Photodegradation kinetics, transformation, and toxicity prediction of ketoprofen, carprofen, and diclofenac acid in aqueous solutions
2017
Li, Jian | Ma, Li‐yun | Li, Lu‐shuang | Xu, Li
Photodegradation of 3 commonly used nonsteroidal anti‐inflammatory drugs, ketoprofen, carprofen, and diclofenac acid, was conducted under ultraviolet (UV) irradiation. The kinetic results showed that the 3 pharmaceuticals obeyed the first‐order reaction with decreasing rate constants of 1.54 × 10⁻⁴, 5.91 × 10⁻⁵, and 7.78 × 10⁻⁶ s⁻¹ for carprofen, ketoprofen, and diclofenac acid, respectively. Moreover, the main transformation products were identified by ion‐pair liquid–liquid extraction combined with injection port derivatization‐gas chromatography‐mass spectrometry and high‐performance liquid chromatography‐quadrupole‐time of flight mass spectrometric analysis. There were 8, 3, and 6 transformation products identified for ketoprofen, carprofen, and diclofenac acid, respectively. Decarboxylation, dechlorination, oxidation, demethylation, esterification, and cyclization were proposed to be associated with the transformation of the 3 pharmaceuticals. Toxicity prediction of the transformation products was conducted on the EPI Suite software based on ECOSAR model, and the results indicate that some of the transformation products were more toxic than the parent compounds. The present study provides the foundation to understand the transformation behavior of the studied pharmaceuticals under UV irradiation. Environ Toxicol Chem 2017;36:3232–3239. © 2017 SETAC
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