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Experimental and theoretical investigation on photodegradation mechanisms of naproxen and its photoproducts.

08:00 EDT 8th April 2019 | BioPortfolio

Summary of "Experimental and theoretical investigation on photodegradation mechanisms of naproxen and its photoproducts."

The photochemical degradation of the pharmaceuticals and personal care products (PPCPs) has attracted increasing attention. In this study, a deep inspection of the photolysis mechanisms of naproxen and its photoproducts has been performed by employing experimental and theoretical methods. Contributions of different reactive oxygen species (ROS, such as OH, O, and O) in the photolysis reaction also have been clarified. Based on the detected intermediates and DFT calculations, several photodegradation pathways of naproxen and its photoproducts have been proved. Furthermore, the deprotonated form of naproxen has been confirmed to be more reactive than the protonated one, and the lowest triplet state of naproxen is the reactive state. The decarboxylation mechanism of naproxen has been fully discussed. Meanwhile, the free energy barriers of OH-induced photolysis reactions (ΔG = 7.6 kcal mol, ΔG = 7.0 kcal mol) are much lower than the free energy barriers induced by O and O. It proves that OH is the most favourable one among the three ROS. The similar inhabition rates and free energy barriers of reactions induced by O and O, respectively, have demonstrated that O and O equally contribute to the degradation. Additionally, the computational results are coincident with the observed experimental findings. Hence, this work has verified a part of naproxen photodegradation mechanism under UV irradiation and brought about a rational way to investigate contributions of different ROS in the complex photochemical system of PPCPs.

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This article was published in the following journal.

Name: Chemosphere
ISSN: 1879-1298
Pages: 142-150

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