Environmental behavior of 12 UV filters and photocatalytic profile of ethyl-4-aminobenzoate

J Hazard Mater. 2017 Sep 5:337:115-125. doi: 10.1016/j.jhazmat.2017.04.067. Epub 2017 Apr 28.

Abstract

Ethyl-4-aminobenzoate (Et-PABA) is currently used as a substitute for 4-aminobenzoate (PABA) in sunscreens and anesthetic ointments. Despite its widespread use and hydrophilicity, Et-PABA has never been found in environmental waters. This study, probed the occurrence of Et-PABA in both seawater and drinking water sources in Hong Kong, and evaluated its transformation products (TPs) and environmental fate via cumulative potency and photocatalytic profile analyses. Another 11 UV filters used in skin-care products were also studied. Et-PABA was not detected in any water sample. Four other UV filters were dominant at ng/L level in both seawater and drinking water sources. UHPLC-QTOF-MS was used to elucidate the structure of TPs. With high resolution accurate mass data and fragment rationalization, 11 Et-PABA TPs were characterized, including seven intermediates firstly proposed as TPs; two compounds were reported for the first time. It is proposed that photocatalysis induces transformation pathways of (de)hydroxylation, demethylation and molecular rearrangement. Luminescent bacteria tests showed decreasing toxicity with increasing irradiation of Et-PABA, suggesting that irradiation TPs are less toxic than the parent compound. Transformation of Et-PABA appears to explain why Et-PABA has not been detected in the natural environment.

Keywords: Environmental occurrence; Ethyl-4-aminobenzoate; Photocatalysis; Transformation products; Triolein-SPMD.

MeSH terms

  • Aliivibrio fischeri / drug effects
  • Aliivibrio fischeri / metabolism
  • Benzocaine / chemistry*
  • Benzocaine / isolation & purification
  • Benzocaine / toxicity
  • Catalysis
  • Chromatography, High Pressure Liquid / methods
  • Drinking Water / chemistry
  • Hong Kong
  • Hydroxylation
  • Limit of Detection
  • Luminescence
  • Mass Spectrometry / methods
  • Photolysis
  • Seawater / chemistry
  • Sunscreening Agents / chemistry*
  • Sunscreening Agents / isolation & purification
  • Sunscreening Agents / toxicity
  • Ultraviolet Rays*
  • Water Pollutants, Chemical / chemistry*
  • Water Pollutants, Chemical / isolation & purification
  • Water Pollutants, Chemical / toxicity

Substances

  • Drinking Water
  • Sunscreening Agents
  • Water Pollutants, Chemical
  • Benzocaine