Literature DB >> 28177249

Ultrafast Barrierless Photoisomerization and Strong Ultraviolet Absorption of Photoproducts in Plant Sunscreens.

Jian Luo1,2, Yan Liu1,2, Songqiu Yang1, Amandine L Flourat3,4, Florent Allais3,5,4, Keli Han1.   

Abstract

Sunscreens are aimed at protecting skin from solar ultraviolet (UV) irradiation. By utilizing femtosecond transient absorption spectroscopy and time-dependent density functional theory, we explain nature's selection of sinapoyl malate rather than sinapic acid as the plant sunscreen molecule. In physiological pH conditions, the two molecules are deprotonated, and their excited ππ* states are found to relax to the ground states in a few tens of picoseconds via a barrierless trans-cis photoisomerization. After the cis-photoproduct is formed, the efficacy of sinapic acid is greatly reduced. In contrast, the efficacy of sinapoyl malate is affected only slightly because the cis-product still absorbs UV light strongly. In addition, protonated sinapic acid is found to be a good potential sunscreen molecule.

Entities:  

Year:  2017        PMID： 28177249     DOI： 10.1021/acs.jpclett.7b00083

Source DB:  PubMed          Journal:  J Phys Chem Lett        ISSN： 1948-7185            Impact factor:   6.475


  12 in total

1.  Understanding the role played by protic ionic liquids (PILs) and the substituent effect for enhancing the generation of Z-cinnamic acid derivatives†.

Authors:  Rocío B Rodríguez; Ramiro L Zapata; María L Salum; Rosa Erra-Balsells
Journal:  Photochem Photobiol Sci       Date:  2020-10-27       Impact factor: 3.982

2.  Exploring the excited state behavior for 2-(phenyl)imidazo[4,5-c]pyridine in methanol solvent.

Authors:  Dapeng Yang; Min Jia; Jingyuan Wu; Xiaoyan Song
Journal:  Sci Rep       Date:  2017-09-15       Impact factor: 4.379

3.  Innovative Bio-Based Organic UV-A and Blue Light Filters from Meldrum's Acid.

Authors:  Cédric Peyrot; Matthieu M Mention; Fanny Brunissen; Patrick Balaguer; Florent Allais
Journal:  Molecules       Date:  2020-05-06       Impact factor: 4.411

4.  Conservation of ultrafast photoprotective mechanisms with increasing molecular complexity in sinapoyl malate derivatives.

Authors:  Lewis A Baker; Michael Staniforth; Amandine L Flourat; Florent Allais; Vasilios G Stavros
Journal:  Chemphyschem       Date:  2020-08-04       Impact factor: 3.102

5.  Linking Electronic Relaxation Dynamics and Ionic Photofragmentation Patterns for the Deprotonated UV Filter Benzophenone-4.

Authors:  Natalie G K Wong; Conor D Rankine; Caroline E H Dessent
Journal:  J Phys Chem Lett       Date:  2021-03-15       Impact factor: 6.475

6.  Microwave-Assisted Knoevenagel-Doebner Reaction: An Efficient Method for Naturally Occurring Phenolic Acids Synthesis.

Authors:  Louis M M Mouterde; Florent Allais
Journal:  Front Chem       Date:  2018-09-19       Impact factor: 5.221

7.  UVA, UVB Light Doses and Harvesting Time Differentially Tailor Glucosinolate and Phenolic Profiles in Broccoli Sprouts.

Authors:  Melissa Moreira-Rodríguez; Vimal Nair; Jorge Benavides; Luis Cisneros-Zevallos; Daniel A Jacobo-Velázquez
Journal:  Molecules       Date:  2017-06-26       Impact factor: 4.411

8.  Towards symmetry driven and nature inspired UV filter design.

Authors:  Michael D Horbury; Emily L Holt; Louis M M Mouterde; Patrick Balaguer; Juan Cebrián; Laurent Blasco; Florent Allais; Vasilios G Stavros
Journal:  Nat Commun       Date:  2019-10-18       Impact factor: 14.919

Review 9.  Unravelling the Photoprotective Mechanisms of Nature-Inspired Ultraviolet Filters Using Ultrafast Spectroscopy.

Authors:  Temitope T Abiola; Abigail L Whittock; Vasilios G Stavros
Journal:  Molecules       Date:  2020-08-28       Impact factor: 4.411

10.  Unravelling the Photoprotection Properties of Garden Cress Sprout Extract.

Authors:  Temitope T Abiola; Nazia Auckloo; Jack M Woolley; Christophe Corre; Stéphane Poigny; Vasilios G Stavros
Journal:  Molecules       Date:  2021-12-16       Impact factor: 4.411
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