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Sustainable synthesis, in silico evaluation of potential toxicity and environmental fate, antioxidant and UV-filtering/photostability activity of phenolic-based thiobarbituric derivatives

Abstract : The recent ban of some organic UV-filterssuch as oxybenzone or octinoxateconsidered toxic for coral reef, has heightened the need for eco-friendly alternatives, especially those synthesized using green approaches that reduce the carbon footprint. In this context, several thiobarbituric acid derivatives were synthetized from bio-based p-hydroxybenzaldehydes (e.g. vanillin, syringaldehyde) through a high-yielding sustainable Knoevenagel condensation, and their UVfiltering activity, stability and antiradical properties were investigated. The results showed promising UVA and blue light coverage over time, as well as competitive EC 50 values in comparison to commercial antioxidants (i.e. BHA and BHT). In order to evaluate the potential of these molecules as substitutes to current petroleum-based UV-filters, the potential toxicity and fate in environment of these new compounds were evaluated in silico. This screening did not show a critical potential for toxicity, making them promising candidates for further in vitro and in vivo assessment.
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Submitted on : Friday, February 25, 2022 - 8:37:55 PM
Last modification on : Friday, March 4, 2022 - 10:30:58 AM

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Benjamin Rioux, Matthieu Mention, Jimmy Alarcan, Temitope Abiola, Cédric Peyrot, et al.. Sustainable synthesis, in silico evaluation of potential toxicity and environmental fate, antioxidant and UV-filtering/photostability activity of phenolic-based thiobarbituric derivatives. Green chemistry letters and reviews, Taylor & Francis, 2022, 15 (1), pp.114 - 125. ⟨10.1080/17518253.2021.2022219⟩. ⟨hal-03589794⟩

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