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Ultrafast Nonadiabatic Photoisomerization Dynamics Mechanism for the UV Photoprotection of Stilbenoids in Grape Skin
Author(s) -
Shi Yanan,
Zhao Xiaoying,
Wang Chao,
Wang Ye,
Zhang Song,
Li Peng,
Feng Xia,
Jin Bing,
Yuan Minghu,
Cui Shen,
Sun Yan,
Zhang Bing,
Sun Shuqing,
Jin Xiaoning,
Wang Haiyuan,
Zhao Guangjiu
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.202000219
Subject(s) - photoisomerization , photoprotection , conical intersection , chemistry , photochemistry , ultrafast laser spectroscopy , excited state , femtosecond , picosecond , absorption (acoustics) , spectroscopy , physics , isomerization , atomic physics , laser , optics , photosynthesis , organic chemistry , biochemistry , quantum mechanics , catalysis
Natural UV photoprotection plays a vital role in physiological protection. It has been reported that UVC radiation can make resveratrol (RSV) and piceatannol (PIC) accumulate in grape skin. In this work, we demonstrated that RSV and PIC could significantly absorb UVA and UVB, and confirmed their satisfactory photostability. Furthermore, we clarified the UV photoprotection mechanism of typical stilbenoids of RSV and PIC for the first time by using combined femtosecond transient absorption (FTA) spectroscopy and time‐dependent density functional theory (TD‐DFT) calculations. RSV and PIC can be photoexcited to the excited state after UVA and UVB absorption. Subsequently, the photoisomerized RSV and PIC quickly relax to the ground state via nonadiabatic transition from the S 1 state at a conical intersection (CI) position between potential energy surfaces (PESs) of S 1 and S 0 states. This ultrafast trans ‐ cis photoisomerization will take place within a few tens of picoseconds. As a result, the UV energy absorbed by RSV and PIC could be dissipated by an ultrafast nonadiabatic photoisomerization process.