Solvent Effect of Water on the UV-B Absorption of Plant Sunscreen Agents

Hefei National Laboratory for Physical Sciences at the Microscale, CAS Center for Excellence in Nanoscience, Collaborative Innovation Center of Chemistry for Energy Materials, School of Chemistry and Materials Science, University of Science and Technology of China, Hefei 230026, China

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Corresponding author: Email: guozhen@ustc.edu.cn

摘要

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Abstract: UV-B (280–320 nm) sunscreening is crucial for lives on Earth. Examining the role of surrounding of UV-B screening molecules can help us better understand UV-B absorption. Water is ubiquitous in cells as the solvent, but its impacts on UV-B absorption of sunscreen agents are underexplored. Herein, we report a first-principle study on UV-B absorption of sinapate esters (SM) and relevant molecular species, with a focus on the solvent effect of water. The capability of UV-B screening by anions of SM, the proposed species for actual sunscreening, is shaped by water. Both the implicit water providing the dielectric environment of solvation and the explicit water molecules forming hydrogen bonding to SM anion can appreciably alter the nature of transition orbitals responsible to the UV-B absorption of the anion. Finally, we find the molecular dipole moment of an organic UV-B screening agent can be an indicator of its UV-B screening sensitivity to the surrounding water. Our work may serve as a starting point of developing new water-soluble UV-B screening agent.
- UV-B /
- Sunscreen /
- Solvent effect /
- Time-dependent density functional theory
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Figure 1. Structural formulas of sinapic acid (trans -SA), sinapoyl malate (trans -SM), and oxybenzone.

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Figure 2. The HOMO and LUMO of trans -SM²⁻ (top panel) and trans -SM (bottom panel) in gas phase.

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Figure 3. Primary Kohn-Sham orbitals involved in the first singlet excitation of trans -SM²⁻ in the gas phase and PCM model, respectively.

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Figure 4. (a) Structures of trans -SM²⁻ in the gas phase and explicit solvation model, respectively. (b) The UV-Vis oscillator strength of SM²⁻ in the gas phase (red points); in the explicit solvation model (black points) and the deformed anion after removal of water molecules in the explicit solvation model (blue points).

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Figure 5. Primary Kohn-Sham orbitals involved in the first singlet excitation of trans -SM²⁻ in different solvation models.

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