Volume 8 Issue 3
Jul.  2023
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Article Navigation >  Journal of Bioresources and Bioproducts  > 2023  >  8(3): 306-317
Yilin Wang, Jin Wu, Ruihan Shen, Yubao Li, Guofeng Ma, Shuang Qi, Wenjuan Wu, Yongcan Jin, Bo Jiang. A mild iodocyclohexane demethylation for highly enhancing antioxidant activity of lignin[J]. Journal of Bioresources and Bioproducts, 2023, 8(3): 306-317. doi: 10.1016/j.jobab.2023.05.001
Citation: Yilin Wang, Jin Wu, Ruihan Shen, Yubao Li, Guofeng Ma, Shuang Qi, Wenjuan Wu, Yongcan Jin, Bo Jiang. A mild iodocyclohexane demethylation for highly enhancing antioxidant activity of lignin[J]. Journal of Bioresources and Bioproducts, 2023, 8(3): 306-317. doi: 10.1016/j.jobab.2023.05.001
shu

A mild iodocyclohexane demethylation for highly enhancing antioxidant activity of lignin

doi: 10.1016/j.jobab.2023.05.001
  • a.

    Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, Nanjing Forestry University, Nanjing 210037, China

  • b.

    National Forestry and Grassland Administration Key Laboratory of Plant Fiber Functional Materials, Fuzhou 350108, China

More Information
  • Corresponding author: E-mail address: bjiang@njfu.edu.cn (B. Jiang)
  • Received Date: 2022-12-26
  • Accepted Date: 2023-04-04
  • Rev Recd Date: 2023-03-24
  • Publish Date: 2023-07-30
    Abstract
  • Lignin, as a natural antioxidant, shows great potential in food engineering and medicine. However, the inherent macromolecular structure, high polydispersity, and few phenolic hydroxy seriously limit its antioxidant activity. In this work, a mild iodocyclohexane demethylation for highly improving the antioxidant activity of lignin was proposed. The results showed –OCH3 content exhibited an almost linear decrease as a function of treating time, and the demethylation and cleavage of β–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 of β–O–4, β–β, and β–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 outstanding antioxidant activity, with the radical (DPPH·) scavenging index (inverse of concentration for 50% of maximal effect (EC50) value) over 2 000 mL/mg, much superior to the commercial antioxidants (< 500 mL/mg). Further structure-activity relationship analysis implied that the Ph–OH/–OCH3 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.

     

    • The authors have no conflicts to declare.
    Declaration of Competing Interest
    Supplementary material associated with this article can be found, in the online version, at doi:10.1016/j.jobab.2023.05.001
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