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Journal of Nanoparticle Research

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01.05.2014 | Research Paper

Silica nanoparticles carrying boron-containing polymer brushes

verfasst von: Eric M. Brozek, Alexis H. Mollard, Ilya Zharov

Erschienen in: Journal of Nanoparticle Research | Ausgabe 5/2014

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Abstract

A new class of surface-modified silica nanoparticles has been developed for potential applications in boron neutron capture therapy. Sub-50 nm silica particles were synthesized using a modified Stöber method and used in surface-initiated atom transfer radical polymerization of two biocompatible polymers, poly(2-(hydroxyethyl)methacrylate) and poly(2-(methacryloyloxy)ethyl succinate). The carboxylic acid and hydroxyl functionalities of the polymeric side chains were functionalized with carboranyl clusters in high yields. The resulting particles were characterized using DLS, TEM, solution ¹H NMR, solid state ¹¹B NMR and thermogravimetric analysis. The particles contain between 13 and 18 % of boron atoms by weight, which would provide a high amount of ¹⁰B nuclides for BNCT, while the polymer chains are suitable for further modification with cell targeting ligands.

Vorheriger Artikel Synthesis and application of the uniform particle size of nano-γ-Fe2O3: dispersed nanoparticles of γ-Fe2O3 for green synthesis of aminophosphonates

Nächster Artikel The acute cytotoxicity of bismuth ferrite nanoparticles on PC12 cells

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Barth RF, Adams DM, Soloway AH, Alam F, Darby MV (1994) Boronated starburst dendrimer-monoclonal antibody immunoconjugates: evaluation as a potential delivery system for neutron capture therapy. Bioconjugate Chem 5:58–66CrossRef

Bregadze VI, Sivaev IB, Glazun SA (2006) Polyhedral boron compounds as potential diagnostic and therapeutic antitumor agents. Anti-Cancer Agents in Med Chem 6:75–109CrossRef

Ceberg CP, Brun A, Kahl SB, Koo MS, Persson BR, Salford LG (1995) A comparative study on the pharmacokinetics and biodistribution of boronated porphyrin (BOPP) and sulfhydryl boron hydride (BSH) in the RG2 rat glioma model. J Neurosurg 83:86–92CrossRef

Diaz A, Stelzer K, Laramore G, Wiersema R (2002) In: Sauerwein W, Moss R, Witting A (eds) Research and development in neutron capture therapy. Bologna, Monduzzi Editore, pp 993–994

Feakes DA, Shelly K, Hawthorne MF (1995) Selective boron delivery to murine tumors by lipophilic species incorporated in the membranes of unilamellar liposomes. Proc Natl Acad Sci USA 92:1367–1370CrossRef

Fréchet JMJ, Tomalia DA (2001) Dendrimers and other dendritic polymers. Wiley, New YorkCrossRef

Friedlander G, Kennedy JW, Macias ES, Miller JM (1981) Nuclear and radiochemistry. Wiley, New York

Galie KM, Mollard A, Zharov I (2006) Polyester-based carborane-containing dendrons. Inorg Chem 45:7815–7820CrossRef

Gedda L, Olsson P, Ponten J, Carlsson J (1996) Development and in vitro studies of epidermal growth factor-dextran conjugates for boron neutron capture therapy. Bioconjug Chem 7:584–591CrossRef

Gratton SEA, Parrott MC, Adronov A (2005) Preparation of carborane-containing polymers by atom transfer radical polymerization. J Inorg Organomet Polym 15:469–475CrossRef

Hao E, Friso E, Miotto G, Jori G, Soncin M, Fabris C, Sabrian-Vazquez M, Vicente MGH (2008) Synthesis and biological investigations of tetrakis(p-carboranylthio-tetrafluorophenyl)chlorin (TPFC). Org Biolmol Chem 6:3732–3740CrossRef

Hatanaka HA (1975) A revised boron-neutron capture therapy for malignant brain tumors. II. Interim clinical result with the patients excluding previous treatments. J Neurol 209:81–94CrossRef

Hawthorne MF (1993) The role of chemistry in the development of cancer therapy by the boron-neutron capture reaction. Angew Chem Int Ed 32:950–984CrossRef

Hoffman AS (2002) Hydrogels for biomedical applications. Adv Drug Delivery Rev 54:3–12CrossRef

Isaac MF, Khal SB (2003) Synthesis of ether- and carbon-linked polycarboranyl porphyrin dimers for cancer therapies. J Organomet Chem 680:232–243CrossRef

Jain P, Dai J, Baker GL, Bruening ML (2008) Rapid synthesis of functional polymer brushes by surface-initiated atom transfer radical polymerization of an acidic monomer. Macromolecules 41:8413–8417CrossRef

Javid M, Brownell GL, Sweet WH (1952) The possible use of neutron-capturing isotopes such as boron10 in the treatment of neoplasms. II. Computation of the radiation energies and estimates of effects in normal and neoplastic brain. J Clin Invest 31:604–610CrossRef

Kabalka GW, Yao ML (2003) Synthesis of a potential boron neutron capture therapy agent: 1-aminocyclobutane-1-carboxylic acid bearing a butylboronic acid side chain. Synthesis 18:2890–2893CrossRef

Kato I, Ono K, Sakurai Y, Ohmae M, Maruhashi A, Imahori Y, Kirihata M, Nakazawa M, Yura Y (2004) Effectiveness of BNCT for recurrent head and neck malignancies. Appl Radiat Isot 61:1069–1073CrossRef

Koivunoro H, Bleue DLl, Nastasi U, Lou TP, Reijonen J, Leung JN (2004) BNCT dose distribution in liver with epithermal D-D and D-T fusion-based neutron beams. Appl Radiat Isot 61:853–859CrossRef

Kolonin MG, Pasqualini R, Arap W (2009) Tissue-specific targeting based on markers expressed outside endothelial cells. Adv Genetics 67:61–102CrossRef

Kueffer PJ, Maitz CA, Khan AA, Schuster SA, Shlyakhtina NI, Jalisatgi SS, Brockman JD, Nigg DW, Hawthorne MF (2013) Boron neutron capture therapy demonstrated in mice bearing EMT6 tumors following selective delivery of boron by rationally designed liposomes. Proc Natl Acad Sci USA. doi:10.1073/pnas.1303437110

Lee JD, Ueno M, Miyajima Y, Nakamura H (2007) Synthesis of boron cluster lipids: closo-dodecaborate as an alternative hydrophilic function of boronated liposomes for neutron capture therapy. Org Lett 9:323–326CrossRef

Li T, Hamdi J, Hawthorne MF (2006) Unilamellar liposomes with enhanced boron content. Bioconjug Chem 17:15–20CrossRef

Malik N, Wiwattanapatapee R, Klopsch R, Lorenz K, Frey H, Weener JW, Meijer EW, Paulus W, Duncan R (2000) Dendrimers: relationship between structure and biocompatibility in vitro, and preliminary studies on the biodistribution of 125I-labeled polyamidoamine dendrimers in vivo. J Controlled Release 68:299–302CrossRef

Maruyama K, Ishida O, Kasaoka S, Takizawa T, Utoguchi N, Shinohara M, Chiba M, Kobayashi H, Eriguchi M, Yanagie H (2004) Intracellular targeting of sodium mercaptoundecahydrododecaborate (BSH) to solid tumors by transferrin-PEG liposomes, for boron neutron-capture therapy (BNCT). J Control Release 98:195–207CrossRef

Matyjaszewski K, Xia J (2001) Atom transfer tadical polymerization. Chem Rev 101:2921–2990CrossRef

Meo CD, Panza L, Capitani D, Mannia L, Banzato A, Rondina M, Renier D, Rosato A, Crescenzi V (2007) Hyaluronan as carrier of carboranes for tumor targeting in boron neutron capture therapy. Biomacromolecules 8:552–559CrossRef

Mishima Y, Honda C, Ichihasi M, Obara H, Hiratsuka J, Fukuda H, Karashima H, Kobayaki T, Kanda K, Yoshino K (1989) Treatment of malignant melanoma by single thermal neutron capture therapy with melanoma-seeking 10B-compound. Lancet 334:388–389CrossRef

Miyajima Y, Nakamura H, Kuwata Y, Lee JD, Masunaga S, Ono K, Maruyama K (2006) Transferrin-loaded nido-carborane liposomes: tumor-targeting boron delivery system for neutron capture therapy. Bioconjug Chem 17:1314–1320CrossRef

Mollard A, Zharov I (2006) Tricarboranyl pentaerythritol-based building block. Inorg Chem 45:10172–10179CrossRef

Nakamura H, Miyajima Y, Takei T, Kasaoka S, Maruyama K (2004) Synthesis and vesicle formation of a nido-carborane cluster lipid for boron neutron capture therapy. Chem Commun 1910-1911

Nigg DW (2003) Computational dosimetry and treatment planning considerations for neutron capture therapy. J Neurooncol 62:75–86

Nunez R, Gonzalex A, Vinas C, Teixidor F, Sillanpaa R, Kivekas R (2005) Approaches to the preparation of carborane-containing carbosilane compounds. Org Lett 7:231–233CrossRef

Parrott MC, Marchington EB, Valliant JF, Adronov A (2005) Synthesis and properties of carborane-functionalized aliphatic polyester dendrimers. J Am Chem Soc 127:12081–12089CrossRef

Qualmann B, Kessels MM, Musiol HJ, Sierralta WD, Jungblut PW, Moroder L (1996) Synthesis of boron-rich lysine dendrimers as protein labels in electron microscopy. Angew Chem Int Ed 35:909–911CrossRef

Radin S, El-Bassyouni G, Vresilovic EJ, Schepers E, Ducheyne P (2005) In vivo tissue response to resorbable silica xerogels as controlled-release materials. Biomaterials 26:1043–1052CrossRef

Rao M, Trivillin VA, Heber EM, Cantarelli ML, Itoiz ME, Nigg DW, Rebagliati RJ, Batistoni D, Schwint AE (2004) BNCT of 3 cases of spontaneous head and neck cancer in feline patients. Appl Radiat Isot 61:947–952CrossRef

Shipp DA, Wang JL, Matyjaszewski K (1998) Synthesis of acrylate and methacrylate block copolymers using atom transfer radical polymerization. Macromolecules 31:8005–8008CrossRef

Soloway AH, Tjarks W, Barnum BA, Rong FG, Barth RF, Codogni IM, Wilson JG (1998) The chemistry of neutron capture therapy. Chem Rev 98:1515–1562CrossRef

Sumitani S, Nagasaki Y (2012) Boron neutron capture therapy assisted by boron-conjugated nanoparticles. Polymer J 44:522–530CrossRef

Sweet WH, Javid M (1951) The possible use of slow neutrons plus boron-10 in therapy of intracranial tumors. Trans Am Neurol Assoc 76:60–63

Thomas J, Hawthorne MF (2001) Dodeca(carboranyl)-substituted closomers: toward unimolecular nanoparticles as delivery vehicles for BNCT. Chem Commun 1884-1885

Tietze LF, Griesbach U, Bothe U, Nakamura H, Yamamoto Y (2002) Novel carboranes with a DNA binding unit for the treatment of cancer by boron neutron capture therapy. ChemBioChem 3:219–225CrossRef

Tolpin EI, Wellum GR, Dophan FC, Kornblith PL, Zamenhof RG (1975) Boron neutron capture therapy of cerebral gliomas. II. Utilization of the blood-brain barrier and tumor-specific antigens for the selective concentration of boron in gliomas. Oncology 32:223–246CrossRef

Ueno M, Ban HS, Nakai K, Inomata R, Kaneda Y, Matsumura A, Nakamura H (2010) Dodecaborate lipid liposomes as new vehicles for boron delivery system of neutron capture therapy. Bioorg Med Chem 18:3059–3065CrossRef

Valliant JF, Guenther KJ, King AS, Morel R, Schaffer P, Sogbein OO, Stephson KA (2002) The medicinal chemistry of carboranes. Coord Chem Rev 232:173–230CrossRef

van Blaaderen A, van Geest J, Vrij AJ (1992) Monodisperse colloidal silica spheres from tetraalkoxysilanes: particle formation and growth mechanism. Colloid Interface Sci 154:481–501CrossRef

Woodhouse SL, Rendina LM (2001) Synthesis and DNA-binding properties of dinuclear platinum(II)-amine complexes of 1,7-dicarba-closo-dodecaborane(12). Chem Commun 23:2464–2465

Wu G, Barth RF, Yang W, Chatterjee M, Tjarks W, Ciesielski MJ, Fenstermaker RA (2004) Site-specific conjugation of boron-containing dendrimers to anti-EGF receptor monoclonal antibody cetuximab (IMC-C225) and its evaluation as a potential delivery agent for neutron capture therapy. Bioconjug Chem 15:185–194CrossRef

Yanagie H, Maruyama K, Takizawa T, Ishida O, Ogura K, Matsumoto T, Sakurai Y, Kobayashi T, Shinohara A, Rant J, Skvarc J, Ilic R, Kuhne G, Chiba M, Furuya Y, Sugiyama H, Hisa T, Ono K, Kobayashi H, Eriguchi M (2006) Application of boron-entrapped stealth liposomes to inhibition of growth of tumour cells in the in vivo boron neutron-capture therapy model. Biomed Pharmacother 60:43–50CrossRef

Yang W, Wu G, Barth RF, Swindall MR, Bandyopadhyaya AK, Tjarks W, Tordoff K, Moeschberger M, Sferra TJ, Binns PJ, Riley KJ, Ciesielski MJ, Fenstermaker RA, Wikstrand CJ (2008) Molecular targeting and treatment of composite EGFR and EGFRvIII-positive gliomas using boronated monoclonal antibodies. Cancer Res 14:883–891

Yao HJ, Grimes RN, Corsini M, Zanello P (2003) Polynuclear metallacarborane-hydrocarbon assemblies: metallacarborane dendrimers. Organometallics 22:4381–4383CrossRef

Titel: Silica nanoparticles carrying boron-containing polymer brushes
verfasst von: Eric M. Brozek
Alexis H. Mollard
Ilya Zharov
Publikationsdatum: 01.05.2014
Verlag: Springer Netherlands
Erschienen in: Journal of Nanoparticle Research / Ausgabe 5/2014
Print ISSN: 1388-0764
Elektronische ISSN: 1572-896X
DOI: https://doi.org/10.1007/s11051-014-2407-1

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