Lignin,as a natural antioxidant,shows great potential in food engineering and medicine.How-ever,the inherent macromolecular structure,high polydispersity,and few phenolic hydroxy seri-ously limit its antioxidant activ...Lignin,as a natural antioxidant,shows great potential in food engineering and medicine.How-ever,the inherent macromolecular structure,high polydispersity,and few phenolic hydroxy seri-ously limit its antioxidant activity.In this work,a mild iodocyclohexane demethylation for highly improving the antioxidant activity of lignin was proposed.The results showed-OCH 3 content exhibited an almost linear decrease as a function of treating time,and the demethylation and cleavage of𝛽-aryl ether bonds prompt an obvious increase in phenolic hydroxyl content(4.01 mmol/g)and a significant decline in aliphatic hydroxyl(∼0.03 mmol/g).Meanwhile,attributing to the fragmentation of𝛽β-O-4,β-β,and𝛽β-5 substructures,the polydispersity of lignin molecular weight decreases from 2.7 to 2.2.As a result,the formed catechol-typed lignin showed an out-standing antioxidant activity,with the radical(DPPH·)scavenging index(inverse of concentration for 50%of maximal effect(EC 50)value)over 2000 mL/mg,much superior to the commercial antioxidants(<500 mL/mg).Further structure-activity relationship analysis implied that the Ph-OH/-OCH 3 ratio might act as a key factor influencing the antioxidant activity of lignin.This mild demethylation demonstrates a facile and effective method for highly enhancing the antioxidant activity of lignin and makes the catechol-typed lignin a green and promising product for practical use in food,medicine,and pharmacy.展开更多
基金support from the National Natural Science Foundation of China (No.32201500,No.32271797,No.21704045)Jiangsu Provincial Key Research and Development Program (No.BE2021368)+2 种基金Natural Science Foundation of the Jiangsu Province (No.BK20220431)Natural Science Foundation of the Jiangsu Higher Education Institutions of China (No.21KJB220001)Higher School in Jiangsu Province College Students’Practice Innovation Training Programs (No.202110298173H).
文摘Lignin,as a natural antioxidant,shows great potential in food engineering and medicine.How-ever,the inherent macromolecular structure,high polydispersity,and few phenolic hydroxy seri-ously limit its antioxidant activity.In this work,a mild iodocyclohexane demethylation for highly improving the antioxidant activity of lignin was proposed.The results showed-OCH 3 content exhibited an almost linear decrease as a function of treating time,and the demethylation and cleavage of𝛽-aryl ether bonds prompt an obvious increase in phenolic hydroxyl content(4.01 mmol/g)and a significant decline in aliphatic hydroxyl(∼0.03 mmol/g).Meanwhile,attributing to the fragmentation of𝛽β-O-4,β-β,and𝛽β-5 substructures,the polydispersity of lignin molecular weight decreases from 2.7 to 2.2.As a result,the formed catechol-typed lignin showed an out-standing antioxidant activity,with the radical(DPPH·)scavenging index(inverse of concentration for 50%of maximal effect(EC 50)value)over 2000 mL/mg,much superior to the commercial antioxidants(<500 mL/mg).Further structure-activity relationship analysis implied that the Ph-OH/-OCH 3 ratio might act as a key factor influencing the antioxidant activity of lignin.This mild demethylation demonstrates a facile and effective method for highly enhancing the antioxidant activity of lignin and makes the catechol-typed lignin a green and promising product for practical use in food,medicine,and pharmacy.
