Chemically reducible lipid bilayer coated mesoporous silica nanoparticles demonstrating controlled release and HeLa and normal mouse liver cell biocompatibility and cellular internalization

Molecular Pharmaceutics

Volumn 9, Issue 9, 2012, Pages 2770-2777

  Roggers, Robert A ^a   Lin, Victor S Y ^a   Trewyn, Brian G ^a  

^a IOWA STATE UNIVERSITY   (United States)

Author keywords

controlled release; cytotoxicity; lipid bilayer; mesoporous silica; phosphorylated lipid

Indexed keywords

DICYCLOHEXYLCARBODIIMIDE; DIPALMITOYLPHOSPHATIDYL CHOLINE; DIPALMITOYLPHOSPHATIDYL ETHANOLAMINE; DISULFIDE; FLUORESCEIN; FLUORESCENT DYE; NANOCOATING; PALMITIC ACID; PHOSPHOLIPID; SILICON DIOXIDE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; BIOCOMPATIBILITY; CANCER CELL CULTURE; CELL PROLIFERATION; CONFOCAL MICROSCOPY; CONTROLLED DRUG RELEASE; CONTROLLED STUDY; COVALENT BOND; EX VIVO STUDY; FEMALE; FLOW CYTOMETRY; FREEZE DRYING; HUMAN; HUMAN CELL; LIPID BILAYER; LIPOSOMAL DELIVERY; LIVER CELL; MOUSE; NANOANALYSIS; NONHUMAN; PRIORITY JOURNAL; PROTEIN PHOSPHORYLATION; ROOM TEMPERATURE; THERMOGRAVIMETRY; TRANSMISSION ELECTRON MICROSCOPY; X RAY DIFFRACTION;

ANIMALS; CELL LINE; CELL LINE, TUMOR; DELAYED-ACTION PREPARATIONS; DRUG DELIVERY SYSTEMS; HELA CELLS; HUMANS; LIPID BILAYERS; LIVER; MICE; MICROSCOPY, ELECTRON, TRANSMISSION; NANOPARTICLES; SILICON DIOXIDE;

EID: 84865989433     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/mp200613y     Document Type: Article

References (58)

1. Ambrogio, M. W.; Thomas, C. R.; Zhao, Y.-L.; Zink, J. I.; Stoddart, J. F. Mechanized Silica Nanoparticles: A New Frontier in Theranostic Nanomedicine Acc. Chem. Res. 2011, 44, 903-913
2. He, Q.; Shi, J. Mesoporous silica nanoparticle based nano drug delivery systems: synthesis, controlled drug release and delivery, pharmacokinetics and biocompatibility J. Mater. Chem. 2011, 21, 5845-5855
3. Lee, J. E.; Lee, N.; Kim, T.; Kim, J.; Hyeon, T. Multifunctional Mesoporous Silica Nanocomposite Nanoparticles for Theranostic Applications Acc. Chem. Res. 2011, 44, 893-902
4. Popat, A.; Hartono, S. B.; Stahr, F.; Liu, J.; Qiao, S. Z.; Lu, G. Q. Mesoporous silica nanoparticles for bioadsorption, enzyme immobilisation, and delivery carriers Nanoscale 2011, 3, 2801-2818
5. Vivero-Escoto, J. L.; Slowing, I. I.; Trewyn, B. G.; Lin, V. S. Y. Mesoporous Silica Nanoparticles for Intracellular Controlled Drug Delivery Small 2010, 6, 1952-1967
6. Zhao, Y.; Vivero-Escoto, J. L.; Slowing, I. I.; Trewyn, B. G.; Lin, V. S. Y. Capped mesoporous silica nanoparticles as stimuli-responsive controlled release systems for intracellular drug/gene delivery Expert Opin. Drug Delivery 2010, 7, 1013-1029
7. Ferris, D. P.; Lu, J.; Gothard, C.; Yanes, R.; Thomas, C. R.; Olsen, J.-C.; Stoddart, J. F.; Tamanoi, F.; Zink, J. I. Synthesis of Biomolecule-Modified Mesoporous Silica Nanoparticles for Targeted Hydrophobic Drug Delivery to Cancer Cells Small 2011, 7, 1816-1826
8. Lebold, T.; Jung, C.; Michaelis, J.; Braeuchle, C. Nanostructured Silica Materials As Drug-Delivery Systems for Doxorubicin: Single Molecule and Cellular Studies Nano Lett. 2009, 9, 2877-2883
9. Manzano, M.; Colilla, M.; Vallet-Regi, M. Novel insights into mesoporous ordered delivery systems for biotechnological applications Stud. Surf. Sci. Catal. 2008, 174A, 13-20
10. Wang, G.; Otuonye, A. N.; Blair, E. A.; Denton, K.; Tao, Z.; Asefa, T. Functionalized mesoporous materials for adsorption and release of different drug molecules: A comparative study J. Solid State Chem. 2009, 182, 1649-1660
11. Li, X.; Xie, Q. R.; Zhang, J.; Xia, W.; Gu, H. The packaging of siRNA within the mesoporous structure of silica nanoparticles Biomaterials 2011, 32, 9546-9556
12. Angelos, S.; Johansson, E.; Stoddart, J. F.; Zink, J. I. Mesostructured silica supports for functional materials and molecular machines Adv. Funct. Mater. 2007, 17, 2261-2271 (Pubitemid 47523586)
13. Lai, C.-Y.; Trewyn, B. G.; Jeftinija, D. M.; Jeftinija, K.; Xu, S.; Jeftinija, S.; Lin, V. S. Y. A mesoporous silica nanosphere-based carrier system with chemically removable CdS nanoparticle caps for stimuli-responsive controlled release of neurotransmitters and drug molecules J. Am. Chem. Soc. 2003, 125, 4451-4459 (Pubitemid 36418692)
14. Manzano, M.; Colilla, M.; Vallet-Regi, M. Drug delivery from ordered mesoporous matrices Expert Opin. Drug Delivery 2009, 6, 1383-1400
15. Radu, D. R.; Lai, C.-Y.; Jeftinija, K.; Rowe, E. W.; Jeftinija, S.; Lin, V. S. Y. A Polyamidoamine Dendrimer-Capped Mesoporous Silica Nanosphere-Based Gene Transfection Reagent J. Am. Chem. Soc. 2004, 126, 13216-13217 (Pubitemid 39382736)
16. Trewyn, B. G.; Giri, S.; Slowing, I. I.; Lin, V. S. Y. Mesoporous silica nanoparticle based controlled release, drug delivery, and biosensor systems Chem. Commun. (Cambridge, U.K.) 2007, 3236-3245 (Pubitemid 47197838)
17. Yu, J.; Zhao, H.; Ye, L.; Yang, H.; Ku, S.; Yang, N.; Xiao, N. Effect of surface functionality of magnetic silica nanoparticles on the cellular uptake by glioma cells in vitro J. Mater. Chem. 2009, 19, 1265-1270
18. Zhao, Y.-L.; Li, Z.; Kabehie, S.; Botros, Y. Y.; Stoddart, J. F.; Zink, J. I. pH-Operated Nanopistons on the Surfaces of Mesoporous Silica Nanoparticles J. Am. Chem. Soc. 2010, 132, 13016-13025
19. Geysen, H. M.; Meleon, R. H.; Barteling, S. J. Use of Peptide Synthesis to Probe Viral Antigens for Epitopes to a Resolution of a Single Amino Acid Proc. Natl. Acad. Sci. U.S.A. 1984, 81, 3998-4002 (Pubitemid 14054511)
20. Kodadek, T. The rise, fall and reinvention of combinatorial chemistry Chem. Commun. (Cambridge, U.K.) 2011, 47, 9757-9763
21. Lebl, M. Combinatorial/library peptide synthesis Amino Acids, Pept. Proteins Org. Chem. 2011, 4, 395-449
22. Kitano, H. A Robustness-Based Approach to Systems Oriented Drug Design Nat. Rev. Drug Discovery 2007, 5, 202-210 (Pubitemid 46344624)
23. Cauda, V.; Engelke, H.; Sauer, A.; Arcizet, D.; Brauchle, C.; Radler, J.; Bein, T. Colchine Loaded Lipid Bilayer Coated 50 nm Mesoporous Nanoparticles Efficiently Induce Microtubule Depolymerization Upon Cell Uptake Nano Lett. 2010, 10, 2484-2492
24. Liu, J.; Jiang, X.; Ashley, C.; Brinker, C. J. Electrostatically Mediated Liposome Fusion and Lipid Exchange with a Nanoparticle-Supported Bilayer for Control of Surface Charge, Drug Containment, and Delivery J. Am. Chem. Soc. 2009, 131, 7567-7569
25. Wang, L.-S.; Wu, L.-C.; Lu, S.-Y.; Chang, L.-L.; Teng, I. T.; Yang, C.-M.; Ho, J.-a. A. Biofunctionalized Phospholipid-Capped Mesoporous Silica Nanoshuttles for Targeted Drug Delivery: Improved Water Suspensibility and Decreased Nonspecific Protein Binding ACS Nano 2010, 4, 4371-4379
26. Garcia-Bennett, A. E. Synthesis, toxicology and potential of ordered mesoporous materials in nanomedicine Nanomedicine (London, U.K.) 2011, 6, 867-877
27. Solaro, R.; Chiellini, F.; Battisti, A. Targeted delivery of protein drugs by nanocarriers Materials 2010, 3, 1928-1980
28. Ashley, C. E.; Carnes, E. C.; Phillips, G. K.; Padilla, D.; Durfee, P. N.; Brown, P. A.; Hanna, T. N.; Liu, J.; Phillips, B.; Carter, M. B.; Carroll, N. J.; Jiang, X.; Dunphy, D. R.; Willman, C. L.; Petsev, D. N.; Evans, D. G.; Parikh, A. N.; Chackerian, B.; Wharton, W.; Peabody, D. S.; Brinker, C. J. The targeted delivery of multicomponent cargos to cancer cells by nanoporous particle-supported lipid bilayers Nat. Mater. 2011, 10, 389-397
29. Fan, J.; Fang, G.; Wang, X.; Zeng, F.; Xiang, Y.; Wu, S. Targeted anticancer prodrug with mesoporous silica nanoparticles as vehicles Nanotechnology 2011, 22, 455102
30. Patil, S. G.; Gattani, S. G.; Gaud, R. S.; Surana, S. J.; Dewani, S. P.; Mahajan, H. S. Liposome: A magic bullet concept Pharma Rev. 2005, 3, 53-58
31. Samad, A.; Sultana, Y.; Aqil, M. Liposomal drug delivery systems: an update review Curr. Drug Delivery 2007, 4, 297-305 (Pubitemid 47554274)
32. Hatziantonioy, S.; Demetzos, C. Lipids of membranes: chemistry, biological role and applications as drug carriers Stud. Nat. Prod. Chem. 2008, 34, 173-202
33. Allon, N.; Saxena, A.; Chambers, C.; Doctor, B. P. Liposomal drug delivery constructs targeted by lipid-conjugated peptide ligands. 2009-379096 2009220587, 20090212, 2009.
34. Jones, M. N. Carbohydrate-mediated liposomal targeting and drug delivery Adv. Drug Delivery Rev. 1994, 13, 215-249
35. Yamazaki, N.; Jigami, Y.; Gabius, H.-J.; Kojima, S. Preparation and characterization of neoglycoprotein-liposome conjugates. A promising approach to developing drug delivery materials applying sugar chain ligands Trends Glycosci. Glycotechnol. 2001, 13, 319-329 (Pubitemid 33687574)
36. Matthay, K. K.; Heath, T. D.; Badger, C. C.; Bernstein, I. D.; Papahadjopoulos, D. Antibody-directed liposomes: comparison of various ligands for association, endocytosis, and drug delivery Cancer Res. 1986, 46, 4904-4910 (Pubitemid 16008236)
37. Mizuno, M.; Yoshida, J. DNA/liposome as drug delivery system in the gene therapy Drug Delivery Syst. 1995, 10, 399-403
38. Torchilin, V. P. Recent advances with liposomes as pharmaceutical carriers Nat. Rev. Drug Discovery 2005, 4, 145-160 (Pubitemid 40282557)
39. Gabizon Alberto, A.; Shmeeda, H.; Zalipsky, S. Pros and cons of the liposome platform in cancer drug targeting J. Liposome Res. 2006, 16, 175-183 (Pubitemid 44358991)
40. Lian, T.; Ho, R. J. Trends and developments in liposome drug delivery systems J. Pharm. Sci. 2001, 90, 667-680 (Pubitemid 32530443)
41. Moroder, L.; Musiol, H.-J.; Siglmüller, G. Synthesis of 1,2-Di-O-acyl-3-thioglycerols for Lipid Modifcation of Peptides and Proteins Synthesis 1990, 1990, 889-892 (Pubitemid 20341968)
42. Huh, S.; Wiench, J. W.; Yoo, J.-C.; Pruski, M.; Lin, V. S.-Y. Organic Functionalization and Morphology Control of Mesoporous Silicas via a Co-Condensation Synthesis Method Chem. Mater. 2003, 15, 4247-4256
43. de Boer, J. H.; Lippens, B. C.; Linsen, B. G.; Broekhoff, J. C. P.; van den Heuvel, A.; Osinga, T. J. t-Curve of multimolecular nitrogen adsorption J. Colloid Interface Sci. 1966, 21, 405-414
44. Lebed Pablo, J.; de Souza, K.; Bilodeau, F.; Lariviere, D.; Kleitz, F. Phosphonate-functionalized large pore 3-D cubic mesoporous (KIT-6) hybrid as highly efficient actinide extracting agent Chem. Commun. 2011, 47, 11525-11527
45. Michelet, F.; Gueguen, R.; Leroy, P.; Wellman, M.; Nicolas, A.; Siest, G. Blood and plasma glutathione measured in healthy subjects by HPLC: relation to sex, aging, biological variables, and life habits Clin. Chem. 1995, 41, 1509-1517
46. Giri, S.; Trewyn, B. G.; Stellmaker, M. P.; Lin, V. S. Y. Stimuli-responsive controlled-release delivery system based on mesoporous silica nanorods capped with magnetic nanoparticles Angew. Chem., Int. Ed. 2005, 44, 5038-5044 (Pubitemid 41188539)
47. Liu, T.; Li, L.; Teng, X.; Huang, X.; Liu, H.; Chen, D.; Ren, J.; He, J.; Tang, F. Single and repeated dose toxicity of mesoporous hollow silica nanoparticles in intravenously exposed mice Biomaterials 2011, 32, 1657-1668
48. Al Shamsi, M.; Al Samri, M. T.; Al-Salam, S.; Conca, W.; Shaban, S.; Benedict, S.; Tariq, S.; Biradar, A. V.; Penefsky, H. S.; Asefa, T.; Souid, A.-K. Biocompatibility of Calcined Mesoporous Silica Particles with Cellular Bioenergetics in Murine Tissues Chem. Res. Toxicol. 2010, 23, 1796-1805
49. Zhang, H.; Xia, T.; Meng, H.; Xue, M.; George, S.; Ji, Z.; Wang, X.; Liu, R.; Wang, M.; France, B.; Rallo, R.; Damoiseaux, R.; Cohen, Y.; Bradley, K. A.; Zink, J. I.; Nel, A. E. Differential Expression of Syndecan-1 Mediates Cationic Nanoparticle Toxicity in Undifferentiated versus Differentiated Normal Human Bronchial Epithelial Cells ACS Nano 2011, 5, 2756-2769
50. Murphy, E. J.; Rosenberger, T. A. Lipid Mediated Signaling; Taylor and Francis Group, LLC: Boca Raton, 2010.
51. Foster, D. A.; Xu, L. Phospholipase D in Cell Proliferation and Cancer Mol. Cancer Res. 2003, 1, 789-800 (Pubitemid 37174450)
52. Murray, N. R.; Thompson, L. J.; Fields, A. P. The Role of Protein Kinase C in Cellular Proliferation and Cell Cycle Control; R.G. Landes Company: Austin, 1997.
53. Banchio, C.; Schang, L. M.; Vance, D. E. Activation of CTP: Phosphocholine Cytidylyltransferase α Expression during the S Phase of the Cell Cycle is Mediated by the Transcription Factor Sp1 J. Biol. Chem. 2003, 278, 32457-32464 (Pubitemid 37048444)
54. Henage, L. G.; Exton, J. H.; Brown, H. A. Kinetic Analysis of a Mammalian Phospholipase D J. Biol. Chem. 2006, 281, 3408-3417
55. Zhu, J.; Tang, J.; Zhao, L.; Zhou, X.; Wang, Y.; Yu, C. Ultrasmall, Well-Dispersed, Hollow Siliceous Spheres with Enhanced Endocytosis Properties Small 2010, 6, 276-282
56. Moolenaar, W. H.; Kruijer, W.; Tilly, B. C.; Verlaan, I.; Bierman, A. J.; de Laat, S. W. Growth Factor-like Action of Phosphatidic Acid Nature 1986, 323, 171-173 (Pubitemid 16024967)
57. Kapralov, A. A.; Kurnikov, I. V.; Vlasova, I. I.; Belikova, N. A.; Tyurin, V. A.; Basova, L. V.; Zhao, Q.; Tyurina, Y. Y.; Jiang, J.; Bayir, H.; Vladimirov, Y. A.; Kagan, V. E. The Hierarchy of Structural Transitions Induced in Cytochrome C by Anionic Phospholipids Determines its Peroxidase Activation and Selective Peroxidation During Apoptosis in Cells Biochemistry 2007, 46, 14232-14244 (Pubitemid 350250316)
58. Schug, Z. T.; Gottleib, E. Cardiolipin Acts as a Mitochondrial Signalling Platform to Launch Apoptosis Biochim. Biophys. Acta 2009, 1788, 2022-2031