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Photophysics of the sunscreen ingredient menthyl anthranilate and its precursor methyl anthranilate : a bottom-up approach to photoprotection
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Rodrigues, N. D. N., Cole-Filipiak, N. C, Horbury, M. D, Staniforth, Michael, Karsili, T. N. V., Peperstraete, Y. and Stavros, Vasilios G. (2017) Photophysics of the sunscreen ingredient menthyl anthranilate and its precursor methyl anthranilate : a bottom-up approach to photoprotection. Journal of Photochemistry and Photobiology A: Chemistry, 353 . pp. 376-384. doi:10.1016/j.jphotochem.2017.11.042 ISSN 1010-6030.
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Official URL: http://doi.org/10.1016/j.jphotochem.2017.11.042
Abstract
The ultrafast excited state dynamics of the sunscreen ingredient menthyl anthranilate (MenA) and its precursor methyl anthranilate (MA) were studied in vacuum (using time-resolved ion yield spectroscopy) and in solution (using transient electronic absorption spectroscopy). MenA and MA both show long-lived dynamics, with the observation of a kinetic isotope effect suggesting that hydrogen motion acts as the rate determining process in the overall decay. Complementary computational studies exploring the intuitive decay pathways of MA revealed a bound S1 state with a shallow ‘up-hill’ gradient with respect to proton transfer. From these results, it is suggested that photoexcited population is trapped in this excited state from which luminescence occurs as a prominent decay pathway. This work has shown that the photophysics of MA and MenA – and hence their photoprotection capabilities – are not drastically influenced by aliphatic structure or solvent environment alone. A bottom-up approach, such as the one described herein, is essential to understand the combination of factors that afford optimum photoprotection and to develop a new generation of tailor made, efficacious sunscreens.
Item Type: | Journal Article | |||||||||||||||||||||
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Subjects: | Q Science > QD Chemistry R Medicine > RS Pharmacy and materia medica |
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Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | |||||||||||||||||||||
Library of Congress Subject Headings (LCSH): | Photochemistry, Sunscreens (Cosmetics) | |||||||||||||||||||||
Journal or Publication Title: | Journal of Photochemistry and Photobiology A: Chemistry | |||||||||||||||||||||
Publisher: | Elsevier Science SA | |||||||||||||||||||||
ISSN: | 1010-6030 | |||||||||||||||||||||
Official Date: | 15 February 2017 | |||||||||||||||||||||
Dates: |
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Volume: | 353 | |||||||||||||||||||||
Page Range: | pp. 376-384 | |||||||||||||||||||||
DOI: | 10.1016/j.jphotochem.2017.11.042 | |||||||||||||||||||||
Status: | Peer Reviewed | |||||||||||||||||||||
Publication Status: | Published | |||||||||||||||||||||
Access rights to Published version: | Restricted or Subscription Access | |||||||||||||||||||||
Date of first compliant deposit: | 11 December 2017 | |||||||||||||||||||||
Date of first compliant Open Access: | 11 December 2017 | |||||||||||||||||||||
RIOXX Funder/Project Grant: |
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