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Article

Sinapic Acid Esters: Octinoxate Substitutes Combining Suitable UV Protection and Antioxidant Activity

URD Agro-Biotechnologies Industrielles (ABI), CEBB, AgroParisTech, 51110 Pomacle, France
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Author to whom correspondence should be addressed.
These authors contributed equally to this work.
Antioxidants 2020, 9(9), 782; https://doi.org/10.3390/antiox9090782
Received: 11 August 2020 / Revised: 18 August 2020 / Accepted: 21 August 2020 / Published: 24 August 2020
(This article belongs to the Special Issue Sunscreens and Antioxidants)
In 2021, Hawaii will permanently ban the use and sale of octinoxate-based sunscreens as studies have shown serious impacts of such UV filters on the coral reef. This ban, which could be generalized to other countries, highlights the extreme need to offer alternative UV filters that are not only effective in terms of sun protection, but also healthy with regards to human health and the environment. In this context, a wide library of p-hydroxycinnamic esters deriving from naturally occurring sinapic acid has been synthesized using a Knoevenagel–Doebner condensation. The UV filtering activities as well as the antioxidant properties of these sinapic acid esters were then investigated. The results showed promising UVB protection and antioxidant efficacy. A Structure–Activity Relationship (SAR) study on the sinapic acid esters highlighted the need of a free phenol to, as expected, observe antioxidant activity, but also to obtain a higher intensity of protection. Moreover, the nature of the ester moiety also proved to be a key structural feature for the UV absorbance, as higher steric hindrance on the ester moiety leads to more active compounds. The judicious structural design of sinapic esters thus provides promising compounds combining UV protection and antioxidant activity. View Full-Text
Keywords: organic UV filters; antioxidant; sinapic acid esters; photoprotection; bio-based chemicals organic UV filters; antioxidant; sinapic acid esters; photoprotection; bio-based chemicals
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MDPI and ACS Style

Peyrot, C.; Mention, M.M.; Brunissen, F.; Allais, F. Sinapic Acid Esters: Octinoxate Substitutes Combining Suitable UV Protection and Antioxidant Activity. Antioxidants 2020, 9, 782. https://doi.org/10.3390/antiox9090782

AMA Style

Peyrot C, Mention MM, Brunissen F, Allais F. Sinapic Acid Esters: Octinoxate Substitutes Combining Suitable UV Protection and Antioxidant Activity. Antioxidants. 2020; 9(9):782. https://doi.org/10.3390/antiox9090782

Chicago/Turabian Style

Peyrot, Cédric, Matthieu M. Mention, Fanny Brunissen, and Florent Allais. 2020. "Sinapic Acid Esters: Octinoxate Substitutes Combining Suitable UV Protection and Antioxidant Activity" Antioxidants 9, no. 9: 782. https://doi.org/10.3390/antiox9090782

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