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Synthesis, characterisation and aquatic ecotoxicity of the UV filter hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (DHHB) and its chlorinated by-products

Authorized Users Only
2016
Authors
Grbović, Gorica
Malev, Olga
Dolenc, Darko
Klobucar, Roberta Sauerborn
Cvetkovic, Zelimira
Cvetkovic, Bruno
Jovančićević, Branimir
Trebše, Polonca
Article (Published version)
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Abstract
Environmental context Various UV-filtering chemicals are added to sunscreens in order to protect humans from the harmful effects of the sun. As a consequence of disinfection processes in swimming pools, sunscreen components may be chlorinated and change their structure and properties, leading to derivatives with higher toxicity. The safety of sunscreen components as well as that of their transformation products during their use requires further study. Abstract In this work is presented a synthesis pathway for the UV filter hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (DHHB) and its chlorinated by-products in order to investigate the transformation behaviour and toxicity changes of DHHB during chlorination disinfection treatment. Acute toxicity was measured using standardised tests with aquatic model organisms. The potency of DHHB was compared with other benzophenone-like UV filters tested in the same experimental set-up. The toxicity of chlorinated compounds tested with photobacte...ria was found to be in a similar range to that of the starting compound. Microalgae were more sensitive to DHHB than to its chlorinated by-products, whereas daphnids were affected more by DHHB's chlorinated products. The comparative toxicity data showed DHHB and even more its chlorinated by-products as more highly biologically potent to daphnids than other tested UV filters. The toxic potential of benzophenone-like UV filters should be interpreted together with data on their chemical properties, chlorination effects and affected organisms.

Keywords:
chlorination / comparative toxicity / daphnids / microalgae
Source:
Environmental Chemistry, 2016, 13, 1, 119-126
Publisher:
  • Csiro Publishing, Clayton
Funding / projects:
  • Geochemical investigations of sedimentary rocks - fossil fuels and environmental pollutants (RS-176006)

DOI: 10.1071/EN15013

ISSN: 1448-2517

WoS: 000367596000015

Scopus: 2-s2.0-84953868281
[ Google Scholar ]
5
1
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/1973
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Grbović, Gorica
AU  - Malev, Olga
AU  - Dolenc, Darko
AU  - Klobucar, Roberta Sauerborn
AU  - Cvetkovic, Zelimira
AU  - Cvetkovic, Bruno
AU  - Jovančićević, Branimir
AU  - Trebše, Polonca
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1973
AB  - Environmental context Various UV-filtering chemicals are added to sunscreens in order to protect humans from the harmful effects of the sun. As a consequence of disinfection processes in swimming pools, sunscreen components may be chlorinated and change their structure and properties, leading to derivatives with higher toxicity. The safety of sunscreen components as well as that of their transformation products during their use requires further study. Abstract In this work is presented a synthesis pathway for the UV filter hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (DHHB) and its chlorinated by-products in order to investigate the transformation behaviour and toxicity changes of DHHB during chlorination disinfection treatment. Acute toxicity was measured using standardised tests with aquatic model organisms. The potency of DHHB was compared with other benzophenone-like UV filters tested in the same experimental set-up. The toxicity of chlorinated compounds tested with photobacteria was found to be in a similar range to that of the starting compound. Microalgae were more sensitive to DHHB than to its chlorinated by-products, whereas daphnids were affected more by DHHB's chlorinated products. The comparative toxicity data showed DHHB and even more its chlorinated by-products as more highly biologically potent to daphnids than other tested UV filters. The toxic potential of benzophenone-like UV filters should be interpreted together with data on their chemical properties, chlorination effects and affected organisms.
PB  - Csiro Publishing, Clayton
T2  - Environmental Chemistry
T1  - Synthesis, characterisation and aquatic ecotoxicity of the UV filter hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (DHHB) and its chlorinated by-products
VL  - 13
IS  - 1
SP  - 119
EP  - 126
DO  - 10.1071/EN15013
ER  - 
@article{
author = "Grbović, Gorica and Malev, Olga and Dolenc, Darko and Klobucar, Roberta Sauerborn and Cvetkovic, Zelimira and Cvetkovic, Bruno and Jovančićević, Branimir and Trebše, Polonca",
year = "2016",
abstract = "Environmental context Various UV-filtering chemicals are added to sunscreens in order to protect humans from the harmful effects of the sun. As a consequence of disinfection processes in swimming pools, sunscreen components may be chlorinated and change their structure and properties, leading to derivatives with higher toxicity. The safety of sunscreen components as well as that of their transformation products during their use requires further study. Abstract In this work is presented a synthesis pathway for the UV filter hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (DHHB) and its chlorinated by-products in order to investigate the transformation behaviour and toxicity changes of DHHB during chlorination disinfection treatment. Acute toxicity was measured using standardised tests with aquatic model organisms. The potency of DHHB was compared with other benzophenone-like UV filters tested in the same experimental set-up. The toxicity of chlorinated compounds tested with photobacteria was found to be in a similar range to that of the starting compound. Microalgae were more sensitive to DHHB than to its chlorinated by-products, whereas daphnids were affected more by DHHB's chlorinated products. The comparative toxicity data showed DHHB and even more its chlorinated by-products as more highly biologically potent to daphnids than other tested UV filters. The toxic potential of benzophenone-like UV filters should be interpreted together with data on their chemical properties, chlorination effects and affected organisms.",
publisher = "Csiro Publishing, Clayton",
journal = "Environmental Chemistry",
title = "Synthesis, characterisation and aquatic ecotoxicity of the UV filter hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (DHHB) and its chlorinated by-products",
volume = "13",
number = "1",
pages = "119-126",
doi = "10.1071/EN15013"
}
Grbović, G., Malev, O., Dolenc, D., Klobucar, R. S., Cvetkovic, Z., Cvetkovic, B., Jovančićević, B.,& Trebše, P.. (2016). Synthesis, characterisation and aquatic ecotoxicity of the UV filter hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (DHHB) and its chlorinated by-products. in Environmental Chemistry
Csiro Publishing, Clayton., 13(1), 119-126.
https://doi.org/10.1071/EN15013
Grbović G, Malev O, Dolenc D, Klobucar RS, Cvetkovic Z, Cvetkovic B, Jovančićević B, Trebše P. Synthesis, characterisation and aquatic ecotoxicity of the UV filter hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (DHHB) and its chlorinated by-products. in Environmental Chemistry. 2016;13(1):119-126.
doi:10.1071/EN15013 .
Grbović, Gorica, Malev, Olga, Dolenc, Darko, Klobucar, Roberta Sauerborn, Cvetkovic, Zelimira, Cvetkovic, Bruno, Jovančićević, Branimir, Trebše, Polonca, "Synthesis, characterisation and aquatic ecotoxicity of the UV filter hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate (DHHB) and its chlorinated by-products" in Environmental Chemistry, 13, no. 1 (2016):119-126,
https://doi.org/10.1071/EN15013 . .

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