pubmed.ncbi.nlm.nih.gov

Theoretical insight of reactive oxygen species scavenging mechanism in lignin waste depolymerization products - PubMed

  • ️Mon Jan 01 2024

. 2024 Feb 20;14(9):6310-6323.

doi: 10.1039/d3ra08346b. eCollection 2024 Feb 14.

Affiliations

Theoretical insight of reactive oxygen species scavenging mechanism in lignin waste depolymerization products

Rahmanto Aryabraga Rusdipoetra et al. RSC Adv. 2024.

Abstract

Apart from natural products and synthesis, phenolic compounds can be produced from the depolymerization of lignin, a major waste in biofuel and paper production. This process yields a plethora of aryl propanoid phenolic derivatives with broad biological activities, especially antioxidant properties. Due to its versatility, our study focuses on investigating the antioxidant mechanisms of several phenolic compounds obtained from renewable and abundant resources, namely, syringol (Hs), 4-allylsyringol (HAs), 4-propenylsyringol (HPns), and 4-propylsyringol (HPs). Employing the density functional theory (DFT) approach in conjunction with the QM-ORSA protocol, we aim to explore the reactivity of these compounds in neutralizing hydroperoxyl radicals in physiological and non-polar media. Kinetic and thermodynamic parameter calculations on the antioxidant activity of these compounds were also included in this study. Additionally, our research utilizes the activation strain model (ASM) for the first time to explain the reactivity of the HT and RAF mechanisms in the peroxyl radical scavenging process. It is predicted that HPs has the best rate constant in both media (1.13 × 108 M-1 s-1 and 1.75 × 108 M-1 s-1, respectively). Through ASM analysis, it is observed that the increase in the interaction energy due to the formation of intermolecular hydrogen bonds during the reaction is an important feature for accelerating the hydrogen transfer process. Furthermore, by examining the physicochemical and toxicity parameters, only Hs is not suitable for further investigation as a therapeutic agent because of potential toxicity and mutagenicity. However, overall, all compounds are considered potent HOO˙ scavengers in lipid-rich environments compared to previously studied antioxidants.

This journal is © The Royal Society of Chemistry.

PubMed Disclaimer

Conflict of interest statement

The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Figures

Similar articles

References

    1. Yang C. and Lü X., in Advances in 2nd Generation of Bioethanol Production, ed. X. Lü, Woodhead Publishing, Cambridge, 2021, ch.5, pp. 71–85
    1. Fang Z. and Smith R. L., Production of Biofuels and Chemicals from Lignin, Springer, Singapore, vol. 6, 2016
    1. Yuan Y. Jiang B. Chen H. Wu W. Wu S. Jin Y. Xiao H. Biotechnol. Biofuels. 2021;14:205. doi: 10.1186/s13068-021-02054-1. - DOI - PMC - PubMed
    1. Haq I. Mazumder P. Kalamdhad A. S. Bioresour. Technol. 2020;312:123636. doi: 10.1016/j.biortech.2020.123636. - DOI - PubMed
    1. Beaucamp A. Muddasar M. Amiinu I. S. Moraes Leite M. Culebras M. Latha K. Gutiérrez M. C. Rodriguez-Padron D. del Monte F. Kennedy T. Ryan K. M. Luque R. Titirici M. M. Collins M. N. Green Chem. 2022;24:8193–8226. doi: 10.1039/D2GC02724K. - DOI