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Nanocarrier Technologies pp 51–73Cite as

Hydrotropic Nanocarriers for Poorly Soluble Drugs

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References

  1. Taton, T.A. Bio-nanotechnology: Two-way traffic, Nature Materials 2003, 2, 73-44.

    CAS  Google Scholar 

  2. Baldwin, B.L. Making a network of hydrophobic clusters, Science 2002, 295, 1657-1658.

    Article  CAS  PubMed  Google Scholar 

  3. Scatena, L.F., Brown, M.G., Richmond, G.L. Water at hydrophobic surfaces: weak hydrogen bonding and strong orientation effects, Science 2001, 292, 908-912.

    Article  CAS  PubMed  Google Scholar 

  4. Jain, T.K., Morales, M.A., Sahoo, S.K., Lesile-Pelecky, D.L., Labhasetwar, V. Iron oxide nanoparticle for sustained delivery of anticancer drugs, Mol. Pharm. 2005, 2, 185-193.

    Article  Google Scholar 

  5. Gao, Z., Lukyanov, A.N., Singhal, A., Torchilin, V.P. Diacyllipid-polymer micelles as nanocarriers for poorly soluble anticancer drugs, Nano Lett. 2004, 4, 1915-1918.

    Article  Google Scholar 

  6. Srinivas, G., Discher, D.E., Klein, M.L. Self-assembly and properties of diblock copolymers by coarse-grain molecular dynamics, Nature Materials, 2004, 3, 638-644.

    Article  CAS  PubMed  Google Scholar 

  7. Coffman, R.E., Kildsig, D.O. Hydrotropic solubilization-mechanistic studies, Pharm. Res. 1996, 13, 1460-1463.

    Article  CAS  PubMed  Google Scholar 

  8. Kildsig, D.O., Suzuki, H., Sunada, H. Mechanistic studies on hydrotropic solubilization of nifedipine in nicotinamide solution. Chem. Pharm. Bull 1998, 46, 125-130.

    Google Scholar 

  9. Silva, R.C.D., Spitzer, M., Silva, L.H.M.D., Loh, W. Investigations on the mechanism of aqueous solubility increase caused by some hydrotropes. Thermochimica Acta 1999, 328, 161-167.

    Article  Google Scholar 

  10. Balasubramanian, D., Srinivas, V., Gaikar, V.G., Sharma, M.M. Aggregation behavior of hydrotropic compounds in aqueous solution. J. Phys. Chem. 1989, 93, 3865-3870.

    Article  CAS  Google Scholar 

  11. Hussain, M.A., Diluccio, R.C., Maurin, M.B. Complexation of moricizine with nicotinamide and evaluation of the complexation constants by various methods. J. Pharm. Sci. 1993, 82, 77-79.

    Article  CAS  PubMed  Google Scholar 

  12. Rasool, A.A., Hussain, A.A., Dittert, L.W. Solubility enhancement of some water-insoluble drugs in the presence of nicotinamide and related compounds. J. Pharm. Sci. 1991,80, 387-393.

    Article  CAS  PubMed  Google Scholar 

  13. Fawzi, M.B., Davision, E., Tute, M.S. Rationalization of drug complexation in aqueous solution by use of huckel frontier molecular orbitals. J. Pharm. Sci. 1980, 69, 104-106.

    Article  CAS  PubMed  Google Scholar 

  14. Lee, J., Lee, S.C., Acharya, G., Chang, C.J., Park, K. Hydrotropic solubilization of paclitaxel: Analysis of chemical structures for hydrotropic property. Pharm. Res. 2003, 20, 1022-1030.

    Article  CAS  PubMed  Google Scholar 

  15. Login, R.B., Merianos, J.J., Dandreaux, G., and Shih, J.S. Polymerizable derivatives of 5-oxo-pyrrolidinecarboxylic acid, U.S. Patent, U.S.A., 4,946,967, 1990.

    Google Scholar 

  16. Dandreaux, G., Login, R.B., Merianos, J.J., Garelick, P., Plochocka, K., Negrin, M. and Shih, J.S. Poly(pyrrolidonyl oxazoline), U.S. Patent, U.S.A., 5,008,367, 1991.

    Google Scholar 

  17. Lee, S.C, Lee, J., and Park, K. Unpublished results.

    Google Scholar 

  18. Lee, S.C., Acharya, G., Lee, J. and Park, K. Hydrotropic polymers: Synthesis and characterization of polymers containing picolylnicotinamide moieties, Macromolecules 2003,36, 2248-2255.

    Article  CAS  Google Scholar 

  19. Frechet, J.M.J., Tomalia, D.A. Dendrimers and Other Dendritic Polymers, John Wiley and Sons, NY, 2001.

    Book  Google Scholar 

  20. Kojima, C., Kono, K., Maruyama, K., Takagishi, T. Synthesis of polyamidoamine dendrimers having poly(ethylene glycol) grafts and their ability to encapsulate anticancer drugs, Bioconjugate Chem. 2000, 11, 910-917.

    Article  CAS  Google Scholar 

  21. Morgan, M.T., Carnahan, M.A., Immoos, C.E., Ribeiro, A.A., Finkelstrin, S., Lee, S.J., Grinstaff, M.W. Dendritic molecular capsules for hydrophobic compounds, J. Am. Chem. Soc. 2003, 125, 15485-15489.

    Article  CAS  PubMed  Google Scholar 

  22. Ihre, H.R., Padilla De Jesus, O.L., Szoka, F.C. Jr., Frechet, J.M.J. Polyester dendritic systems for drug delivery applications: Design, synthesis, and characterization. Bioconjugate Chem. 2002, 13, 443-452.

    Article  CAS  Google Scholar 

  23. Padilla De Jesus, O.L., Ihre, H.R., Gagne, L., Frechet, J.M.J., Szoka, F.C., Jr. Bioconjugate Chem. 2002, 13, 453-461.

    Article  CAS  Google Scholar 

  24. Haag, R., Sunder, A., Stumbe, J.F. An approach to glycerol dendrimers and pseudo- dendritic polyglycerols. J. Am. Chem. Soc. 2000, 122, 2954-2955.

    Article  CAS  Google Scholar 

  25. Frey, H., Haag, R. Dendritic polyglycerol: a new versatile biocompatible material. Rev. Mol. Biotech. 2002, 90, 257-267.

    Article  CAS  Google Scholar 

  26. Leuner, C., Dressman, J. Improving drug solubility for oral delivery using solid dispersions, European J. Pharm. Biopharm. 2000, 50, 47-60.

    Article  CAS  Google Scholar 

  27. Sugimoto, M., Okagaki, T., Narisawa, S., Koida, Y., Nakajima, K. Improvement of dissolution characteristics and bioavailability of poorly water-soluble drugs by novel cogrinding method using water-soluble polymer. Int. J. Pharm. 1998, 160, 11-19.

    Article  CAS  Google Scholar 

  28. Basit, A.W., Newton, J.M., Short, M.D., Waddington, W.A., Ell, P.J., Lacey, L.F. The effects of polyethylene glycol 400 on gastrointestinal transit: Implications for the formulation of poorly-water soluble drugs, Pharm. Res., 2001, 18, 1146-1150.

    Article  CAS  PubMed  Google Scholar 

  29. Groves, M.J., Bassett, B., Sheth, V. The solubility of 17 β-oestradiol in aqueous polyethylene glycol 400, J. Pharm. Pharmacol., 1984, 36, 799-802.

    CAS  PubMed  Google Scholar 

  30. Sato, T., Niwa, H., Chiba, A. Dynamical structure of oligo(ethylene glycol)s-water solutions studied by time domain reflectometry, J. Chem. Phys., 1998, 108, 4138-4147.

    Article  CAS  Google Scholar 

  31. Ooya, T., Lee, J., Park, K. Hydrotropic dendrimers of generations 4 and 5: Synthesis, characterization, and hydrotropic solubilization of paclitaxel, Bioconjugate Chem., 2004, 15, 1221-1229.

    Article  CAS  Google Scholar 

  32. Ooya, T., Lee, J., Park, K. Effects of ethylene glycol-based graft, star-shaped, and dendritic polymers on solubilization and controlled release of paclitaxel. J. Controlled Release, 2003, 93, 121-127.

    Article  CAS  Google Scholar 

  33. Mall, S., Buckton, G., Rawlins, D.A. Dissolution behaviour of sulphonamides into sodium dodecyl sulfate micelles: A thermodynamic approach. J. Pharm. Sci., 1996. 85, 75-78.

    Article  CAS  PubMed  Google Scholar 

  34. Myrdal, P.B., Yalkowsky, S.H. Solubilization of drugs in aqueous media, in Encyclopedia of Pharmaceutical Technology. 2002, Marcel Dekker, Inc. pp. 2458-2480.

    Google Scholar 

  35. Bader, H., Ringsdorf, H., Schmidt, B., Watersoluble Polymers in Medicine. Angew. Makromol. Chem., 1984. 123, 457-485.

    Article  Google Scholar 

  36. Allen, C., Maysinger, D., Eisenberg, A. Nano-engineering block copolymer aggregates for drug delivery. Colloids and Surfaces B: Biointerfaces, 1999. 16, 3-27.

    Article  CAS  Google Scholar 

  37. Jones, M.C., Leroux, J.C. Polymeric micelles - a new generation of colloidal drug carriers. Euro. J. Pharm. Biopharm., 1999. 48, 101-111.

    Article  CAS  Google Scholar 

  38. Lavasanifar, A., Samuel, J., Kwon, G.S. Poly(ethylene oxide)-block-poly(L-amino acid) micelles for drug delivery. Adv. Drug. Del. Rev., 2002. 54, 169-190.

    Article  CAS  Google Scholar 

  39. Kwon, G.S. Polymeric micelles for delivery of poorly water-soluble compounds. Crit. Rev. Ther. Drug Carr. Syst., 2003. 20, 357-404.

    Article  CAS  Google Scholar 

  40. Kwon, G.S., Okano, T. Polymeric micelles as new drug carriers. Adv. Drug. Del. Rev., 1996.21, 107-116.

    Article  CAS  Google Scholar 

  41. Soga, O., Van Nostrum, C.F., Fens, M., Rijcken, C.J.F., Schiffelers, R.M., Storm, G. and Hennink, W.E. Thermosensitive and biodegradable polymeric micelles for paclitaxel delivery. J. Control. Rel., 2005. 103, 341-353.

    Article  CAS  Google Scholar 

  42. Ooya, T., Lee, J., Park, K., Solubility enhancement of paclitaxel by PEGylated polyglycerol dendrimers. Controlled Release Society 31st Annual Meeting transactions, 2004, #684.

    Google Scholar 

  43. Nakanishi, T., Fukushima, S., Okamoto, K., Suzuki, M., Matsumura, Y., Yokoyama, M., Okano, T., Sakurai, Y. and Kataoka, K. Development of the polymer micelle carrier system for doxorubicin. J. Control. Rel., 2001, 74(1-3), 295-302.

    Article  CAS  Google Scholar 

  44. Yokoyama, M., Okano, T., Sakurai, Y., Suwa, S. and Kataoka, K. Introduction of cisplatin into polymeric micelle. J. Control. Rel., 1996. 39, 351-356.

    Article  CAS  Google Scholar 

  45. Lavasanifar, A., Samuel, J., Kwon, G.S. Micelles self-assembled from poly(ethylene oxide)-block-poly(N-hexyl stearate L-aspartamide) by a solvent evaporation method: effect on the solubilization and haemolytic activity of amphotericin B. J. Control. Rel., 2001,77, 155-160.

    Article  CAS  Google Scholar 

  46. Ould-Ouali, L., Noppe, M., Langlois, X., Willems, B., Te Riele, P., Timmerman, P., Brewster, M.E., Arien, A., Preat, V. Self-assembling PEG-p(CL-co-TMC) copolymers for oral delivery of poorly water-soluble drugs: a case study with risperidone. J. Control. Rel., 2005. 102, 657-668.

    Article  CAS  Google Scholar 

  47. Aliabadi, H.M., Mahmud, A., Sharifabadi, A.D., Lavasanifar, A. Micelles of methoxy poly(ethylene oxide)-b-poly(epsilon-caprolactone) as vehicles for the solubilization and controlled delivery of cyclosprine A. J. Control. Rel., 2005. 104, 301-311.

    CAS  Google Scholar 

  48. Huh, K.M., Lee, S.C., Cho, Y.W., Lee, J., Jeong, J.H., Park, K. Hydrotropic polymer micelle system for delivery of paclitaxel. J. Control. Rel., 2005. 101, 59-68.

    Article  CAS  Google Scholar 

  49. Ooya, T., Huh, K.M., Saitoh, M., Tamiya, E., Park, K. Self-assembly of cholesterol-hydrotropic dendrimer conjugates into micelle-like structure: Preparation and hydrotropic solubilization of paclitaxel. Sci. Tech. Adv. Mater., 2005, 6 (5): 452-456.

    Article  CAS  Google Scholar 

  50. Akiyoshi, K., Deguchi, S., Tajima, H., Nishikawa, T., Sunamoto, J. Microscopic structure and thermoresponsiveness of a hydrogel nanoparticle by self-assembly of a hydrophobized polysaccharide. Macromolecules 1997, 30, 857-861.

    Article  CAS  Google Scholar 

  51. Yusa, S., Kamachi, M., Morishima, Y. Self-association of cholesterol-end-capped poly(sodium 2-(acrylamido)-2-methylpropanesulfonate) in aqueous solution. Macro-molecules 2000, 33, 1224-1231.

    CAS  Google Scholar 

  52. Liggins, R.T., Burt, H.M. Polyether-polyester diblock copolymers for the preparation of paclitaxel loaded polymeric micelle formulations. Adv. Drug Delivery Review 2002, 54, 191-202.

    Article  CAS  Google Scholar 

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Author information

Authors and Affiliations

  1. School of Materials Science, Japan Advanced Institute of Science and Technology, 1-1 Asahidai, 923-1292, Tatsunokuchi, Ishikawa, Japan

    Tooru Ooya

  2. Korea Institute of Ceramic Engineering and Technology, 233-5 Gasan-dong, 153-801, Guemcheon-gu, Seoul, South Korea

    Sang Cheon Lee

  3. Dept. of Polymer Science and Engineering, Chungnam National University, 305-764, Yuseong-gu Gung-dong 220, Daejeon, South Korea

    Kang Moo Huh

  4. School of Pharmacy, Purdue University, 47907-1336, West Lafayette, IN, USA

    Kinam Park

Authors
  1. Tooru Ooya
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  2. Sang Cheon Lee
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  3. Kang Moo Huh
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  4. Kinam Park
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Editor information

Editors and Affiliations

  1. Riddet Centre, Massey University, 11 222, Palmerston North, New Zealand

    M. Reza Mozafari

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Ooya, T., Lee, S.C., Huh, K.M., Park, K. (2006). Hydrotropic Nanocarriers for Poorly Soluble Drugs. In: Mozafari, M.R. (eds) Nanocarrier Technologies. Springer, Dordrecht. https://doi.org/10.1007/978-1-4020-5041-1_4

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