Phenolic Polymers Research Articles

Metal-Phenolic Nanomaterial with Organelle-Level Precision Primes Antitumor Immunity via mtDNA-dependent cGAS-STING Activation.

New generation of nanomaterials with organelle-level precision provide significant promise for targeted attacks on mitochondria, exhibiting remarkable therapeutic potency. Here, we report a novel amphiphilic phenolic polymer (PF) for the mitochondria-targeted photodynamic therapy (PDT), which can trigger excessive mitochondrial DNA (mtDNA) damage by the synergistic action of oxidative stress and furan-mediated DNA cross-linking. Moreover, the phenolic units on PF enable further self-assembly with Mn2+ via metal-phenolic coordination to form metal-phenolic nanomaterial (PFM). We focus on the synergistic activation of the cGAS-STING pathway by Mn2+ and tumor-derived mtDNA in tumor-associated macrophages (TAMs), and subsequently repolarizing M2-like TAMs to M1 phenotype. We highlight that PFM facilitates the cGAS-STING-dependent immunity at the organelle level for potent antitumor efficacy.

Expression of laccase and ascorbate oxidase affects lignin composition in Arabidopsis thaliana stems.

Lignin is a phenolic polymer that is a major source of biomass. Oxidative enzymes, such as laccase and peroxidase, are required for lignin polymerisation. Laccase is a member of the multicopper oxidase family and has a high amino acid sequence similarity with ascorbate oxidase. However, the process of functional differentiation between the two enzymes remains poorly understood. In this study, the common ancestry sequence of laccase and ascorbate oxidase (AncMCO) was predicted via phylogenetic reconstruction, and its in vivo effect on lignin biosynthesis in Arabidopsis thaliana was assessed. The estimated AncMCO sequence conserved key residues that coordinate with copper ions, implying that the electron transfer system is likely to be conserved in AncMCO. However, multiple insertions/deletions corresponding to protein surface structures have been found between laccase, ascorbate oxidase, and AncMCO. The overexpression of canonical laccase (AtLAC4) and ascorbate oxidase (AtAAO1) in A. thaliana resulted in notable increases of syringyl/guaiacyl lignin unit ratio in stems, whereas, in contrast, the overexpression of AncMCO did not show any detectable change in lignin deposition. Transcriptomic analysis revealed that the AtAAO1-overexpressing line exhibited significant changes in the expression of a wide range of cell wall biosynthesis genes. These results highlight the importance of the molecular evolution of multicopper oxidase, which drives lignin biosynthesis during plant evolution.

Molecular dynamics simulations of thermomechanical properties of silicone-modified phenolic polymer

The silicone-phenolic multicomponent polymers are typically employed as the matrix of fiber-reinforced nanocomposites developed for reentry vehicles due to their excellent thermal and mechanical properties. The thermomechanical properties of the silicone-phenolic multicomponent polymer system, which are greatly related to the processing and microstructures, were studied using molecular dynamics (MD) simulations combined with experiments. A multistep dynamic polymerization approach was utilized to form the crosslinked polymer model, which was also validated in terms of both microstructures and properties. The thermomechanical properties of the crosslinked polymer system were established as a function of crosslinking degree, component ratio, temperature, strain rate, and cooling rate, and the influence mechanisms of the processing parameters were revealed. The crosslinking degree can greatly influence the glass transition temperature and volumetric coefficient of thermal expansion, which is attributed to the constrained chain mobility. The crosslinking degree and the component ratio have a significant effect on the morphologies and vibrational density of states of the polymer system, respectively, which in turn affects the thermal conductivity. The failure mode during uniaxial tensile was investigated in terms of the atomic energy distribution through MD simulations. The elastic and plastic deformation stages are dominated by intermolecular non-bonding interactions, but less contributed by the bonding interactions. This work can guide the design of polymeric nanocomposites by establishing the relationship of processing-microstructure-thermomechanical properties.

Design of a hybrid nanoscaled skin photoprotector by boosting the antioxidant properties of food waste-derived lignin through molecular combination with TiO2 nanoparticles

TiO2 nanoparticles loaded with pistachio shell lignin (8 % and 29 % w/w) were prepared by a hydrothermal wet chemistry approach. The efficient interaction at the molecular level of the biomacromolecule and inorganic component was demonstrated by X-ray diffraction (XRD), transmission electron microscopy (TEM), UV–Visible (UV–Vis), Fourier transform infrared (FT-IR), dynamic light scattering (DLS), and electron paramagnetic resonance (EPR) analysis. The synergistic combination of lignin and TiO2 nanoparticles played a key role in the functional properties of the hybrid material, which exhibited boosted features compared to the separate organic and inorganic phase. In particular, the hybrid TiO2-lignin nanoparticles showed a broader UV–Vis protection range and remarkable antioxidant performance in aqueous media. They could also better protect human skin explants from the DNA damaging effect of UV radiations compared to TiO2 as indicated by lower levels of p-H2A.X, a marker of DNA damage, at 6 h from exposure. In addition, the samples could protect the skin against the structural damage occurring 24 h post UV radiations by preventing the loss of keratin 10. These results open new perspectives in the exploitation of food-waste derived phenolic polymers for the design of efficient antioxidant materials for skin photoprotection in a circular economy perspective.

A porous phenolic resin sorbent for enhanced CO2 capture: Synthesis, optimization, and techno-economic analysis

Amidst rising global concerns about climate change, the capture and sequestration of carbon dioxide (CO2) from industrial emissions is becoming increasingly critical. In the present study, a phenolic resin-based porous polymer for CO2 capture is developed, offering a solution to the dual challenges of efficacy and cost in current carbon capture technologies. Optimization of synthesis parameters, including temperature, reaction time, and catalyst amount was performed using response surface methodology (RSM) to maximize surface area and economic benefits. The optimized polymer demonstrated a substantial CO2 adsorption capacity of 3.06 mmol/g at 273 K and 1 bar, with a specific surface area of 860 m2/g. An early-stage techno-economic analysis of sorbent synthesis was conducted, relating cost to sorbent quality and surface area. It was found that producing the polymer at low temperatures is more cost-effective, while synthesis at higher temperatures offers operational advantages. This research addresses a gap in existing literature by focusing on the sorbent material and its economic viability, paving the way toward the commercialization of such adsorption technology.

A novel phenolic pyrylium-based porous organic polymer promotes solar-driven photocatalytic CO2 reduction

Research on ionic porous organic polymers (iPOPs) for photocatalytic carbon dioxide (CO2) reduction has shown promising progress over the past decade, but improving their catalytic performance in CO2 reduction remains a challenge. In this work, neutral monomer 2,6-dimethyl-γ-pyrone (DMPy) is employed into iPOPs (Py-POPOH) via Aldol condensation, where acidic conditions could not only catalyze the reaction, but also convert DMPy from quinoid structure to phenol-based pyrylium. The cationic sites facilitate the electrostatic adsorption of CO2, while the phenol structures aid in electron delocalization across the pyrylium, thereby broadening the photoresponse range and increasing the charge separation efficiency. Moreover, the phenolic hydroxyl intensifies the interaction with CO2 through hydrogen bonds, leading to improved photocatalytic performance. The resultant Py-POPOH exhibits significant advancement in light absorption, extending to 792 nm, and achieves a high CO2 to CO conversion rate of 237.75 µmol g-1h−1 as metal-free photocatalysts, almost 6 times higher than that of phenol-free structure. This result demonstrates the potential of iPOPs in improving photocatalytic performance, and provides a way to further improve the design of photocatalysts.

Bio-coloration and Antibacterial Function of Wool grafted with pomegranate peel polyphenols catalyzed by laccase

With the deterioration of environmental problems and world energy consumption, the improvement of textile dyeing has been paid more and more attention by researchers. The application of natural dyes in the dyeing of wool fabrics had become a research hotspot. However, the main drawback of the application of natural dyes lies in the poor color stability on wool fabrics. Therefore, research on environmentally and economically friendly dyeing processes has gained crucial importance. In this paper, the effect of pomegranate pigment on the functional dyeing of wool fabric under the catalysis of laccase was discussed. The dyeing effect of different methods on wool fabric was compared and the laccase catalytic dyeing process was optimized. Firstly, the properties of pomegranate peel pigment were analyzed by Ultraviolet-visible absorption spectrum (UV-Vis) and Fourier infrared spectroscopy (FTIR). Then the surface morphology and properties of wool fabric were observed by scanning electron microscope (SEM), microscope and FTIR. Lastly the function and stability of dyed wool fabric were tested by color characteristic value, UV resistance, antibacterial property, color fastness and tensile strength. The results showed that better dyeing effect of wool fabric were obtained by dyeing firstly with pomegranate peel and then catalysis with laccase. The optimum process of laccase catalysis was as follows: catalysis time 8 h, laccase dosage 3.3 U, temperature 50℃, pH 5. The results of SEM, FTIR and microscope tests showed that the phenolic compounds in the pigment of pomegranate peel was catalyzed by laccase to form the deepened coloration polymers and the phenolic polymers were finally combined with the wool fabric. Laccase-catalyzed dyed wool fabric showed good performance stability, such as color fastness to rubbing and soap-washing, strong antibacterial property, great enhancement of UV resistance and excellent tensile strength. The application of laccase in the natural dyeing process of textiles can provide a better way to improve the dyeing properties.

Enhancing bioactive phenolic extraction from unfermented Cabernet Sauvignon pomace through tailored synergies of pH, proteolysis, and microwave processing

The impact of enzyme-assisted (EAE), microwave-assisted (MAE), and microwave enzyme-assisted (MEAE) extractions using water were evaluated and compared to aqueous (AEP), conventional ethanolic (CSE), and microwave ethanolic (MSE) controls for the release of phenolics from Cabernet Sauvignon grape pomace. Optimization of extract total phenolic content (TPC) involved stepwise screening of time, temperature, slurry pH, solids-to-liquid ratio, and enzyme conditions. The use of 0.1 % alkaline protease in MEAE (1:10 g pomace/mL water, pH 11.5, 70 °C, 30 min) reduced extraction time by 50 % compared to AEP, EAE, and CSE methods, doubling the TPC of the extracts to 100.9 mg GAE/g dry weight pomace compared to ethanolic extractions. MAE and MEAE extracts exhibited in vitro antioxidant activities (ABTS and ORAC) similar to ethanolic extracts and had greater antioxidant activities than AEP/EAE extracts while boosting relative contents of catechins, procyanidins, trans-piceid, and malvidin-3,5-diglucoside as detected by untargeted metabolomics. Quantitation by HPLC showed increased levels of gallic acid, protocatechuic acid, syringic acid, p-coumaric acid, polymeric phenols, and polymeric pigments in MEAE compared to hydroethanolic methods. Scanning electron microscopy further supported the synergistic role of microwave processing and proteolysis in disrupting the grape cell structure to aid in releasing valuable bioactive phenolic compounds.

Protective properties of melanin from lichen Lobaria pulmonaria (L.) HOFFM. In models of oxidative stress in skeletal muscle

Melanin is a dark pigment from the group of phenolic or indole polymers with inherent biocompatibility and antioxidant capacity. In extremophilic lichen Lobaria pulmonaria, melanin is responsible for protective properties against hostile environments. Herein, the ability of melanin extracted from L. pulmonaria to counteract oxidative stress and related damages was studied in the mouse diaphragm, the main respiratory muscle. Initial in vitro experiments demonstrated ultraviolet (UV)-absorbing, antioxidant and metal chelating activities of melanin. This melanin can form nanoparticles and stabile colloidal system at concentration of 5 μg/ml. Pretreatment of the muscle with melanin (5 μg/ml) markedly reduced UV-induced increase in intracellular and extracellular reactive oxygen species (ROS) as well as antimycin A-mediated enhancement in mitochondrial ROS production accompanied by lipid peroxidation and membrane asymmetry loss. In addition, melanin attenuated suppression of neuromuscular transmission and alterations of contractile responses provoked by hydrogen peroxide. Thus, this study shed the light on the perspectives of the application of a lichen melanin as a protective component for treatment of skeletal muscle disorders, which are accompanied with an increased ROS production.

Enhancing monolignol ferulate conjugate levels in poplar lignin via OsFMT1

BackgroundThe phenolic polymer lignin is one of the primary chemical constituents of the plant secondary cell wall. Due to the inherent plasticity of lignin biosynthesis, several phenolic monomers have been shown to be incorporated into the polymer, as long as the monomer can undergo radicalization so it can participate in coupling reactions. In this study, we significantly enhance the level of incorporation of monolignol ferulate conjugates into the lignin polymer to improve the digestibility of lignocellulosic biomass.ResultsOverexpression of a rice Feruloyl-CoA Monolignol Transferase (FMT), OsFMT1, in hybrid poplar (Populus alba x grandidentata) produced transgenic trees clearly displaying increased cell wall-bound ester-linked ferulate, p-hydroxybenzoate, and p-coumarate, all of which are in the lignin cell wall fraction, as shown by NMR and DFRC. We also demonstrate the use of a novel UV–Vis spectroscopic technique to rapidly screen plants for the presence of both ferulate and p-hydroxybenzoate esters. Lastly we show, via saccharification assays, that the OsFMT1 transgenic p oplars have significantly improved processing efficiency compared to wild-type and Angelica sinensis-FMT-expressing poplars.ConclusionsThe findings demonstrate that OsFMT1 has a broad substrate specificity and a higher catalytic efficiency compared to the previously published FMT from Angelica sinensis (AsFMT). Importantly, enhanced wood processability makes OsFMT1 a promising gene to optimize the composition of lignocellulosic biomass.

Investigation of Peroxidase-Like Activity of Flower-Shaped Nanobiocatalyst from Viburnum Opulus L. Extract on the Polymerization Reactions

Here, we report the effects of peroxidase-mimicking activity of flower shaped hybrid nanobiocatalyst obtained from Viburnum-Opulus L. (Gilaburu) extract and Cu2+ ions on the polymerization of phenol and its derivatives (guaiacol and salicylic acid). The obtained nanoflowers exhibited quite high catalytic activity upon the polymerization of phenol and guaiacol. The yields and the number average molecular weights of the obtained polymers were significantly high. Due to solubility issue of salicylic acid in aqueous media, polymerization of salicylic acid resulted in very low yields. Free-horseradish peroxidase (HRP) enzyme is known to be losing its catalytic activity at 60 °C and above temperatures. However, the synthesized nanoflowers exhibited quite high catalytic activity even at 60 °C and above reaction temperatures. This provides notable benefits for reactions needed at high temperatures, and it is very important to use these kinds of nanobiocatalysts for both scientific studies and industrial applications.

Anti-wrinkle efficacy of standardized phenolic acids polymer extract (PAPE)from propolis: Implications for antiaging and skin health.

The increasing quest for effective and safe antiaging skincare solutions has led to a surge in the exploration of natural compounds such as phenolic acids. Despite the proven efficacy of traditional antiaging ingredients like retinol, their associated side effects have necessitated the search for alternatives. This study aimed to assess the anti-wrinkle efficacy of a standardized phenolic acids polymer extract (PAPE) from propolis, employing both invitro and clinical methodologies to explore its suitability as a novel antiaging skincare ingredient for sensitive and nonsensitive skin types. The study comprised of evaluating PAPE effects on key skin health biomarkers in dermal fibroblasts and keratinocytes. A double-blind, randomized clinical trial involving female participants aged 30-70 years assessed the wrinkle-reducing effectiveness of face creams formulated with two concentrations of PAPE (1.5% and 3%) over a 28-day period. In vitro studies indicated that PAPE could modulate inflammation and tissue remodeling biomarkers. The clinical trial demonstrated that applying PAPE-enriched cream resulted in significant wrinkle reduction, with 25% and 34% improvements for the 1.5% and 3% PAPE formulations, respectively. Subjective feedback from participants further validated the antiaging efficacy and overall satisfaction with the product. Incorporating PAPE offers a compelling antiaging solution, significantly reducing wrinkle depth with a favorable safety profile. The study substantiates PAPE's potential as an effective and safe alternative to conventional antiaging ingredients, aligning with the cosmetic industry's shift toward natural, evidence-based formulations.

Enhanced peroxymonosulfate activation by δ-MnO2 nanocatalyst enriched with oxygen vacancies for phenolic pollutants polymerization

Heterogeneous advanced oxidation processes technology holds great potential for the removal of toxic phenolic molecules in water, but is currently challenged by overuse of oxidation agents and undesirable carbon emissions during the mineralization process. The present work demonstrates that with an oxygen-vacancy-rich Fe doped δ-phase MnO2 (δ-MnO2) as the nanocatalyst, the phenol (PhOH) could be removed with high selectivity as well as effective conversion into non-toxic phenolic polymers via a non-radical electron transfer route, instead of complete mineralization by common radical attacking route. Oxygen vacancies in δ-MnO2 were enriched by Fe doping, which greatly improved the activation of peroxymonosulfate (PMS) by extending the length of the O-O bond in PMS. A 6.68-fold enhancement of the removal rate of PhOH was achieved by Fe doping δ-MnO2, compared to the pristine δ-MnO2. Moreover, the consumption of PMS could be reduced by up to 95.08 %, and the carbon emissions were also reduced by up 99.13 % during the polymerization process. The present study manifests that rationally designing a non-radical route offers significant potential for the cost-effective use of oxidation agents as well as reducing carbon emissions, presenting a superior approach for the target of achieving carbon neutrality in environmental remediation.

Ethyl acetate fractionation improved the homogeneity and purity of CAOSA-extracted lignin

Lignin separated from the pulping and bio-refining industry is a cross-linked organic phenolic polymer and the most abundant renewable aromatic resource. However, its wide molecular weight distribution, inhomogeneity and complex functional groups are the factors restricting the application of lignin. The preparation of lignin with simple structures and low dispersity by fractionation is one of the main methods to transform lignin into higher-value materials. In this study, lignin fragments with lower dispersibility (Đ) were separated from CAOSA-extracted bamboo lignin by continuous organic solvent fractionation involving ethyl acetate, ethanol, acetone and dioxane/water (95:5). The lignin fragments extracted by ethyl acetate possessed a lower molecular weight (821 g/mol), lower glass transition temperature (Tg), higher purity and phenolic hydroxyl content (0.370 mmol/g). This method unlocked the versatility of the lignin components and provided a reference for the application of lignin in resin, rubber, antioxidant, asphalt and adhesive.

Uncovering the lignin-degrading potential of Serratia quinivorans AORB19: insights from genomic analyses and alkaline lignin degradation

BackgroundLignin is an intricate phenolic polymer found in plant cell walls that has tremendous potential for being converted into value-added products with the possibility of significantly increasing the economics of bio-refineries. Although lignin in nature is bio-degradable, its biocatalytic conversion is challenging due to its stable complex structure and recalcitrance. In this context, an understanding of strain's genomics, enzymes, and degradation pathways can provide a solution for breaking down lignin to unlock the full potential of lignin as a dominant valuable bioresource. A gammaproteobacterial strain AORB19 has been isolated previously from decomposed wood based on its high laccase production. This work then focused on the detailed genomic and functional characterization of this strain based on whole genome sequencing, the identification of lignin degradation products, and the strain’s laccase production capabilities on various agro-industrial residues.ResultsLignin degrading bacterial strain AORB19 was identified as Serratia quinivorans based on whole genome sequencing and core genome phylogeny. The strain comprised a total of 123 annotated CAZyme genes, including ten cellulases, four hemicellulases, five predicted carbohydrate esterase genes, and eight lignin-degrading enzyme genes. Strain AORB19 was also found to possess genes associated with metabolic pathways such as the β-ketoadipate, gentisate, anthranilate, homogentisic, and phenylacetate CoA pathways. LC–UV analysis demonstrated the presence of p-hydroxybenzaldehyde and vanillin in the culture media which constitutes potent biosignatures indicating the strain’s capability to degrade lignin. Finally, the study evaluated the laccase production of Serratia AORB19 grown with various industrial raw materials, with the highest activity detected on flax seed meal (257.71 U/L), followed by pea hull (230.11 U/L), canola meal (209.56 U/L), okara (187.67 U/L), and barley malt sprouts (169.27 U/L).ConclusionsThe whole genome analysis of Serratia quinivorans AORB19, elucidated a repertoire of genes, pathways and enzymes vital for lignin degradation that widens the understanding of ligninolytic metabolism among bacterial lignin degraders. The LC-UV analysis of the lignin degradation products coupled with the ability of S. quinivorans AORB19 to produce laccase on diverse agro-industrial residues underscores its versatility and its potential to contribute to the economic viability of bio-refineries.

Extracellular vesicles of Norway spruce contain precursors and enzymes for lignin formation and salicylic acid.

Lignin is a phenolic polymer in plants that rigidifies the cell walls of water-conducting tracheary elements and support-providing fibers and stone cells. Different mechanisms have been suggested for the transport of lignin precursors to the site of lignification in the cell wall. Extracellular vesicle (EV)-enriched samples isolated from a lignin-forming cell suspension culture of Norway spruce (Picea abies L. Karst.) contained both phenolic metabolites and enzymes related to lignin biosynthesis. Metabolomic analysis revealed mono-, di- and oligolignols in the EV isolates, as well as carbohydrates and amino acids. In addition, salicylic acid (SA) and some proteins involved in SA signaling were detected in the EV-enriched samples. A proteomic analysis detected several laccases, peroxidases, β-glucosidases, putative dirigent proteins, and cell wall-modifying enzymes such as glycosyl hydrolases, transglucosylase/hydrolases, and expansins in EVs. Our findings suggest that EVs are involved in transporting enzymes required for lignin polymerization in Norway spruce, and that radical coupling of monolignols can occur in these vesicles.

Preparation of MOR/P(S‐co‐VPh) nanofiber composite membrane and its adsorption properties for rubidium ions

AbstractRubidium (Rb), a rare and precious metal, is widely used in high‐tech fields. In this work the structural advantages of mordenite (MOR) and group affinity of phenolic hydroxyl polymers (poly (styrene‐4‐hydroxystyrene) (P(S‐co‐VPh)) are combined to prepare MOR/P(S‐co‐VPh) nanofiber composite membranes with high selectivity and adsorption specificity for Rb+ by electrospinning. The test results show that MOR is successfully anchored on the nanofiber substrate and maintained its complete crystal structure. Adsorption experiments show that the adsorption capacity of Rb+ increases with the increase of MOR content, and pH = 9.0, T = 25°C are the best adsorption conditions. K+ shows the most obvious interference with the adsorption capacity decreased from 60.03 to 39.33 mg/g. The adsorption process follows with the Langmuir isothermal model and pseudo‐second‐order kinetic equation. The chemical adsorption based on the coordination reaction is the control step, and the intraparticle diffusion also has an important effect on the adsorption rate. The recycling test indicates that the prepared nanofiber composite membrane not only has efficient adsorption of Rb+, but also exhibits excellent regeneration and stability, which helps to achieve its widespread application and long‐term operation in harsh environments.

Water-dispersible macromolecular antioxidants for toughening and strengthening cellulose membranes

Biodegradable packaging materials from cellulose are eco-friendly alternatives to traditional petroleum-based plastics. Balancing its mechanical properties as well as protective values (antioxidation, oxygen barrier, etc.) is critical. However, most studies to improve its antioxidation performance were accompanied by sacrificed mechanical properties. In the current work, a series of linear -COOH functionalized phenolic polymers were prepared from phenolic compounds (vanillin, 3,4-dihydroxy benzaldehyde) through a facile tri-component thiol-aldehyde polycondensation. While circumventing the cumbersome protection-deprotection of phenol groups, the one-pot strategy also affords water dispersible polymers for fabricating composites with cellulose nanofibers in an aqueous medium. After introducing 5–10 wt% of the copolymers, a minor soft phase was formed inside the composites, contributing to enhanced mechanical strength, toughness, antioxidation capability, and ultra-violet blocking performance, while its oxygen barrier property was well maintained.

Extraction of homogeneous lignin oligomers by ozonation of Miscanthus giganteus and vine shoots in a pilot scale reactor

Lignin, a complex phenolic polymer crucial for plant structure, is mostly used as fuel but it can be harnessed for environmentally friendly applications. This article explores ozonation as a green method for lignin extraction from lignocellulosic biomass, aiming to uncover the benefits of the extracted lignin. A pilot-scale ozonation reactor was employed to extract lignin from Miscanthus giganteus (a grass variety) and vine shoots (a woody biomass). The study examined the lignin extraction and modification of the fractions and identified the generation of phenolic and organic acids. About 48 % of lignin was successfully extracted from both biomass types. Phenolic monomers were produced, vine shoots yielding fewer monomers than Miscanthus giganteus. Ozonation generated homogeneous lignin oligomers, although their molecular weight decreased during ozonation, with vine shoot oligomers exhibiting greater resistance to ozone. Extracted fractions were stable at 200 °C, despite the low molecular weight, outlining the potential of these phenolic fractions.

Controlling polymer degradation by addition of plant aromatic polymer, lignin

This study examined the accelerated degradation of poly(caprolactone) films using two types of lignin derivatives. The degradation of poly(caprolactone) films was unaffected by the lignin derivative capped hydroxy groups, indicating the participation of radicals from phenolic hydroxy groups in lignin derivatives for accelerating the degradation of films. Furthermore, the role of lignin radicals in relation to polymer degradation changed as per the mechanism of polymer decomposition, e.g., the degradation of poly(ethylene carbonate) films was suppressed by feeding lignin derivatives because of the back biting type decomposition nature of poly(ethylene carbonate), which differs from the radical-mediated addition/cleavage type decomposition nature of poly(caprolactone). These results provide an approach of designing bio-degradative materials from lignin, a natural phenolic polymer.