 2020 ; Mulkiewicz et al, 2021 ). Ecotoxicity refers to the ability of a substance or physical agent to cause adverse effects on both the environment and organisms, including animals, microbes, and plants.…”

Section: Ecotoxic Effects Of Ketoprofenmentioning

confidence: 99%

Ketoprofen as an emerging contaminant: occurrence, ecotoxicity and (bio)removal

Tyumina,

Subbotina,

Polygalov

et al. 2023

Front. Microbiol.

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Ketoprofen, a bicyclic non-steroidal anti-inflammatory drug commonly used in human and veterinary medicine, has recently been cited as an environmental contaminant that raises concerns for ecological well-being. It poses a growing threat due to its racemic mixture, enantiomers, and transformation products, which have ecotoxicological effects on various organisms, including invertebrates, vertebrates, plants, and microorganisms. Furthermore, ketoprofen is bioaccumulated and biomagnified throughout the food chain, threatening the ecosystem function. Surprisingly, despite these concerns, ketoprofen is not currently considered a priority substance. While targeted eco-pharmacovigilance for ketoprofen has been proposed, data on ketoprofen as a pharmaceutical contaminant are limited and incomplete. This review aims to provide a comprehensive summary of the most recent findings (from 2017 to March 2023) regarding the global distribution of ketoprofen in the environment, its ecotoxicity towards aquatic animals and plants, and available removal methods. Special emphasis is placed on understanding how ketoprofen affects microorganisms that play a pivotal role in Earth’s ecosystems. The review broadly covers various approaches to ketoprofen biodegradation, including whole-cell fungal and bacterial systems as well as enzyme biocatalysts. Additionally, it explores the potential of adsorption by algae and phytoremediation for removing ketoprofen. This review will be of interest to a wide range of readers, including ecologists, microbiologists, policymakers, and those concerned about pharmaceutical pollution.

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Section: Ecotoxic Effects Of Ketoprofenmentioning

confidence: 99%

Ketoprofen as an emerging contaminant: occurrence, ecotoxicity and (bio)removal

Tyumina,

Subbotina,

Polygalov

et al. 2023

Front. Microbiol.

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“…The discovery of terpenoid pheromones in species from North and South America belonging to the acanthocinini and acanthurini tribes, which are made up of certain enantiomers of related substances in nonracemic ratios, as well as the structurally related molecule certain 6-methylhept-5-en-2-one (sulcatone), nonracemic ratios of their enantiomers, 6,10-dimethyl-5,9- undecadien-2-ol (fuscumol), its acetate ester, 6-methylhept-5-en-2-ol may also be present in 6-methylhept-5-en-2-one (sulcatol), and 6,10-dimethyl-5,9- undecadien-2-yl acetate (fuscumol acetate) as shown in ( Figure 1 ). Chemical pesticides are the primary methods used to decrease vector mosquito populations ( Major et al, 2022 ), despite their limited availability due to environmental harm and non-target creatures ( Mulkiewicz et al, 2021 ). The utilisation of chemical insecticides presents greater difficulties and a variety of possible environmental issues, including their widespread emergence and their resistance to and interference with organic biological regulation mechanisms ( Reyes-Calderón et al, 2022 ).…”

Section: Introductionmentioning

confidence: 99%

Mushroom tyrosinase enzyme catalysis: synthesis of larvicidal active geranylacetone derivatives against Culex quinquesfasciatus and molecular docking studies

Mullaivendhan,

Ahamed,

Arif

et al. 2024

Front. Chem.

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The grindstone process, which uses tyrosinase as a catalyst, was used to create analogues of geranylacetone. Tyrosinase was used to prepare the Mannich base under favourable reaction conditions, resulting in a high yield. All synthesized compounds were characterized using FTIR, Nuclear magnetic resonance, and mass spectral analyses. The active geranylacetone derivatives (1a-l) were investigated for larvicidal activity against Culex quinquefasciatus; compound 1b (LD50:20.7 μg/mL) was noticeably more effective than geranylacetone (LD50: >100 μg/mL) and permethrin (LD50: 24.4 μg/mL) lead compounds because of their ability to kill larvae and use them as pesticides. All compounds (1a-1l) were found to be low toxic, whereas compounds 1b, 1d, and 1k were screened for antifeedant screening of non -aquatic target for the toxicity measurement against marine fish Oreochromis mossambicus at 100 μg/mL caused 0% mortality in within 24 h. Molecular docking studies of synthesised compound 1b and permethrin docked with 3OGN, compound 1b demonstrated a greater binding affinity (−9.6 kcal/mol) compared to permethrin (−10.5 kcal/mol). According to these results, the newly synthesised geranylacetone derivatives can serve as lead molecules of larvicides agents.

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“…Of particular concern is the continuous introduction of active pharmaceutical ingredients (APIs) into ecosystems. Due to their biological activity and stable chemical structure, APIs have adverse effects on non-target organisms and pose a significant threat to the delicate balance of aquatic and terrestrial environments ( Mulkiewicz et al, 2021 ; Wilkinson et al, 2022 ).…”

Section: Introductionmentioning

confidence: 99%

“…Among the various APIs detected in environmental samples, nonsteroidal anti-inflammatory drugs (NSAIDs) have garnered considerable attention owing to their widespread use and persistence ( Richards et al, 2011 ; Domaradzka et al, 2015 ; Izadi et al, 2020 ; Mejía-García et al, 2020 ; Parolini, 2020 ; Herzig et al, 2021 ; Mulkiewicz et al, 2021 ; Petrie and Camacho-Muñoz, 2021 ; Rastogi et al, 2021 ; Wojcieszyńska et al, 2022 ). Specifically, diclofenac (DCF) and ibuprofen (IBP), which consistently rank among the most frequently detected pharmaceuticals in environmental matrices, have drawn considerable interest.…”

Section: Introductionmentioning

confidence: 99%

Phenotypic and metabolic adaptations of Rhodococcus cerastii strain IEGM 1243 to separate and combined effects of diclofenac and ibuprofen

Tyumina,

Bazhutin,

Kostrikina

et al. 2023

Front. Microbiol.

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IntroductionThe increasing use of non-steroidal anti-inflammatory drugs (NSAIDs) has raised concerns regarding their environmental impact. To address this, understanding the effects of NSAIDs on bacteria is crucial for bioremediation efforts in pharmaceutical-contaminated environments. The primary challenge in breaking down persistent compounds lies not in the biochemical pathways but in capacity of bacteria to surmount stressors.MethodsIn this study, we examined the biodegradative activity, morphological and physiological changes, and ultrastructural adaptations of Rhodococcus cerastii strain IEGM 1243 when exposed to ibuprofen, diclofenac, and their mixture.Results and DiscussionOur findings revealed that R. cerastii IEGM 1243 exhibited moderate biodegradative activity towards the tested NSAIDs. Cellular respiration assay showed higher metabolic activity in the presence of NSAIDs, indicating their influence on bacterial metabolism. Furthermore, catalase activity in R. cerastii IEGM 1243 exposed to NSAIDs showed an initial decrease followed by fluctuations, with the most significant changes observed in the presence of DCF and the NSAID mixture, likely influenced by bacterial growth phases, active NSAID degradation, and the formation of multicellular aggregates, suggesting potential intercellular synergy and task distribution within the bacterial community. Morphometric analysis demonstrated alterations in size, shape, and surface roughness of cells exposed to NSAIDs, with a decrease in surface area and volume, and an increase in surface area-to-volume ratio (SA/V). Moreover, for the first time, transmission electron microscopy confirmed the presence of lipid inclusions, polyphosphates, and intracellular membrane-like structures in the ibuprofen-treated cells.ConclusionThese results provide valuable insights into the adaptive responses of R. cerastii IEGM 1243 to NSAIDs, shedding light on the possible interaction between bacteria and pharmaceutical compounds in the environment.

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Metabolism of non-steroidal anti-inflammatory drugs by non-target wild-living organisms

Cited by 33 publications

References 155 publications

Ketoprofen as an emerging contaminant: occurrence, ecotoxicity and (bio)removal

Ketoprofen as an emerging contaminant: occurrence, ecotoxicity and (bio)removal

Mushroom tyrosinase enzyme catalysis: synthesis of larvicidal active geranylacetone derivatives against Culex quinquesfasciatus and molecular docking studies

Phenotypic and metabolic adaptations of Rhodococcus cerastii strain IEGM 1243 to separate and combined effects of diclofenac and ibuprofen

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