Molecularly engineered lignin to polyphenol via organocatalysis as an active sunscreen ingredient

Yuanlong Guo; Pengcheng Liu; Lei Deng; Changwei Lui; Michael North; Gang Hu; Qitian Huang; Zongbao Kent Zhao; Haibo Xie

doi:10.1016/j.jobab.2024.03.003

Volume 9 Issue 2

May 2024

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Article Navigation > Journal of Bioresources and Bioproducts > 2024 > 9(2): 197-210

Yuanlong Guo, Pengcheng Liu, Lei Deng, Changwei Lui, Michael North, Gang Hu, Qitian Huang, Zongbao Kent Zhao, Haibo Xie. Molecularly engineered lignin to polyphenol via organocatalysis as an active sunscreen ingredient[J]. Journal of Bioresources and Bioproducts, 2024, 9(2): 197-210. doi: 10.1016/j.jobab.2024.03.003

Citation:

Yuanlong Guo, Pengcheng Liu, Lei Deng, Changwei Lui, Michael North, Gang Hu, Qitian Huang, Zongbao Kent Zhao, Haibo Xie. Molecularly engineered lignin to polyphenol via organocatalysis as an active sunscreen ingredient[J]. Journal of Bioresources and Bioproducts, 2024, 9(2): 197-210. doi: 10.1016/j.jobab.2024.03.003

Citation:

Yuanlong Guo, Pengcheng Liu, Lei Deng, Changwei Lui, Michael North, Gang Hu, Qitian Huang, Zongbao Kent Zhao, Haibo Xie. Molecularly engineered lignin to polyphenol via organocatalysis as an active sunscreen ingredient[J]. Journal of Bioresources and Bioproducts, 2024, 9(2): 197-210. doi: 10.1016/j.jobab.2024.03.003

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Molecularly engineered lignin to polyphenol via organocatalysis as an active sunscreen ingredient

doi: 10.1016/j.jobab.2024.03.003

a. Department of Polymeric Materials & Engineering, Guizhou University, Guiyang 550025, China;
b. KZJ New Materials Group Guizhou Co. Ltd., Guizhou 551200, China;
c. Green Chemistry Centre of Excellence, Department of Chemistry, University of York, York YO10 5DD, UK;
d. Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, China

Funds:

Introduced Talent Research Project of Guizhou University ([2022]16)

Platform & Talents [2016]5652, [2017]5788, [2018]5781, and [2019]5607)

No. 21774028

Science and Technology Department of Guizhou Province (Natural Science Key Fund ZK [2021]023

No. 21574030)

Science and Technology Department of Guizhou Province & Guizhou University Joint Fund

LETSGrp2020042402 and Basic research project of Guizhou University ([2023]01).

This work was supported by National Natural Science Foundation of China (No. 22275041

Publish Date: 2024-03-20

Abstract

Abstract

Phenolation is one of the effective strategies to synthesize lignin-based polyphenols, improve lignin's properties, and extend its value-added applications in biological, medicinal and cosmetic fields. Herein, by taking the structural feature advantage of lignin, an effective and green strategy was developed to molecularly engineer lignin into a robust lignin-3-(2-hydroxyphenyl)propionate ester (LPPE) derivative via a transesterification reaction between 3,4-dihydrocoumarin (DHC) and the aliphatic hydroxyls in lignin under organocatalysis. The strategy is optimized and the novel derivative was systematically characterized by ¹H, ¹³C and ³¹P nuclear magnetic resonance (NMR) and Fourier transform infrared (FT-IR) spectroscopy. The findings indicated that the successful introduction of 3-(2-hydroxyphenyl)propionate groups using a OH groups/DHC/organic base molar ratio of 1꞉1꞉0.3 at 120 °C for 6 h increased the content of phenolic hydroxyl groups from 1.793 1 to 3.017 9 mmol/g, and the LPPE exhibited excellent ultraviolet-absorbing and antioxidant performance with up to 90% free radical scavenging activity within 20 min using 5 mg/mL of LPPE. In addition, good biocompatibility and a high Sun protection factor (SPF) value of 40.9 were achieved at 5% (w) dosage of LPPE in the cream, indicating its significant application potential in sunscreen.
- Phenolation of lignin,
- Organocatalysis,
- 3,4-dihydrocoumarin,
- Antioxidant,
- Sunscreen cream

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References(78)

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