Estrogenic activity of UV filters determined by an in vitro reporter gene assay and an in vivo transgenic zebrafish assay

Schreurs, Richard; Lanser, Peter H.; Seinen, Willem; Burg, Bart van der

doi:10.1007/s00204-002-0348-4

Cited by 165 publications

(92 citation statements)

References 20 publications

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“…This is the first demonstration that sandalwood-derived odorants act as ER-specific agonists. Estrogenic activity has so far only been reported for a distinct class of odorants: the polycyclic musks (56). We also confirmed the estrogenic activity of the odorant molecules by measuring their proliferative effect on the division of MCF7 human breast cancer cells (19).…”

Section: Resultssupporting

confidence: 71%

Dual Activities of Odorants on Olfactory and Nuclear Hormone Receptors

Pick

Etter

Baud

et al. 2009

Journal of Biological Chemistry

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We have screened an odorant compound library and discovered molecules acting as chemical signals that specifically activate both G-protein-coupled olfactory receptors (ORs) on the cell surface of olfactory sensory neurons and the human nuclear estrogen receptor ␣ (ER) involved in transcriptional regulation of cellular differentiation and proliferation in a wide variety of tissues. Hence, these apparent dual active odorants induce distinct signal transduction pathways at different subcellular localizations, which affect both neuronal signaling, resulting in odor perception, and the ER-dependent transcriptional control of specific genes. We demonstrate these effects using fluorescence-based in vitro and cellular assays. Among these odorants, we have identified synthetic sandalwood compounds, an important class of molecules used in the fragrance industry. For one estrogenic odorant we have also identified the cognate OR. This prompted us to compare basic molecular recognition principles of odorants on the two structurally and apparent functionally non-related receptors using computational modeling in combination with functional assays. Faced with the increasing evidence that ORs may perform chemosensory functions in a number of tissues outside of the nasal olfactory epithelium, the unraveling of these molecular ligand-receptor interaction principles is of critical importance. In addition the evidence that certain olfactory sensory neurons naturally co-express ORs and ERs may provide a direct functional link between the olfactory and hormonal systems in humans. Our results are therefore useful for defining the structural and functional characteristics of ER-specific odorants and the role of odorant molecules in cellular processes other than olfaction.Our nose detects a large variety of odorant signals relying on about 350 different predicted G-protein-coupled olfactory receptors (ORs) 3 with a conserved seven-transmembrane helical structure (1-3). By binding odorant molecules ORs modulate the conversion of chemical into electrical neuronal signals that are finally decoded in higher brain regions to trigger emotional and behavioral responses (4 -6). Odorants are generally small, hydrophobic organic molecules with highly variable chemical structures and properties (7). They easily pass cell membranes, and, due to their enormous chemical diversity, some of them might, apart from their "conventional" role in olfaction, trigger also yet unknown cellular processes. The role of specific ORs in sperm chemotaxis has been documented (8,9), and the widespread ectopic expression of OR genes in a large number of non-olfactory human tissues implicates additional, unproven functions of ORs in embryonic development and cell-cell recognition (10), and proliferation rates in prostate cancer cells (11). Recent findings indicate that ORs might also have chemosensory functions in kidney (12). Although most present efforts concentrate on matching odorants with their cognate ORs to define their molecular receptive ranges and receptor fu...

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Section: Resultssupporting

confidence: 71%

Dual Activities of Odorants on Olfactory and Nuclear Hormone Receptors

Pick

Etter

Baud

et al. 2009

Journal of Biological Chemistry

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“…These effects have already been systematically described by Díaz-Cruz and Barceló (2009) and they include estrogenic activities in vitro , maximum effects on cell proliferation by EMC, ODP, 4-MBC and HMS (Ciszmas et al, 2008), induction of transcriptional activation of human estrogenic receptor α (hERα) and β (hERβ) by BP3, BMDM, EMC, ODP, 4-MBC and HMS (Schreurs et al, 2002).…”

Section: Toxicity and Legislationmentioning

confidence: 93%

Advances in analytical methods and occurrence of organic UV-filters in the environment — A review

Ramos

Homem

Alves

et al. 2015

Science of The Total Environment

263

110

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UV-filters are a group of compounds designed mainly to protect skin against UVA and UVB radiation, but they are also included in plastics, furniture, etc., to protect products from light damage. Their massive use in sunscreens for skin protection has been increasing due to the awareness of the chronic and acute effects of UV radiation. Some organic UV-filters have raised significant concerns in the past few years for their continuous usage, persistent input and potential threat to ecological environment and human health. UV-filters end up is wastewater and because wastewater treatment plants are not efficient in removing them, lipophilic compounds tend to sorb onto sludge and hydrophilics end up in river water, contaminating the existing biota. To better understand the risk associated with UV-filters in the environment a thorough review regarding their physicochemical properties, toxicity and environmental degradation, analytical methods and their occurrence was conducted.Higher UV-filter concentrations were found in rivers, reaching 0.3 mg/L for the most studied family, the benzophenone derivatives. Concentrations in the ng to µg/L range were also detected for the paminobenzoic acid, cinnamate, crylene and benzoyl methane derivatives in lake and sea water.Although at lower levels (few ng/L), UV-filters were also found in tap and groundwater. Swimming pool water is also a sink for UV-filters and its chlorine by-products, at the µg/L range, highlighting the benzophenone and benzimidazole derivatives. Soils and sediments are not frequently studied, but concentrations in the µg/L range have already been found especially for the benzophenone and crylene derivatives. Aquatic biota is frequently studied and UV-filters are found in the ng/g-dw range with higher values for fish and mussels. It has been concluded that more information regarding UVfilter degradation studies both in water and sediments is necessary and environmental occurrences should be monitored more frequently and deeply. SEHSDT -sequential extraction with high-speed dispersion tool; SLE -solid-liquid extraction; SPEsolid-phase extraction; SPF -sun protection factor; SPLE -selective pressurized liquid extraction;SPMDs -semipermeable membrane devices; SPME -solid phase microextraction; TD -thermal desorption; TCE -tetrachloroethylene; THF -tetrahydrofuran; Tl -toluene; UPLC -ultraperformance liquid chromatography; USE -ultrasound extraction; UV -ultraviolet; WTP -water treatment plant; WWTP -wastewater treatment plant 4

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“…Ultraviolet (UV) filters have been used in consumer sunscreen products in amounts up to 10% and also in many other personal care products including skin creams, cosmetics, hair sprays, body lotions, hair dyes, and shampoos [1]. The consumption of UV filters is increasing because of the growing awareness of hazards posed by UV radiation and recommendations for prevention of skin cancer.…”

Section: Introductionmentioning

confidence: 99%

Biodegradation of the ultraviolet filter benzophenone‐3 under different redox conditions

Liu

Ying

Shareef

et al. 2011

Enviro Toxic and Chemistry

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Abstract-Biodegradation of the ultraviolet (UV) filter benzophenone-3 (BP-3) was investigated in the laboratory to understand its behavior and fate under oxic and anoxic (nitrate, sulfate, and Fe [III]-reducing) conditions. Biodegradation experiments were conducted in microcosms with 10% of activated sludge and digested sludge under oxic and anoxic conditions, respectively. Benzophenone-3 was well degraded by microorganisms under each redox condition. Under the redox conditions studied, the biodegradation half-life for BP-3 had the following order: oxic (10The results suggest that anaerobic biodegradation is a more favorable attenuation mechanism for BP-3. Biodegradation of BP-3 produced two products, 4-cresol and 2,4-dihydroxybenzophenone, under oxic and anoxic conditions. Biotransformation of BP-3 to 2,4-dihydroxybenzophenone by way of demethylation of the methoxy substituent (O-demethylation) occurred in cultures under each redox condition. The further biotransformation of 2,4-dihydroxybenzophenone to 4-cresol was inhibited under oxic, nitrate-reducing, and sulfate-reducing conditions. Environ. Toxicol. Chem. 2012;31:289-295. # 2011 SETAC

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Estrogenic activity of UV filters determined by an in vitro reporter gene assay and an in vivo transgenic zebrafish assay

Cited by 165 publications

References 20 publications

Dual Activities of Odorants on Olfactory and Nuclear Hormone Receptors

Dual Activities of Odorants on Olfactory and Nuclear Hormone Receptors

Advances in analytical methods and occurrence of organic UV-filters in the environment — A review

Biodegradation of the ultraviolet filter benzophenone‐3 under different redox conditions

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