Impact of lipid dynamic behavior on physical stability, in vitro release and skin permeation of genistein-loaded lipid nanoparticles

European Journal of Pharmaceutics and Biopharmaceutics

Volumn 88, Issue 1, 2014, Pages 40-47

  Andrade, Lígia Marquez ^a   De Fátima Reis, Carolina ^a   Maione Silva, Lorena ^a   Anjos, Jorge Luiz V ^a   Alonso, Antonio ^a   Serpa, Rafael Caixeta ^a   Marreto, Ricardo Neves ^a   Lima, Eliana Martins ^a   Taveira, Stephânia Fleury ^a  

^a FEDERAL UNIVERSITY OF GOIÁS   (Brazil)

Author keywords

Characterization; Electron paramagnetic resonance; Flexibility; Genistein; Lipid dynamic; Nanostructured lipid carriers; Skin permeation; Solid lipid nanoparticles; Stability

Indexed keywords

EID: 84900894493     PISSN: 09396411     EISSN: 18733441     Source Type: Journal    
DOI: 10.1016/j.ejpb.2014.04.015     Document Type: Article

References (52)

1. D. Locati, S. Morandi, A. Cupisti, L. Ghiadoni, and A. Arnoldi Characterization and quantification of soy isoflavone metabolites in serum of renal transplanted patients by high-performance liquid chromatography/electrospray ionization mass spectrometry Rapid. Commun. Mass. Spectrom. 19 2005 3473 3481
2. A.C. Piovesan, J.M. Soares-Júnior, R. Mosquette, M.J. Simões, R.S. Simões, and E.C. Baracat Morphological and molecular effects of isoflavone and estrogens on the rat mammary gland Bras. Ginecol. Obstet. 27 2005 204 209
3. E.A. Esteves, and J.B.R. Monteiro Beneficial effects of soy isoflavones on chronic diseases Rev. Nutr. 14 2000 43 52
4. J. Liggins, L.J.C. Bluck, S. Runswick, C. Atkinson, W.A. Coward, and S.A. Bingham Daidzein and genistein contents of vegetables Br. J. Nutr. 84 2000 717 725
5. Z.R. Huang, C.F. Hung, Y.K. Lin, and J.Y. Fang In vitro and in vivo evaluation of topical delivery and potential dermal use of soy isoflavones genistein and daidzein Int. J. Pharm. 364 2008 36 44
6. J.O. Moore, Y. Wang, W.G. Stebbins, D. Gao, X. Zhou, R. Phelps, M. Lebwohl, and H. Wei Photoprotective effect of isoflavone genistein on ultraviolet B-induced pyrimidine dimer formation and PCNA expression in human reconstituted skin and its implications in dermatology and prevention of cutaneous carcinogenesis Carcinog 27 2006 1627 1635
7. S.R. Georgetti, R. Casagrande, W.A. Verri, R.F. Lopez, and M.J. Fonseca Evaluation of in vivo efficacy of topical formulation containing soybean extract Int. J. Pharm. 352 2008 189 196
8. R.H. Müller, R.D. Petersen, A. Hommoss, and J. Pardeike Nanostructured lipid carriers (NLC) in cosmetic dermal products Adv. Drug. Deliv. Rev. 59 2007 522 530
9. T.W. Prow, J.E. Grice, L.L. Lin, R. Faye, M. Butler, W. Becher, E.M.T. Wurm, C. Yoong, T.A. Robertson, H.P. Soyer, and M.S. Roberts Nanoparticles and microparticles for skin drug delivery Adv. Drug. Deliv. Rev. 63 2011 470 491
10. S.F. Taveira, and R.F.V. Lopez C.A.M. La Porta, Skin Cancers - Risk Factors, Prevention and Therapy vol. 1 2011 InTech Open Access Publisher Croatia 247 272
11. F. Marquele-Oliveira, D.C.A. Santana, S.F. Taveira, D.M. Vermeulen, A.R.M. Oliveira, R.S. Silva, and R.F.V. Lopez Development of nitrosyl ruthenium complex-loaded lipid carriers for topical administration: improvement in skin stability and in nitric oxide release by visible light irradiation J. Pharm. Biomed. Anal. 53 2010 843 851
12. W.M. Obeidat, K. Schwabe, R.H. Müller, and C.M. Keck Preservation of nanostructured lipid carriers (NLC) Eur. J. Pharm. Biopharm. 76 2010 56 67
13. J. Pardeike, A. Hommoss, and R.H. Müller Lipid nanoparticles (SLN, NLC) in cosmetic and pharmaceutical dermal products Int. J. Pharm. 366 2009 170 184
14. J.Y. Fang, C.L. Fang, C.H. Liu, and Y.H. Su Lipid nanoparticles as vehicles for topical psoralen delivery: solid lipid nanoparticles (SLN) versus nanostructured lipid carriers (NLC) Eur. J. Pharm. Biopharm. 70 2008 633 640
15. L.G. Souza, E.J. Silva, A.L.L. Martins, M.F. Mota, R.C. Braga, E.M. Lima, M.C. Valadares, S.F. Taveira, and R.N. Marreto Development of topotecan loaded lipid nanoparticles for chemical stabilization and prolonged release Eur. J. Pharm. Biopharm. 79 2011 189 196
16. K. Mitri, R. Shegokar, S. Gohla, C. Anselmi, and R.H. Müller Lipid nanocarriers for dermal delivery of lutein: preparation, characterization, stability and performance Int. J. Pharm. 414 2011 267 275
17. L. Maione-Silva, K.A.D. Rocha, L.C. Oliveira, S.F. Taveira, and E.M. Lima Development and validation of a simple and rapid liquid chromatography method for the determination of genistein in skin permeation studies Biol. Pharm. Bull. 35 2012 1986 1990
18. FDA, Food and Drug Administration. Guidance for Industry. Analytical procedures and methods validation: chemistry, manufacturing and controls documentation. Rockville: US Food and Drug Administration, vol. 33, 2001.
19. L.A.D. Silva, S.F. Taveira, E.M. Lima, and R.N. Marreto In vitro skin penetration of clobetasol from lipid nanoparticles: drug extraction and quantitation in different skin layers Braz. J. Pharm. Sci. 48 2012 811 817
20. D.E. Budil, S. Lee, S. Saxena, and J.H. Freed Nonlinear-least-square analysis of slow-motion EPR spectra in one and two dimensions using a modified Levengerg-Marquardt algorithm J. Megn. Reson. A. 120 1996 155 189
21. D.J. Schneider, and J.H. Freed Spin labeling: theory and applications L.J. Berliner, J. Reuben, Biological Magnetic Resonance 1989 Plenum Press New York
22. S.A. Mendanha, S.S. Moura, J.L.V. Anjos, M.C. Valadares, and A. Alonso Toxicity of terpenes on fibroblast cells compared to their hemolytic potential and increase in erythrocyte membrane fluidity Toxicol. In Vitro. 27 2013 323 329
23. FDA, Food and Drug Administration, Guidance for industry: SUPAC-SS nonsterile semisolid dosage forms. Scale-up and pos approval changes: chemistry, manufacturing and controls: in vitro release testing and in vivo bioequivalence documentation, 1997.
24. OECD, Guideline 428: Skin Absorption: In vitro Methos, OECD Paris, 2004.
25. J.E. Seto, B.E. Polat, R.F.V. Lopez, D. Blankschtein, and R. Langer Effect of ultrasound and sodium laury sulfate on the transdermal delivery of hydrophilic permeants: comparative in vitro studies with full-thickness and split-thickness pig and human skin J. Control. Release. 145 2010 26 32
26. S.F. Taveira, A. Nomizo, and R.F.V. Lopez Effect of the iontophoresis of a chitosan gel on doxorubicin skin penetration and cytotoxicity J. Control. Release. 134 2009 35 40
27. Z.R. Huang, S.C. Hua, Y.L. Yang, and J.Y. Fang Development and evaluation of lipid nanoparticles for comptothecin delivery: a comparison of solid lipid nanoparticles, nanostructured lipid carriers and lipid emulsions Acta Pharmacol. Sin. 29 2008 1094 1102
28. C.B. Klein, and A.A. King Genistein genotoxicity: critical considerations of in vitro exposure dose Toxicol. Appl. Pharmacol. 224 2007 1 11
29. F.Q. Hu, S.P. Jiang, Y. Z Du, H. Yuan, Y.Q. Ye, and S. Zeng Preparation and characterization of stearic acid nanostructured lipid carriers by solvent diffusion method in an aqueous system Colloids. Surf. B. 45 2005 167 173
30. C. Puglia, P. Blasi, L. Rizza, A. Schoubben, F. Bonina, C. Rossi, and M. Ricci Lipid nanoparticles for prolonged topical delivery: an in vitro and in vivo investigation Int. J. Pharm. 357 2008 295 304
31. X.G. Zhang, J. Miao, Y.Q. Dai, Y.Z. Du, H. Yuan, and F.Q. Hu Reversal activity of nanostructured lipid carriers loading cytotoxic drug in multi-drug resistant cancer cells Int. J. Pharm. 361 2008 239 244
32. A.L.T.C. Zampieri, F.S. Ferreira, E.C. Resende, M.P.N. Gaeti, D.G.A. Diniz, S.F. Taveira, and E.M. Lima Biodegradable polymeric nanocapsules based on poly(dl-lactide) for genistein topical delivery: skin permeation studies J. Biomed. Nantechnol. 9 2013 527 534
33. E.B. Souto, W. Mehnert, and R.H. Muller Polymorphic behavior of Compritol 188 ATO as bulk lipid and as SLN and NLC J. Microencapsul. 23 2006 417 433
34. H. Bunjers, and T. Unruh Characterization of lipid nanoparticles by differential scanning calorimetry, X-ray and neutron scattering Adv. Drug. Deliv. Rev. 59 2007 379 402
35. W. Zhang, X. Li, T. Ye, F. Chen, X. Sun, J. Kong, X. Yang, W. Pan, and S. Li Design, characterization and iv vitro cellular inhibition and uptake of optimized genistein-loaded NLC for the prevention of posterior capsular opacification using response surface methodology Int. J. Pharm. 454 2013 345 366
36. W.P. Queirós, D.S. Neto, and A. Alonso Dynamics and partitioning of spin-labeled stearates into the lipid domain of stratum corneum J. Control. Release. 106 2005 374 385
37. B. Pawlikowska-Pawlega, L.E. Misiak, B. Zarzyka, R. Paduch, A. Gawron, and W.I. Gruszecki Localization and interaction of genistein with model membranes formed with dipalmitoyl phosphatidylcholine (DPPC) Biochim. Biophys. Acta 2012 1818 1785 1793
38. S.F. Haag, M. Chen, D. Peters, C.M. Keck, B. Taskoparan, A. Fahr, C. Teuloff, R. Bittl, J. Lademann, M. Schäfer-Korting, and M.C. Meinke Nanostructured lipid carriers as nitroxide depot system measured by electron paramagnetic resonance spectroscopy Int. J. Pharm. 421 2011 364 369
39. P. Ahlin, J. Kristl, J. Sentjurc, J. Strancar, and S. Pecar Influence of spin probe structure on its distribution in SLN dispersions Int. J. Pharm. 196 2000 241 244
40. G. Cevc How membrane chain-melting phase-transition temperature is affected by the lipid chain asymmetry and degree of unsaturation: an effective chain-length model Biochemistry 30 1991 7186 7193
41. N. Dragicevic-Curic, S. Gräfe, B. Gitter, S. Winter, and A. Fahr Surface charged temoporfin-loaded flexivle vesicles: in vitro skin penetratio studies and stability Int. J. Pharm. 384 2010 100 108
42. L. Coderch, J. Fonollosa, M. De Pera, J. Estelrich, A. De La Maza, and J.L. Parra Influence of colesterol on liposomes fluidity by EPR: Relationship with percutaneous absorption J. Control. Release. 68 2000 85 95
43. R. Rastogi, S. Anand, and V. Koul Flexible polymersomes - an alternative vehicle for topical delivery Colloids Surf. B. 72 2009 161 166
44. M. Garg, D. Mishra, H. Agashe, and N.K. Jain Ethinylestradiol-loaded ultraflexible liposomes: pharmacokinetics and pharmacodynamics J. Pharm. Pharmacol. 58 2006 459 468
45. Y. Chen, Y. Lu, J. Chen, J. Lai, J. Sun, F. Hu, and W. Wu Enhanced bioavailability of the poorly water-soluble drug fenofibrate by using liposomes containing a bilit salt Pharm. Tech. 376 2009 153 160
46. J. Araújo, M.L. Garcia, M. Mallandrich, E.B. Souto, and A.C. Calpena Release profile and transscleral permeation of triamcinolone acetonide loaded nanostructured lipid carriers (TA-NLC): in vitro and ex vivo studies Nanomedicine 8 2012 1034 1041
47. H. Wei, J. Spencer, J. Gelfand, R. Phelps, and M. Lebwohl The isoflavone genistein: a new agent in dermatology? Cosmet. Dermatol. 14 2001 13 19
48. C. Puglia, R. Filosa, A. Peduto, P. Caprariis, L. Rizza, and F. Bonina Evaluation of alternative strategies to optimaze ketorolac transdermal delivery AAPS PharmSciTec. 7 2006 61 69
49. Y.S.R. Elnaggar, M.A. El-Massik, and Y.O. Abdallah Fabrication, appraisal, and transdermal permeation of sildenafil ciltrate-loaded nanostructured lipid carrier versus solid lipid nanoparticles Int. J. Nanomedicine 6 2011 3195 3205
50. J.C. Schwarz, A. Weixelbaum, E. Pagitsch, M. Löw, G.P. Resch, and C. Valenta Nanocarriers for dermal drug delivery: influence of preparation method, carrier type and rheological properties Int. J. Pharm. 437 2012 83 88
51. S. Küchler, M.R. Radowski, T. Blaschke, M. Dathe, J. Plendl, R. Haag, M. Schäfer-Korting, and K.D. Kramer Nanoparticles for skin penetration enhancement - a comparison of a dendritic core-multishell-nanotransporter and solid lipid nanoparticles Eur. J. Pharm. Biopharm. 71 2009 243 250
52. S. Khurana, P.M.S. Bedi, and N.K. Jain Preparation and evaluation of solid lipid nanoparticles based nanogel for dermal delivery of meloxican Chem. Phys. Lipids 175-176 2013 65 72