Delivery of vanillin by poly(lactic-acid) nanoparticles: Development, characterization and in vitro evaluation of antioxidant activity

Materials Science and Engineering C

Volumn 62, Issue , 2016, Pages 1-8

  Dalmolin, Luciana Facco ^a   Khalil, Najeh Maissar ^a   Mainardes, Rubiana Mara ^a  

^a UNIVERSIDADE ESTADUAL DO CENTRO OESTE   (Brazil)

Author keywords

Antioxidant; Nanotechnology; Particle size; Stability; Vanillin

Indexed keywords

ANTIOXIDANTS; CONVERGENCE OF NUMERICAL METHODS; DIFFERENTIAL SCANNING CALORIMETRY; DRUG PRODUCTS; EFFICIENCY; EMULSIFICATION; ENCAPSULATION; LACTIC ACID; NANOTECHNOLOGY; PARTICLE SIZE; PLANTS (BOTANY); X RAY DIFFRACTION; ZETA POTENTIAL;

ANTI-OXIDANT ACTIVITIES; ANTIOXIDANT POTENTIAL; CONCENTRATION-DEPENDENT; EMULSION SOLVENT EVAPORATION; ENCAPSULATION EFFICIENCY; PHYSICOCHEMICAL PROPERTY; POLYDISPERSITY INDICES; VANILLIN;

NANOPARTICLES;

ANTIOXIDANT; BENZALDEHYDE DERIVATIVE; DRUG CARRIER; NANOPARTICLE; POLYESTER; POLYLACTIDE; VANILLIN;

CHEMISTRY; DIFFERENTIAL SCANNING CALORIMETRY; DIFFUSION; METABOLISM; PARTICLE SIZE; THERMOGRAVIMETRY; X RAY DIFFRACTION;

ANTIOXIDANTS; BENZALDEHYDES; CALORIMETRY, DIFFERENTIAL SCANNING; DIFFUSION; DRUG CARRIERS; NANOPARTICLES; PARTICLE SIZE; POLYESTERS; THERMOGRAVIMETRY; X-RAY DIFFRACTION;

EID: 84955463976     PISSN: 09284931     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.msec.2016.01.031     Document Type: Article

References (57)

1. B. Halliwell Free radicals, antioxidants, and human disease: curiosity, cause, or consequence? Lancet 344 1994 721 724 10.1016/S0140-6736(94)92211-X
2. A.V. Rao, and B. Balachandran Role of oxidative stress and antioxidants in neurodegenerative diseases Nutr. Neurosci. 5 2002 291 309 10.1080/1028415021000033767
3. A.K. Sinha, U.K. Sharma, and N. Sharma A comprehensive review on vanilla flavor: extraction, isolation and quantification of vanillin and others constituents Int. J. Food Sci. Nutr. 59 2008 299 326 10.1080/09687630701539350
4. N.J. Walton, M.J. Mayer, and A. Narbad Vanillin Phytochemistry 63 2003 505 515 10.1016/S0031-9422(03)00149-3
5. K. Lirdprapamongkol, H. Sakurai, N. Kawasaki, M.K. Choo, Y. Saitoh, Y. Aozuka, and et al. Vanillin suppresses in vitro invasion and in vivo metastasis of mouse breast cancer cells Eur. J. Pharm. Sci. 25 2005 57 65 10.1016/j.ejps.2005.01.015
6. D.J. Fitzgerald, M. Stratford, M.J. Gasson, J. Ueckert, A. Bos, and A. Narbad Mode of antimicrobial of vanillin against Escherichia coli, Lactobacillus plantarum and Listeria innocua J. Appl. Microbiol. 97 2004 104 113 10.1111/j.1365-2672.2004.02275.x
7. J.E. Galgani, B. Nunez, and L.A. Videla Vanillin suppresses Kupffer cell-related colloidal carbon-induced respiratory burst activity in isolated perfused rat liver: anti-inflammatory implications Food Funct. 3 2012 1319 1323 10.1039/C2FO30150D
8. D.T. Shaughnessy, R.W. Setzer, and D.M. DeMarini The antimutagenic effect of vanillin and cinnamaldehyde on spontaneous mutation in Salmonella TA104 is due to a reduction in mutations at GC but not AT sites Mutat. Res. 480-481 2001 55 69 10.1016/S0027-5107(01)00169-5
9. A. Tai, T. Sawano, F. Yazama, and H. Ito Evaluation of antioxidant activity of vanillin by using multiple antioxidant assays Biochim. Biophys. Acta Gen. Subj. 1810 2011 170 177 10.1016/j.bbagen.2010.11.004
10. J.P. Kamat, A. Ghosh, and T.P.A. Devasagayam Vanillin as an antioxidant in rat liver mitochondria: inhibition of protein oxidation and lipid peroxidation induced by photosensitization Mol. Cell. Biochem. 209 2000 47 53 10.1023/a:1007048313556
11. M. Makni, Y. Chtourou, M. Barkallah, and H. Fetoui Protective effect of vanillin against carbon tetrachloride (CCl)-induced oxidative brain injury in rats Toxicol. Ind. Health 28 2012 655 662 10.1177/0748233711420472
12. S.S. Kumar, K.I. Priyadarsini, and K.B. Sainis Inhibition of peroxynitrite-mediated reactions by vanillin J. Agric. Food Chem. 52 2004 139 145 10.1021/jf030319d
13. S. Santosh Kumar, K.I. Priyadarsini, and K.B. Sainis Free radical scavenging activity of vanillin and o-vanillin using 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical Redox Rep. 7 2002 35 40 10.1179/135100002125000163
14. G.A. Liu, and R.L. Zheng Protection against damaged DNA in the single cell by polyphenols Pharmazie 57 2002 852 854 (http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=PubMed&dopt=Citation&list-uids=12561251)
15. F. Beaudry, A. Ross, P.P. Lema, and P. Vachon Pharmacokinetics of vanillin and its effects on mechanical hypersensitivity in a rat model of neuropathic pain Phytother. Res. 24 2010 525 530 10.1002/ptr.2975
16. A. Kumari, S.K. Yadav, and S.C. Yadav Biodegradable polymeric nanoparticles based drug delivery systems Colloids Surf. B: Biointerfaces 75 2010 1 18 10.1016/j.colsurfb.2009.09.001
17. M. Hans, and A. Lowman Biodegradable nanoparticles for drug delivery and targeting Curr. Opin. Solid State Mater. Sci. 6 2002 319 327 10.1016/S1359-0286(02)00117-1
18. K.S. Soppimath, T.M. Aminabhavi, A.R. Kulkarni, and W.E. Rudzinski Biodegradable polymeric nanoparticles as drug delivery devices J. Control. Release 70 2001 1 20 10.1016/S0168-3659(00)00339-4
19. M. Yousefi, F. Gholamian, D. Ghanbari, and M. Salavati-Niasari Polymeric nanocomposite materials: preparation and characterization of star-shaped PbS nanocrystals and their influence on the thermal stability of acrylonitrile-butadiene-styrene (ABS) copolymer Polyhedron 30 2011 1055 1060 10.1016/j.poly.2011.01.012
20. I. Wu, and J. Elisseeff Natural and Synthetic Biomedical Polymers 2014 10.1016/B978-0-12-396983-5.00015-6
21. D. Ghanbari, M. Salavati-Niasari, and M. Sabet Preparation of flower-like magnesium hydroxide nanostructure and its influence on the thermal stability of poly vinyl acetate and poly vinyl alcohol Compos. Part B 45 2013 550 555 10.1016/j.compositesb.2012.09.007
22. 19 nanostructures via a sol-gel auto-combustion process J. Magn. Magn. Mater. 401 2016 362 369 10.1016/j.jmmm.2015.10.049
23. D.R. Paul, and L.M. Robeson Polymer nanotechnology: nanocomposites Polymer (Guildf) 49 2008 3187 3204 10.1016/j.polymer.2008.04.017
24. C. Altmeyer, T.K. Karam, N.M. Khalil, and R.M. Mainardes Tamoxifen-loaded poly(l-lactide) nanoparticles: development, characterization and in vitro evaluation of cytotoxicity Mater. Sci. Eng. C 60 2016 135 142 10.1016/j.msec.2015.11.019
25. A. de Cristo Soares Alves, R.M. Mainardes, and N.M. Khalil Nanoencapsulation of gallic acid and evaluation of its cytotoxicity and antioxidant activity Mater. Sci. Eng. C 60 2015 126 134 10.1016/j.msec.2015.11.014
26. H. Tian, Z. Tang, X. Zhuang, X. Chen, and X. Jing Biodegradable synthetic polymers: preparation, functionalization and biomedical application Prog. Polym. Sci. 37 2012 237 280 10.1016/j.progpolymsci.2011.06.004
27. L.S. Nair, and C.T. Laurencin Polymers as biomaterials for tissue engineering and controlled drug delivery Adv. Biochem. Eng. Biotechnol. 102 2006 47 90 10.1007/b137240
28. J.M. Anderson, and M.S. Shive Biodegradation and biocompatibility of PLA and PLGA microspheres Adv. Drug Deliv. Rev. 64 2012 72 82 10.1016/j.addr.2012.09.004
29. Y. Tokiwa, and B.P. Calabia Biodegradability and biodegradation of polyesters J. Polym. Environ. 15 2007 259 267 10.1007/s10924-007-0066-3
30. R.M. Rasal, A.V. Janorkar, and D.E. Hirt Poly(lactic acid) modifications Prog. Polym. Sci. 35 2010 338 356 10.1016/j.progpolymsci.2009.12.003
31. G. da Rocha Lindner, D. Bonfanti Santos, D. Colle, E.L. Gasnhar Moreira, R. Daniel Prediger, M. Farina, and et al. Improved neuroprotective effects of resveratrol-loaded polysorbate 80-coated poly(lactide) nanoparticles in MPTP-induced Parkinsonism Nanomedicine 10 2015 1127 1138 10.2217/nnm.14.165
32. ICH ICH Topic Q2 (R1) Validation of Analytical Procedures: Text and Methodology Int. Conf. Harmon. 1994 2005 17
33. P.L. Ritger, and N.A. Peppas A simple equation for description of solute release II. Fickian and anomalous release from swellable devices J. Control. Release 5 1987 37 42 10.1016/0168-3659(87)90035-6
34. R. Re, N. Pellegrini, A. Proteggente, A. Pannala, M. Yang, and C. Rice-Evans Antioxidant activity applying an improved ABTS radical cation decolorization assay Free Radic. Biol. Med. 26 1999 1231 1237 10.1016/S0891-5849(98)00315-3
35. C. Pinto Reis, R.J. Neufeld, A.J. Ribeiro, and F. Veiga Nanoencapsulation I. Methods for preparation of drug-loaded polymeric nanoparticles Nanomed. Nanotechnol. Biol. Med. 2 2006 8 21 10.1016/j.nano.2005.12.003
36. P. Lai, W. Daear, R. Löbenberg, and E.J. Prenner Overview of the preparation of organic polymeric nanoparticles for drug delivery based on gelatine, chitosan, poly(d,l-lactide-co-glycolic acid) and polyalkylcyanoacrylate Colloids Surf. B: Biointerfaces 118 2014 154 163 10.1016/j.colsurfb.2014.03.017
37. D. Quintanar-Guerrero, M. de la L. Zambrano-Zaragoza, E. Gutierrez-Cortez, and N. Mendoza-Munoz Impact of the emulsification-diffusion method on the development of pharmaceutical nanoparticles Recent Pat. Drug Deliv. Formul. 6 2012 184 194 10.2174/187221112802652642
38. R.M. Mainardes, and R.C. Evangelista Praziquantel-loaded PLGA nanoparticles: preparation and characterization J. Microencapsul. 22 2005 13 24 10.1080/02652040400026285
39. T. Freytag, A. Dashevsky, L. Tillman, G.E. Hardee, and R. Bodmeier Improvement of the encapsulation efficiency of oligonucleotide-containing biodegradable microspheres J. Control. Release 69 2000 197 207 10.1016/S0168-3659(00)00299-6
40. K.C. Song, H.S. Lee, I.Y. Choung, K.I. Cho, Y. Ahn, and E.J. Choi The effect of type of organic phase solvents on the particle size of poly(d,l-lactide-co-glycolide) nanoparticles Colloids Surf. A Physicochem. Eng. Asp. 276 2006 162 167 10.1016/j.colsurfa.2005.10.064
41. V.C.F. Mosqueira, P. Legrand, A. Gulik, O. Bourdon, R. Gref, D. Labarre, and et al. Relationship between complement activation, cellular uptake and surface physicochemical aspects of novel PEG-modified nanocapsules Biomaterials 22 2001 2967 2979 10.1016/S0142-9612(01)00043-6
42. S. Stolnik, L. Illum, and S.S. Davis Long circulating microparticulate drug carriers Adv. Drug Deliv. Rev. 64 2012 290 301 10.1016/j.addr.2012.09.029
43. H. Maeda Macromolecular therapeutics in cancer treatment: the EPR effect and beyond J. Control. Release 164 2012 138 144 10.1016/j.jconrel.2012.04.038
44. V. Torchilin Tumor delivery of macromolecular drugs based on the EPR effect Adv. Drug Deliv. Rev. 63 2011 131 135 10.1016/j.addr.2010.03.011
45. R. Jain Delivery of molecular and cellular medicine to solid tumors Adv. Drug Deliv. Rev. 29 2012 997 1003 10.1016/j.biotechadv.2011.08.021.Secreted
46. S.K. Hobbs, W.L. Monsky, F. Yuan, W.G. Roberts, L. Griffith, V.P. Torchilin, and et al. Regulation of transport pathways in tumor vessels: role of tumor type and microenvironment Proc. Natl. Acad. Sci. U. S. A. 95 1998 4607 4612 10.1073/pnas.95.8.4607
47. G. da Rocha Lindner, L.F. Dalmolin, N.M. Khalil, and R.M. Mainardes Influence of the formulation parameters on the particle size and encapsulation efficiency of resveratrol in PLA and PLA-PEG blend nanoparticles: a factorial design J. Nanosci. Nanotechnol. 15 2015 10173 10182
48. R.M. Mainardes, N.M. Khalil, and M.P.D. Gremião Intranasal delivery of zidovudine by PLA and PLA-PEG blend nanoparticles Int. J. Pharm. 395 2010 266 271 10.1016/j.ijpharm.2010.05.020
49. R. Yang, W.-S. Shim, F.-D. Cui, G. Cheng, X. Han, Q.-R. Jin, and et al. Enhanced electrostatic interaction between chitosan-modified PLGA nanoparticle and tumor Int. J. Pharm. 371 2009 142 147 10.1016/j.ijpharm.2008.12.007
50. S. Patil, A. Sandberg, E. Heckert, W. Self, and S. Seal Protein adsorption and cellular uptake of cerium oxide nanoparticles as a function of zeta potential Biomaterials 28 2007 4600 4607 10.1016/j.biomaterials.2007.07.029
51. L.K. Limbach, Y. Li, R.N. Grass, T.J. Brunner, M.A. Hintermann, M. Muller, and et al. Oxide nanoparticle uptake in human lung fibroblasts: effects of particle size, agglomeration, and diffusion at low concentrations Environ. Sci. Technol. 39 2005 9370 9376 10.1021/es051043o
52. J. Panyam, D. Williams, A. Dash, D. Leslie-Pelecky, and V. Labhasetwar Solid-state solubility influences encapsulation and release of hydrophobic drugs from PLGA/PLA nanoparticles J. Pharm. Sci. 93 2004 1804 1814 10.1002/jps.20094
53. M.K. Riekes, F.M. Barboza, D.D. Vecchia, M. Bohatch, P.V. Farago, D. Fernandes, and et al. Evaluation of oral carvedilol microparticles prepared by simple emulsion technique using poly(3-hydroxybutyrate-co-3-hydroxyvalerate) and polycaprolactone as polymers Mater. Sci. Eng. C 31 2011 962 968 10.1016/j.msec.2011.02.017
54. L. Yu Amorphous pharmaceutical solids: preparation, characterization and stabilization Adv. Drug Deliv. Rev. 48 2001 27 42 10.1016/S0169-409X(01)00098-9
55. S. Essa, J.M. Rabanel, and P. Hildgen Characterization of rhodamine loaded PEG-g-PLA nanoparticles (NPs): effect of poly(ethylene glycol) grafting density Int. J. Pharm. 411 2011 178 187 10.1016/j.ijpharm.2011.02.039
56. B. Magenheim, M.Y. Levy, and S. Benita A new in vitro technique for the evaluation of drug release profile from colloidal carriers - ultrafiltration technique at low pressure Int. J. Pharm. 94 1993 115 123 10.1016/0378-5173(93)90015-8
57. J. Siepmann, and N.A. Peppas Modeling of drug release from delivery systems based on hydroxypropyl methylcellulose (HPMC) Adv. Drug Deliv. Rev. 48 2001 139 157 10.1016/S0169-409X(01)00112-0