Revealing the structure-activity relationship between lignin and anti-UV radiation

Abstract

As a highly abundant natural and renewable aromatic polymer, lignin has been proven to be a good UV-absorber and natural broad-spectrum sun blocker. The structure-activity relationship of lignin under UV radiation remains unclear due to lignin’s complexity and heterogeneity. Here we report the structure influence of lignin on its anti-UV radiation properties of sun protection factor (SPF), UV absorbance, and antioxidant activity by using different lignin model compounds, including β–O–4, β–β, and β–5 dimers, etc., representing the structures of both native lignins and technical lignins. Meanwhile, UV protection properties of six lignin preparations, including cellulolytic enzyme lignin (CEL), organosolv lignin (OL), and kraft lignin (KL) of pinus kesiya and eucalyptus, were also evaluated for better comparison. SPF values of sunscreen preparations were increased but varied with the same addition of each single model compound into the pure cream or commercial sunscreen. In particular, the SPF value of the sunscreen has been greatly enhanced by the addition of a certain molar concentration of a single model compound (0.0558 mmol, around 2 wt%) into the low SPF commercial sunscreen, which was attributed to the synergistic effects of lignin models and inherent sunscreen agent. By comparing, lignin models containing β–O–4 linkage displayed the least desirable UV protection properties in this work, and side-chain difference, especially the existence of conjugate structure and carboxylic groups, would significantly impact the lignin model compounds’ UV performance. Additionally, the antioxidant activities and UV absorbance of different model compounds and lignin preparations are closely related to their structures. These insights revealed the structure-activity relationship of lignin under UV radiation and will provide a theoretical basis for optimizing lignins or lignin derivatives as the sun-screening agents in sunscreens.