Estimation of physicochemical properties of 2-ethylhexyl-4-methoxycinnamate (EHMC) degradation products and their toxicological evaluation

Environ Sci Pollut Res Int. 2018 Jun;25(16):16037-16049. doi: 10.1007/s11356-018-1796-6. Epub 2018 Mar 28.

Abstract

The organic UV filters, commonly used in personal protection products, are of concern because of their potential risk to aquatic ecosystems and living organisms. One of UV filters is ethylhexyl-4-methoxycinnamate (EHMC) acid. Studies have shown that, in the presence of oxidizing and chlorinating factors, EHMC forms a series of products with different properties than the substrate. In this study, the toxicities of EHMC and its transformation/degradation products formed under the influence of NaOCl/UV and H2O2/UV systems in the water medium were tested using Microtox® bioassay and by observation of mortality of juvenile crustaceans Daphnia magna and Artemia Salina. We have observed that oxidation and chlorination products of EHMC show significantly higher toxicity than EHMC alone. The toxicity of chemicals is related to their physicochemical characteristic such as lipophilicity and substituent groups. With the increase in lipophilicity of products, expressed as log KOW, the toxicity (EC50) increases. On the basis of physicochemical properties such as vapour pressure (VP), solubility (S), octanol-water partition coefficient (KOW), bioconcentration factor (BCF) and half-lives, the overall persistence (POV) and long-range transport potential (LRTP) of all the products and EHMC were calculated. It was shown that the most persistent and traveling on the long distances in environment are methoxyphenol chloroderivatives, then methoxybenzene chloroderivatives, EHMC chloroderivatives, methoxybenzaldehyde chloroderivatives and methoxycinnamate acid chloroderivatives. These compounds are also characterised by high toxicity.

Keywords: EHMC transformation products; EPI suite; LRTP; P OV; Physicochemical properties; Toxicity.

MeSH terms

  • Animals
  • Cinnamates / chemistry*
  • Cinnamates / toxicity
  • Daphnia / chemistry*
  • Hydrogen Peroxide / chemistry*
  • Octanols / chemistry*
  • Octanols / toxicity
  • Sunscreening Agents / chemistry
  • Sunscreening Agents / toxicity

Substances

  • Cinnamates
  • Octanols
  • Sunscreening Agents
  • ethylhexyl methoxycinnamate
  • octylmethoxycinnamate
  • Hydrogen Peroxide