Self-assembly of pH-responsive fluorinated dendrimer-based particulates for drug delivery and noninvasive imaging

Biomaterials

Volumn 30, Issue 23-24, 2009, Pages 3946-3955

  Criscione, Jason M ^a   Le, Bonaire L ^b   Stern, Eric ^a   Brennan, Matthew ^c   Rahner, Christoph ^c   Papademetris, Xenophon ^a,d   Fahmy, Tarek M ^a,b  

^a Malone Engineering Center   (United States)

^b Yale University   (United States)

^c YALE UNIVERSITY SCHOOL OF MEDICINE   (United States)

^d YALE UNIVERSITY   (United States)

Author keywords

19F MRI; Fluorinated dendrimers; PAMAM; pH responsive; Self assembly

Indexed keywords

19F MRI; BIOMEDICAL APPLICATIONS; CHEMICAL STRUCTURE; COMPLEX STRUCTURE; CONTROLLED RELEASE; FLUORINATED DENDRIMERS; HIGH DENSITY; IN-VIVO; NANO SCALE; NON-INVASIVE IMAGING; PAMAM; PH-RESPONSIVE; POLYAMIDOAMINE DENDRIMERS; SITE-SPECIFIC; SYNTHETIC METHODS;

DENDRIMERS; DRUG DELIVERY; FLUORINE; MAGNETIC RESONANCE IMAGING; SELF ASSEMBLY; SUPRAMOLECULAR CHEMISTRY;

FUNCTIONAL POLYMERS;

DENDRIMER; FLUORINE; POLYAMIDOAMINE;

ANIMAL CELL; ANIMAL EXPERIMENT; ARTICLE; CONTROLLED STUDY; DRUG DELIVERY SYSTEM; FEMALE; FLUORINATION; FLUORINE NUCLEAR MAGNETIC RESONANCE; IMAGING; IN VIVO STUDY; MICROSCOPY; MOUSE; NONHUMAN; PH; PRIORITY JOURNAL;

ANIMALS; DIAGNOSTIC IMAGING; DRUG DELIVERY SYSTEMS; FEMALE; HYDROGEN-ION CONCENTRATION; MAGNETIC RESONANCE IMAGING; MAGNETIC RESONANCE SPECTROSCOPY; MICE; NANOSTRUCTURES; NANOTECHNOLOGY; POLYAMINES;

EID: 66049162476     PISSN: 01429612     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.biomaterials.2009.04.014     Document Type: Article

References (37)

1. Svenson S., and Tomalia D. Dendrimers in biomedical applications-reflections on the field. Adv Drug Deliv Rev 57 15 (2005) 2106-2129
2. Tomalia D.A., Naylor A.M., and Goddard III W.A. Starburst dendrimers: molecular-level control of size, shape, surface chemistry, topology, and flexibility from atoms to macroscopic matter. Angew Chem Int Ed 29 (1990) 138-175
3. Tomalia D.A., Reyna L.A., and Svenson S. Dendrimers as multi-purpose nanodevices for oncology drug delivery and diagnostic imaging. Biochem Soc Trans 35 (2007) 61-67
4. Venditto V.J., Regino C.A., and Brechbiel M.W. PAMAM dendrimer based macromolecules as improved contrast agents. Mol Pharmacol 2 4 (2005) 302-311
5. Wiener E.C., Brechbiel M.W., Brothers H., Magin R.L., Gansow O.A., Tomalia D.A., et al. Dendrimer-based metal chelates: a new class of magnetic resonance imaging contrast agents. Magn Reson Med 31 1 (1994) 1-8
6. Xu S., Kramer M., and Haag R. pH-responsive dendritic core-shell architectures as amphiphilic nanocarriers for polar drugs. J Drug Target 14 6 (2006) 367-374
7. Patri A.K., Kukowska-Latallo J.F., and Baker Jr. J.R. Targeted drug delivery with dendrimers: comparison of the release kinetics of covalently conjugated drug and non-covalent drug inclusion complex. Adv Drug Deliv Rev 57 15 (2005) 2203-2214
8. Mounzer R., Shkarin P., Papademetris X., Constable T., Ruddle N., and Fahmy T. Dynamic imaging of lymphatic vessels and lymph nodes using a bimodal nanoparticulate contrast agent. Lymphat Res and Biol 5 3 (2007) 151-158
9. Kobayashi H., and Brechbiel M. Nano-sized MRI contrast agents with dendrimer cores. Adv Drug Deliv Rev 57 15 (2005) 2271-2286
10. Kobayashi H., and Brechbiel M.W. Dendrimer-based macromolecular MRI contrast agents: characteristics and application. Mol Imaging 2 1 (2003) 1-10
11. Kobayashi H., and Brechbiel M.W. Dendrimer-based nanosized MRI contrast agents. Curr Pharm Biotechnol 5 6 (2004) 539-549
12. Talanov V.S., Regino C.A., Kobayashi H., Bernardo M., Choyke P.L., and Brechbiel M.W. Dendrimer-based nanoprobe for dual modality magnetic resonance and fluorescence imaging. Nano Lett 6 7 (2006) 1459-1463
13. Jászberényi Z., Moriggi L., Schmidt P., Weidensteiner C., Kneuer R., Merbach A., et al. Physicochemical and MRI characterization of Gd3+-loaded polyamidoamine and hyperbranched dendrimers. J Biol Inorg Chem 12 3 (2007) 406-420
14. Fahmy T., Schneck J., and Saltzman W. A nanoscopic multivalent antigen-presenting carrier for sensitive detection and drug delivery to T cells. Nanomedicine 3 1 (2007) 75-85
15. Bielinska A.U., Chen C., Johnson J., and Baker Jr. J.R. DNA complexing with polyamidoamine dendrimers: implications for transfection. Bioconjug Chem 10 5 (1999) 843-850
16. Uchiyama T., Ishii K., Nonomura T., Kobayashi N., and Isoda S. A phthalocyanine dendrimer capable of forming spherical micelles. Chemistry 9 23 (2003) 5757-5761
17. Percec V., Glodde M., Johansson G., Balagurusamy V., and Heiney P. Transformation of a spherical supramolecular dendrimer into a pyramidal columnar supramolecular dendrimer mediated by the fluorophobic effect. Angew Chem Int Ed 115 36 (2003) 4474-4478
18. Percec V., Johansson G., Ungar G., and Zhou J.P. Fluorophobic effect induces the self-assembly of semifluorinated tapered monodendrons containing crown ethers into supramolecular columnar dendrimers which exhibit a homeotropic hexagonal columnar liquid crystalline phase. J Am Chem Soc 118 41 (1996) 9855-9866
19. Corbin P.S., Lawless L.J., Li Z., Ma Y., Witmer M.J., and Zimmerman S.C. Discrete and polymeric self-assembled dendrimers: hydrogen bond-mediated assembly with high stability and high fidelity. Proc Natl Acad Sci U S A 99 8 (2002) 5099-5104
20. Zimmerman S.C., Zeng F., Reichert D.E., and Kolotuchin S.V. Self-assembling dendrimers. Science 271 5252 (1996) 1095-1098
21. Wang Y., Zeng F.W., and Zimmerman S.C. Dendrimers with anthyridine-based hydrogen-bonding units at their cores: synthesis, complexation and self-assembly studies. Tetrahedron Lett 38 (1997) 5459-5462
22. Jeong K.S., and Park E.J. Self-assembly of interlocked supramolecular dendrimers. J Org Chem 69 7 (2004) 2618-2621
23. Kawa M., and Frechet J.M.J. Self-assembled lanthanide-cored dendrimer complexes: enhancement of the luminescence properties of lanthanide ions through site-isolation and antenna effects. Chem Mater 10 1 (1998) 286-296
24. Issberner J., Vogtle F., DeCola L., and Balzani V. Dendritic bipyridine ligands and their tris(bipyridine)ruthenium(II) chelates - syntheses, absorption spectra, and photophysical properties. Chem Eur J 3 5 (1997) 706-712
25. Martin O.M., Yu L., and Mecozzi S. Solution self-assembly and solid state properties of fluorinated amphiphilic calix [4]arenes. Chem Commun 39 (2005) 4964-4966
26. Hunter R. Foundations of colloid science. 2nd ed. (2001), Oxford University Press, Inc., New York
27. 19F magnetic resonance imaging of perfluorooctanoic acid encapsulated in liposome for biodistribution measurement. Magn Reson Imaging 22 6 (2004) 855-860
28. Ahrens E., Flores R., Xu H., and Morel P. In vivo imaging platform for tracking immunotherapeutic cells. Nat Biotechnol 23 8 (2005) 983-987
29. Janjic J.M., Srinivas M., Kadayakkara D.K.K., and Ahrens E. Self-delivering nanoemulsions for dual fluorine-19 MRI and fluorescence detection. J Am Chem Soc 130 9 (2008) 2832-2841
30. 19F magnetic resonance to augment molecular imaging with paramagnetic perfluorocarbon nanoparticles at 1.5 T. Invest Radiol 41 3 (2006) 305-312
31. 19F magnetic resonance molecular imaging with perfluorocarbon nanoparticles. Curr Top Dev Biol 70 (2005) 57-76
32. Partlow K., Chen J., Brant J., Neubauer A., Meyerrose T., Creer M., et al. 19F magnetic resonance imaging for stem/progenitor cell tracking with multiple unique perfluorocarbon nanobeacons. FASEB J 21 8 (2007) 1647-1654
33. Srinivas M., Morel P., Ernst L., Laidlaw D., and Ahrens E. Fluorine-19 MRI for visualization and quantification of cell migration in a diabetes model. Magn Reson Med 58 4 (2007) 725-734
34. Morawski A., Winter P., Yu X., Fuhrhop R., Scott M., Hockett F., et al. Quantitative magnetic resonance immunohistochemistry with ligand-targeted19F nanoparticles. Magn Reson Med 52 6 (2004) 1255-1262
35. Pykett I.L., and Rosen B.R. Nuclear magnetic resonance: in vivo proton chemical shift imaging. Radiology 149 (1983) 197-201
36. Katre N. The conjugation of proteins with polyethylene glycol and other polymers - altering properties of proteins to enhance their therapeutic potential. Adv Drug Deliv Rev 10 (1993) 91-114
37. Papademetris X., Jackowski M., Rajeevan N., Constable R.T., and Staib L.H. BioImage suite: an integrated medical image analysis suite. Online. 2007. Available from URL. http://www.bioimagesuite.org