Engineering Poly(lactide)-Lignin Nanofibers with Antioxidant Activity for Biomedical Application

ACS Sustainable Chemistry and Engineering

Volumn 4, Issue 10, 2016, Pages 5268-5276

  Kai, Dan ^a   Ren, Wei ^a   Tian, Lingling ^b   Chee, Pei Lin ^a   Liu, Ye ^a   Ramakrishna, Seeram ^b,c   Loh, Xian Jun ^a,b,d  

^a INSTITUTE OF MATERIALS RESEARCH AND ENGINEERING   (Singapore)

^b NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

^c JINAN UNIVERSITY   (China)

^d SINGAPORE EYE RESEARCH INSTITUTE   (Singapore)

Author keywords

Cytotoxicity; Electrospinning; Lignin copolymer; Oxidative stress; Sustainability

Indexed keywords

ANTIOXIDANTS; BIOCOMPATIBILITY; BIODEGRADABLE POLYMERS; BIOMATERIALS; BIOMECHANICS; BIOMEDICAL ENGINEERING; CELL CULTURE; CELL PROLIFERATION; CELLS; CYTOLOGY; CYTOTOXICITY; ELECTROSPINNING; FIGHTER AIRCRAFT; FREE RADICALS; MEDICAL APPLICATIONS; NANOFIBERS; OXIDATIVE STRESS; RING OPENING POLYMERIZATION; SPINNING (FIBERS); STEM CELLS; SUSTAINABLE DEVELOPMENT;

ANTI-OXIDANT ACTIVITIES; ANTIOXIDANT ASSAYS; BIOMEDICAL APPLICATIONS; BIOMEDICAL MATERIAL; ELECTROSPUN NANOFIBERS; HUMAN DERMAL FIBROBLASTS; HUMAN MESENCHYMAL STEM CELLS; RADICAL SCAVENGING CAPACITIES;

LIGNIN;

ANTIOXIDANTS; LACTIC ACID; LIGNINS; POLYMERIZATION;

EID: 84990053623     PISSN: None     EISSN: 21680485     Source Type: Journal    
DOI: 10.1021/acssuschemeng.6b00478     Document Type: Article

References (48)

1. Pandey, M. P.; Kim, C. S. Lignin Depolymerization and Conversion: A Review of Thermochemical Methods Chem. Eng. Technol. 2011, 34, 29-41 10.1002/ceat.201000270
2. Thakur, V. K.; Thakur, M. K.; Raghavan, P.; Kessler, M. R. Progress in Green Polymer Composites from Lignin for Multifunctional Applications: A Review ACS Sustainable Chem. Eng. 2014, 2, 1072-92 10.1021/sc500087z
3. Xu, X.; He, Z. H.; Lu, S. R.; Guo, D.; Yu, J. H. Enhanced thermal and mechanical properties of lignin/polypropylene wood-plastic composite by using flexible segment-containing reactive compatibilizer Macromol. Res. 2014, 22, 1084-9 10.1007/s13233-014-2161-3
4. Pouteau, C.; Dole, P.; Cathala, B.; Averous, L.; Boquillon, N. Antioxidant properties of lignin in polypropylene Polym. Degrad. Stab. 2003, 81, 9-18 10.1016/S0141-3910(03)00057-0
5. Sadeghifar, H.; Argyropoulos, D. S. Correlations of the Antioxidant Properties of Softwood Kraft Lignin Fractions with the Thermal Stability of Its Blends with Polyethylene ACS Sustainable Chem. Eng. 2015, 3, 349-56 10.1021/sc500756n
6. Hu, L.; Stevanovic, T.; Rodrigue, D. Unmodified and Esterified Kraft Lignin-Filled Polyethylene Composites: Compatibilization by Free-Radical Grafting J. Appl. Polym. Sci. 2015, 132, 8 10.1002/app.41484
7. Pucciariello, R.; Villani, V.; Bonini, C.; D'Auria, M.; Vetere, T. Physical properties of straw lignin-based polymer blends Polymer 2004, 45, 4159-69 10.1016/j.polymer.2004.03.098
8. Kai, D.; Tan, M. J.; Chee, P. L.; Chua, Y. K.; Yap, Y. L.; Loh, X. J. Towards lignin-based functional materials in a sustainable world Green Chem. 2016, 18, 1175-200 10.1039/C5GC02616D
9. Wang, H.; Sun, X. Z.; Seib, P. Mechanical properties of poly(lactic acid) and wheat starch blends with methylenediphenyl diisocyanate J. Appl. Polym. Sci. 2002, 84, 1257-62 10.1002/app.10457
10. Aldana, D. S.; Villa, E. D.; Hernandez, M. D.; Sanchez, G. G.; Cruz, Q. R.; Gallardo, S. F. et al. Barrier Properties of Polylactic Acid in Cellulose Based Packages Using Montmorillonite as Filler Polymers 2014, 6, 2386 10.3390/polym6092386
11. Ouyang, W. Z.; Huang, Y.; Luo, H. J.; Wang, D. S. Poly(Lactic Acid) Blended with Cellulolytic Enzyme Lignin: Mechanical and Thermal Properties and Morphology Evaluation J. Polym. Environ. 2012, 20, 1-9 10.1007/s10924-011-0359-4
12. Li, J. C.; He, Y.; Inoue, Y. Thermal and mechanical properties of biodegradable blends of poly(L-lactic acid) and lignin Polym. Int. 2003, 52, 949-55 10.1002/pi.1137
13. Chung, Y. L.; Olsson, J. V.; Li, R. J.; Frank, C. W.; Waymouth, R. M.; Billington, S. L. et al. A Renewable Lignin-Lactide Copolymer and Application in Biobased Composites ACS Sustainable Chem. Eng. 2013, 1, 1231-8 10.1021/sc4000835
14. Sun, Y.; Yang, L.; Lu, X.; He, C. Biodegradable and renewable poly(lactide)-lignin composites: synthesis, interface and toughening mechanism J. Mater. Chem. A 2015, 3, 3699-709 10.1039/C4TA05991C
15. Ugartondo, V.; Mitjans, M.; Vinardell, M. P. Applicability of lignins from different sources as antioxidants based on the protective effects on lipid peroxidation induced by oxygen radicals Ind. Crops Prod. 2009, 30, 184-7 10.1016/j.indcrop.2009.03.001
16. van Lith, R.; Gregory, E. K.; Yang, J.; Kibbe, M. R.; Ameer, G. A. Engineering biodegradable polyester elastomers with antioxidant properties to attenuate oxidative stress in tissues Biomaterials 2014, 35, 8113-22 10.1016/j.biomaterials.2014.06.004
17. Ren, W.; Pan, X.; Wang, G.; Cheng, W.; Liu, Y. Dodecylated lignin-g-PLA for effective toughening of PLA Green Chem. 2016, 10.1039/C6GC01341D
18. Baheiraei, N.; Yeganeh, H.; Ai, J.; Gharibi, R.; Azami, M.; Faghihi, F. Synthesis, characterization and antioxidant activity of a novel electroactive and biodegradable polyurethane for cardiac tissue engineering application Mater. Sci. Eng., C 2014, 44, 24-37 10.1016/j.msec.2014.07.061
19. Li, Y.; Sarkanen, S. Alkylated kraft lignin-based thermoplastic blends with aliphatic polyesters Macromolecules 2002, 35, 9707-15 10.1021/ma021124u
20. Maldhure, A. V.; Ekhe, J. D.; Deenadayalan, E. Mechanical properties of polypropylene blended with esterified and alkylated lignin J. Appl. Polym. Sci. 2012, 125, 1701-12 10.1002/app.35633
21. Chen, F.; Dai, H. H.; Dong, X. L.; Yang, J. T.; Zhong, M. Q. Physical Properties of Lignin-Based Polypropylene Blends Polym. Compos. 2011, 32, 1019-25 10.1002/pc.21087
22. Kai, D.; Jin, G.; Prabhakaran, M. P.; Ramakrishna, S. Electrospun synthetic and natural nanofibers for regenerative medicine and stem cell Biotechnol. J. 2013, 8, 59-72 10.1002/biot.201200249
23. Huang, Z.; Zhang, Y.; Kotaki, M.; Ramakrishna, S. A review on polymer nanofibers by electrospinning and their applications in nanocomposites Compos. Sci. Technol. 2003, 63, 2223-53 10.1016/S0266-3538(03)00178-7
24. Kai, D.; Jiang, S.; Low, Z. W.; Loh, X. J. Engineering highly stretchable lignin-based electrospun nanofibers for potential biomedical applications J. Mater. Chem. B 2015, 3, 6194-204 10.1039/C5TB00765H
25. Asran, A. S.; Salama, M.; Popescu, C.; Michler, G. H. Solvent Influences the Morphology and Mechanical Properties of Electrospun Poly(L-lactic acid) Scaffold for Tissue Engineering Applications. In Layered Nanostructures-Polymers with Improved Properties; Michler, G. H.; Henning, S., Eds.; Wiley-V C H Verlag Gmbh: Weinheim, 2010; p 153-61.
26. Maleki, H.; Gharehaghaji, A. A.; Moroni, L.; Dijkstra, P. J. Influence of the solvent type on the morphology and mechanical properties of electrospun PLLA yarns Biofabrication 2013, 5, 35014 10.1088/1758-5082/5/3/035014
27. Casasola, R.; Thomas, N. L.; Trybala, A.; Georgiadou, S. Electrospun poly lactic acid (PLA) fibres: Effect of different solvent systems on fibre morphology and diameter Polymer 2014, 55, 4728-37 10.1016/j.polymer.2014.06.032
28. Pham, Q. P.; Sharma, U.; Mikos, A. G. Electrospinning of polymeric nanofibers for tissue engineering applications: A review Tissue Eng. 2006, 12, 1197-211 10.1089/ten.2006.12.1197
29. Kriegel, C.; Arrechi, A.; Kit, K.; McClements, D. J.; Weiss, J. Fabrication, functionalization, and application of electrospun biopolymer nanofibers Crit. Rev. Food Sci. Nutr. 2008, 48, 775-97 10.1080/10408390802241325
30. Subbiah, T.; Bhat, G. S.; Tock, R. W.; Parameswaran, S.; Ramkumar, S. S. Electrospinning of nanofibers J. Appl. Polym. Sci. 2005, 96, 557-69 10.1002/app.21481
31. Ashammakhi, N.; Ndreu, A.; Piras, A. M.; Nikkola, L.; Sindelar, T.; Ylikauppila, H. et al. Biodegradable nanomats produced by electrospinning: Expanding multifunctionality and potential for tissue engineering J. Nanosci. Nanotechnol. 2007, 7, 862-82 10.1166/jnn.2007.485
32. Sen, S.; Patil, S.; Argyropoulos, D. S. Thermal properties of lignin in copolymers, blends, and composites: a review Green Chem. 2015, 17, 4862-87 10.1039/C5GC01066G
33. Gordobil, O.; Delucis, R.; Egues, I.; Labidi, J. Kraft lignin as filler in PLA to improve ductility and thermal properties Ind. Crops Prod. 2015, 72, 46-53 10.1016/j.indcrop.2015.01.055
34. Kai, D.; Prabhakaran, M. P.; Chan, B. Q. Y.; Liow, S. S.; Ramakrishna, S.; Xu, F. et al. Elastic poly (μ-caprolactone)-polydimethylsiloxane copolymer fibers with shape memory effect for bone tissue engineering Biomed Mater. 2016, 11, 015007 10.1088/1748-6041/11/1/015007
35. Washburn, N. R.; Yamada, K. M.; Simon, C. G.; Kennedy, S. B.; Amis, E. J. High-throughput investigation of osteoblast response to polymer crystallinity: influence of nanometer-scale roughness on proliferation Biomaterials 2004, 25, 1215-24 10.1016/j.biomaterials.2003.08.043
36. Park, A.; Cima, L. G. In vitro cell response to differences in poly-L-lactide crystallinity J. Biomed. Mater. Res. 1996, 31, 117-30 10.1002/jbm.1996.820310103
37. Azadfar, M.; Gao, A. H.; Bule, M. V.; Chen, S. L. Structural characterization of lignin: A potential source of antioxidants guaiacol and 4-vinylguaiacol Int. J. Biol. Macromol. 2015, 75, 58-66 10.1016/j.ijbiomac.2014.12.049
38. Morandim-Giannetti, A. A.; Agnelli, J. A. M.; Lancas, B. Z.; Magnabosco, R.; Casarin, S. A.; Bettini, S. H. P. Lignin as additive in polypropylene/coir composites: Thermal, mechanical and morphological properties Carbohydr. Polym. 2012, 87, 2563-8 10.1016/j.carbpol.2011.11.041
39. Domenek, S.; Louaifi, A.; Guinault, A.; Baumberger, S. Potential of Lignins as Antioxidant Additive in Active Biodegradable Packaging Materials J. Polym. Environ. 2013, 21, 692-701 10.1007/s10924-013-0570-6
40. Acosta, J. L. E.; Chavez, P. I. T.; Ramirez-Wong, B.; Bello-Perez, L. A.; Ros, A. V.; Millan, E. C. et al. Mechanical, thermal, and antioxidant properties of composite films prepared from durum wheat starch and lignin Starch-Starke 2015, 67, 502-11 10.1002/star.201500009
41. Ponomarenko, J.; Dizhbite, T.; Lauberts, M.; Volperts, A.; Dobele, G.; Telysheva, G. Analytical pyrolysis-A tool for revealing of lignin structure-antioxidant activity relationship J. Anal. Appl. Pyrolysis 2015, 113, 360-9 10.1016/j.jaap.2015.02.027
42. Dizhbite, T.; Telysheva, G.; Jurkjane, V.; Viesturs, U. Characterization of the radical scavenging activity of lignins-natural antioxidants Bioresour. Technol. 2004, 95, 309 10.1016/j.biortech.2004.02.024
43. Ugartondo, V.; Mitjans, M.; Vinardell, M. P. Comparative antioxidant and cytotoxic effects of lignins from different sources Bioresour. Technol. 2008, 99, 6683-7 10.1016/j.biortech.2007.11.038
44. Kai, D.; Low, Z. W.; Liow, S. S.; Abdul Karim, A.; Ye, H.; Jin, G. et al. Development of Lignin Supramolecular Hydrogels with Mechanically Responsive and Self-Healing Properties ACS Sustainable Chem. Eng. 2015, 3, 2160-9 10.1021/acssuschemeng.5b00405
45. Ten, E.; Ling, C.; Wang, Y.; Srivastava, A.; Dempere, L. A.; Vermerris, W. Lignin Nanotubes As Vehicles for Gene Delivery into Human Cells Biomacromolecules 2014, 15, 327-38 10.1021/bm401555p
46. Jankovic, A.; Erakovic, S.; Ristoscu, C.; Mihailescu, N.; Duta, L.; Visan, A. et al. Structural and biological evaluation of lignin addition to simple and silver-doped hydroxyapatite thin films synthesized by matrix-assisted pulsed laser evaporation J. Mater. Sci.: Mater. Med. 2015, 26, 14 10.1007/s10856-014-5333-y
47. Valente, F. L.; Santos, L. C.; Sepulveda, R. V.; Goncalves, G. P.; Eleoterio, R. B.; Reis, E. C. C. et al. Hydroxyapatite-lignin composite as a metallic implant-bone tissue osseointegration improver: experimental study in dogs Cienc Rural 2016, 46, 324-9 10.1590/0103-8478cr20150110
48. Nunez-Flores, R.; Gimenez, B.; Fernandez-Martin, F.; Lopez-Caballero, M. E.; Montero, M. P.; Gomez-Guillen, M. C. Physical and functional characterization of active fish gelatin films incorporated with lignin Food Hydrocolloids 2013, 30, 163-72 10.1016/j.foodhyd.2012.05.017