ArticleScientific reports2017
Enantioselective transformation of fluoxetine in water and its ecotoxicological relevance.
Article in Scientific reports, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 61 citations in OpenAlex.
- Seasonality of respiratory, enteric, and urinary viruses revealed by wastewater genomic surveillance.mSphere · 2024Article
- Toxicokinetics of the Antidepressant Fluoxetine and Its Active Metabolite Norfluoxetine inEnvironmental science & technology · 2024Article
- Understanding the differential impacts of two antidepressants on locomotion of freshwater snails (Lymnaea stagnalis).Environmental science and pollution research international · 2024Article
- Medicines as an emergent contaminant: the review of microbial biodegration potential.Folia microbiologica · 2022Review
- Investigation of genotoxicity, mutagenicity, and cytotoxicity in erythrocytes of Nile tilapia (Toxicology reports · 2022Article
- Identification of biomarkers in wastewater-based epidemiology: Main approaches and analytical methods.Trends in analytical chemistry : TRAC · 2021Review
- A review of combined sewer overflows as a source of wastewater-derived emerging contaminants in the environment and their management.Environmental science and pollution research international · 2021Review
- Article
- Stereoselective Bacterial Metabolism of Antibiotics in Environmental Bacteria - A Novel Biochemical Workflow.Frontiers in microbiology · 2021Article
- Bacterial Diversity Controls Transformation of Wastewater-Derived Organic Contaminants in River-Simulating Flumes.Environmental science & technology · 2020Article
- Sub-lethal effects induced by a mixture of different pharmaceutical drugs in predicted environmentally relevant concentrations on Lithobates catesbeianus (Shaw, 1802) (Anura, ranidae) tadpoles.Environmental science and pollution research international · 2019Article
- Norfluoxetine Prevents Degeneration of Dopamine Neurons by Inhibiting Microglia-Derived Oxidative Stress in an MPTP Mouse Model of Parkinson's Disease.Mediators of inflammation · 2018Article
Corrections and comments
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Authors and funding
7 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
European legislation focusing on water quality is expected to broaden to encompass several pharmaceuticals as priority hazardous substances. This manuscript aims to challenge current regulatory approaches that do not recognize stereochemistry of chiral pharmaceuticals by testing the hypothesis that environmental transformation and effects of chiral pharmaceuticals are stereoselective. Our experiments revealed that, while degradation of chiral fluoxetine (FL) in river water occurs via non-enantioselective photochemical and mildly-enantioselective microbial processes favoring the (R)-enantiomer, a pronounced enantioselectivity favoring (S)-FL (leading to the formation of (S)-NFL (norfluoxetine)) is observed during activated sludge treatment. Toxicity tests proved strong enantiomer-specific toxicity in the case of Tetrahymena thermophila, protozoa that are utilized during activated sludge treatment ((R)-FL is 30× more toxic than (S)-FL; (S)-NFL is 10× more toxic than (S)-FL). This is of paramount importance as preferential degradation of (S)-FL in activated sludge microcosms leads to the enrichment of FL with 30× more toxic (R)-FL and formation of 10× more toxic (S)-NFL. It is commonly assumed that a decreased concentration of FL leads to decreased biological impact. Our study proves that despite the overall decrease in FL concentration, accumulation of toxic (R)-FL and formation of toxic (S)-NFL leads to much higher than presumed toxicological effects.
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