Polymeric micelle as multifunctional pharmaceutical carriers

Journal of Nanoscience and Nanotechnology

Volumn 14, Issue 1, 2014, Pages 288-307

  Kore, Girish ^a   Kolate, Atul ^a   Nej, Ajanta ^a   Misra, Ambikanandan ^a  

^a M S UNIVERSITY OF BARODA   (India)

Author keywords

Drug; Gene; Micelle; Stability; Targeting; Therapeutic agent

Indexed keywords

AMPHIPHILIC BLOCK COPOLYMERS; CELLULAR INTERNALIZATION; CONTROLLED DRUG RELEASE; DRUG; PHARMACEUTICAL CARRIERS; PHYSICOCHEMICAL PROPERTY; TARGETING; THERAPEUTIC AGENTS;

BIOCOMPATIBILITY; BLOCK COPOLYMERS; CONVERGENCE OF NUMERICAL METHODS; FUNCTIONAL POLYMERS; GENE THERAPY; GENES; TOXICITY;

MICELLES;

NANOCAPSULE; POLYMER;

ABSORPTION; CHEMISTRY; CONFORMATION; CRYSTALLIZATION; DIFFUSION; DRUG DESIGN; MACROMOLECULE; METHODOLOGY; MICELLE; PARTICLE SIZE; REVIEW; SURFACE PROPERTY; ULTRASTRUCTURE;

ABSORPTION; CRYSTALLIZATION; DIFFUSION; DRUG DESIGN; MACROMOLECULAR SUBSTANCES; MICELLES; MOLECULAR CONFORMATION; NANOCAPSULES; PARTICLE SIZE; POLYMERS; SURFACE PROPERTIES;

EID: 84893760616     PISSN: 15334880     EISSN: 15334899     Source Type: Journal    
DOI: 10.1166/jnn.2014.9021     Document Type: Review

References (192)

1. C. A. Lipinski, Am. Pharmaceutical Rev. 5, 82 (2002).
2. V. S. Trubetskoy, M. D. Frank-Kamenetsky, K. R. Whiteman, G. L. Wolf, and V. P. Torchilin, Acad. Radiol. 3, 232 (1996).
3. A. Mahmud, X. B. Xiong, H. M. Aliabadi, and A. Lavasanifar, J. Drug Target. 15, 553 (2007).
4. Y. Masayuki, G. S. Kwon, O. Teruo, S. Yasuhisa, N. Mayumi, and K. Kazunori, J. Controlled Release 28, 59 (1994).
5. M. C. Jones and J.-C. Leroux, Eur. J. Pharm. Biopharm. 48, 101 (1999).
6. A. N. Martin, J. Swarbrick, and A. Cammarata, Physical Pharmacy, Lea &Febiger, Philadelphia (1993).
7. Y. Yamamoto, K. Yasugi, A. Harada, Y. Nagasaki, and K. Kataoka, J. Controlled Release 82, 359 (2002).
8. G. S. Kwon, M. Naito, K. Kataoka, M. Yokoyama, Y. Sakurai, and T. Okano, Colloids Surf. B 2, 429 (1994).
9. M. Yokoyama, A. Satoh, Y. Sakurai, T. Okano, Y. Matsumura, T. Kakizoe, and K. Kataoka, J. Controlled Release 55, 219 (1998).
10. C. Allen, D. Maysinger, and A. Eisenberg, Colloids Surf. B 16, 3 (1999).
11. M. Gou, K. Men, H. Shi, M. Xiang, J. Zhang, J. Song, J. Long, Y. Wan, F. Luo, and X. Zhao, Nanoscale 3, 1558 (2011).
12. K. Mondon, M. Zeisser-Labouèbe, R. Gurny, and M. Möller, Eur. J. Pharm. Biopharm. 77, 56 (2011).
13. H. Chu, N. Liu, X. Wang, Z. Jiao, and Z. Chen, Int. J. Pharm. 371, 190 (2009).
14. J. H. Heo, S. Y. Kim, H. S. Kim, and K. P. Yoo, Biotechnol. Lett. 22, 995 (2000).
15. C. E. Bunker, H. W. Rollins, J. R. Gord, and Y. P. Sun, J. Org. Chem. 62, 7324 (1997).
16. M. J. Meziani, H. W. Rollins, L. F. Allard, and Y. P. Sun, J. Phys. Chem. B 106, 11178 (2002).
17. J. Bleich, B. W. Müller, and W. Waßmus, Int. J. Pharm. 97, 111 (1993).
18. U. Kedar, P. Phutane, S. Shidhaye, and V. Kadam, Nanomedicine 6, 714 (2010).
19. X. Zhang, J. K. Jackson, and H. M. Burt, Int. J. Pharm. 132, 195 (1996).
20. J. Zhang, M. Wu, J. Yang, Q. Wu, and Z. Jin, Colloids Surf. A 337, 200 (2009).
21. J. Huang, R. J. Wigent, and J. B. Schwartz, J. Pharm. Sci. 97, 251 (2008).
22. R. Nagarajan, M. Barry, and E. Ruckenstein, Langmuir 2, 210 (1986).
23. D. Attwood, C. Booth, S. G. Yeates, C. Chaibundit, and N. M. Ricardo, Int. J. Pharm. 345, 35 (2007).
24. A. F. M. Barton, Chem. Rev. 75, 731 (1975).
25. Y. Tian, L. Bromberg, S. N. Lin, T. A. Hatton, and K. C. Tam, J. Controlled Release 121, 137 (2007).
26. R. Nagarajan, Polym. Advan. Technol. 12, 23 (2001).
27. J. Liu, Y. Xiao, and C. Allen, J. Pharm. Sci. 93, 132 (2004).
28. G. Gaucher, M. H. Dufresne, V. P. Sant, N. Kang, D. Maysinger, and J. C. Leroux, J. Controlled Release 109, 169 (2005).
29. K. Letchford, R. Liggins, and H. Burt, J. Pharm. Sci. 97, 1179 (2008).
30. A. Mahmud, S. Patel, O. Molavi, P. Choi, J. Samuel, and A. Lavasanifar, Biomacromolecules 10, 471 (2009).
31. C. J. Rekatas, S.-M. Mai, M. Crothers, M. Quinn, J. H. Collett, D. Attwood, F. Heatley, L. Martini, and C. Booth, Phys. Chem. Chem. Phys. 3, 4769 (2001).
32. R. F. M. Leu and G. S. Kwon, Micellelization, and Drug Solubility Enhancement Part II: Polymeric Micelles, CRS Press, Taylor &Francis Group, New York (2008).
33. P. Marsac, T. Li, and L. Taylor, Pharm. Res. 26, 139 (2009).
34. M. Danquah, T. Fujiwara, and R. I. Mahato, Biomaterials 31, 2358 (2010).
35. J. Gu, W. P. Cheng, C. Hoskins, P. K. Lin, L. Zhao, L. Zhu, X. Qu, and Z. Yang, J. Microencapsul. 28, 752 (2011).
36. A. Mahmud, X. B. Xiong, and A. Lavasanifar, Eur. J. Pharm. Biopharm. 69, 923 (2008).
37. S. Elhasi, R. Astaneh, and A. Lavasanifar, Eur. J. Pharm. Biopharm. 65, 406 (2007).
38. T. Ooya, S. Lee, K. Huh, and K. Park, Hydrotropic Nanocarriers for Poorly Soluble Drugs, Nanocarrier Technologies, edited by M. R Mozafari, Springer, Netherlands (2006), pp. 51-73.
39. R. E. Coffman and D. O. Kildsig, Pharm. Res. 13, 1460 (1996).
40. J. Lee, S. C. Lee, G. Acharya, C. J. Chang, and K. Park, Pharm. Res. 20, 1022 (2003).
41. K. M. Huh, S. C. Lee, Y. W. Cho, J. Lee, J. H. Jeong, and K. Park, J. Controlled Release 101, 59 (2005).
42. K. M. Huh, H. S. Min, S. C. Lee, H. J. Lee, S. Kim, and K. Park, J. Controlled Release 126, 122 (2008).
43. D. E. O. Iii and N. A. Peppas, Int. J. Pharm. 307, 93 (2006).
44. Y. Wang, C. M. Kausch, M. Chun, R. P. Quirk, and W. L. Mattice, Macromolecules 28, 904 (1995).
45. S. C. Owen, D. P. Y. Chan, and M. S. Shoichet, Nano Today 7, 53 (2012).
46. D. Rose-Marie, L. Rong, and L. Shoufeng, Micellization and drug solubility enhancement, Water-Insoluble Drug Formulation, edited by R.-M. Dannenfelser, R. Liu, and S. Li, CRC Press, Taylor &Francis Group, New York (2008), pp. 255-306.
47. E. Batrakova, S. Lee, S. Li, A. Venne, V. Alakhov, and A. Kabanov, Pharm. Res. 16, 1373 (1999).
48. E. A. G. Aniansson and S. N. Wall, J. Phys. Chem. 78, 1024 (1974).
49. C. Berney and G. Danuser, Biophys. J. 84, 3992 (2003).
50. M. Tian, A. Qin, C. Ramireddy, S. E. Webber, P. Munk, Z. Tuzar, and K. Prochazka, Langmuir 9, 1741 (1993).
51. Y. Wang, R. Balaji, R. Quirk, and W. Mattice, Polym. Bull. 28, 333 (1992).
52. J. van Stam, S. Creutz, F. C. De Schryver, and R. Jerome, Macromolecules 33, 6388 (2000).
53. T. Haliloglu, I. Bahar, B. Erman, and W. L. Mattice, Macromolecules 29, 4764 (1996).
54. A. V. Kabanov, E. V. Batrakova, and V. Y. Alakhov, J. Controlled Release 82, 189 (2002).
55. L. Yang, X. Wu, F. Liu, Y. Duan, and S. Li, Pharm. Res. 26, 2332 (2009).
56. L. Qiu, C. Zheng, Y. Jin, and K. Zhu, Expert Opin. Ther. Pat. 17, 819 (2007).
57. R. Savic, T. Azzam, A. Eisenberg, and D. Maysinger, Langmuir 22, 3570 (2006).
58. V. Toncheva, E. Schacht, S. Y. Ng, J. Barr, and J. Heller, J. Drug Target. 11, 345 (2003).
59. K. E. Herbert, J. S. Coppock, A. M. Griffiths, A. Williams, M. W. Robinson, and D. L. Scott, Ann. Rheum. Dis. 46, 734 (1987).
60. C. Ragi, M. R. Sedaghat-Herati, A. A. Ouameur, and H. A. Tajmir-Riahi, Biopolymers 78, 231 (2005).
61. M. A. Rixman, D. Dean, and C. Ortiz, Langmuir 19, 9357 (2003).
62. S. Li, H. Garreau, B. Pauvert, J. McGrath, A. Toniolo, and M. Vert, Biomacromolecules 3, 525 (2002).
63. C. Chen, C. H. Yu, Y. C. Cheng, P. H. Yu, and M. K. Cheung, Biomaterials 27, 4804 (2006).
64. M. G. Carstens, C. F. van Nostrum, R. Verrijk, L. G. de Leede, D. J. Crommelin, and W. E. Hennink, J. Pharm. Sci. 97, 506 (2008).
65. J. Liu, F. Zeng, and C. Allen, J. Controlled Release 103, 481 (2005).
66. V. Torchilin, Eur. J. Pharm. Biopharm. 71, 431 (2009).
67. M. Stubbs, P. M. McSheehy, and J. R. Griffiths, Adv. Enzyme Regul. 39, 13 (1999).
68. E. S. Lee, K. Na, and Y. H. Bae, Nano Lett. 5, 325 (2005).
69. S. Kim, J. Y. Kim, K. M. Huh, G. Acharya, and K. Park, J. Controlled Release 132, 222 (2008).
70. D. M. Lynn, M. M. Amiji, and R. Langer, Angew. Chem. Int. Ed. 40, 1707 (2001).
71. C. Giacomelli, L. Le Men, R. Borsali, J. Lai-Kee-Him, A. Brisson, S. P. Armes, and A. L. Lewis, Biomacromolecules 7, 817 (2006).
72. S. Mayor and R. E. Pagano, Nat. Rev. Mol. Cell. Biol. 8, 603 (2007).
73. G. Sahay, E. V. Batrakova, and A. V. Kabanov, Bioconjug. Chem. 19, 2023 (2008).
74. M. A. Edeling, C. Smith, and D. Owen, Nat. Rev. Mol. Cell. Biol. 7, 32 (2006).
75. J. Z. Rappoport, Biochem. J. 412, 415 (2008).
76. L. A. Carver and J. E. Schnitzer, Nat. Rev. Cancer 3, 571 (2003).
77. S. E. Gratton, P. A. Ropp, P. D. Pohlhaus, J. C. Luft, V. J. Madden, M. E. Napier, and J. M. DeSimone, Proc. Natl. Acad. Sci. USA 105, 11613 (2008).
78. C. Allen, Y. Yu, A. Eisenberg, and D. Maysinger, Biochim. Biophys. Acta 1421, 32 (1999).
79. G. M. Poon and J. Gariepy, Biochem. Soc. Trans. 35, 788 (2007).
80. H. Chen, S. Kim, L. Li, S. Wang, K. Park, and J. X. Cheng, Proc. Natl. Acad. Sci. USA 105, 6596 (2008).
81. D. W. Miller, E. V. Batrakova, T. O. Waltner, V. Alakhov, and A. V. Kabanov, Bioconjug. Chem. 8, 649 (1997).
82. N. Rapoport, A. Marin, Y. Luo, G. D. Prestwich, and M. D. Muniruzzaman, J. Pharm. Sci. 91, 157 (2002).
83. J. A. Zastre, J. K. Jackson, W. Wong, and H. M. Burt, Mol. Pharm. 5, 643 (2008).
84. E. V. Batrakova, S. Li, V. Y. Alakhov, D. W. Miller, and A. V. Kabanov, J. Pharmacol. Exp. Ther. 304, 845 (2003).
85. A. S. Mikhail and C. Allen, J. Controlled Release 138, 214 (2009).
86. K. Kataoka, H. Togawa, A. Harada, K. Yasugi, T. Matsumoto, and S. Katayose, Macromolecules 29, 8556 (1996).
87. L. W. Seymour, R. Duncan, J. Strohalm, and J. Kopecek, J. Biomed. Mater. Res. 21, 1341 (1987).
88. V. C. Mosqueira, P. Legrand, A. Gulik, O. Bourdon, R. Gref, D. Labarre, and G. Barratt, Biomaterials 22, 2967 (2001).
89. S. I. Jeon and J. D. Andrade, J. Colloid Interface Sci. 142, 159 (1991).
90. Y. Yamamoto, Y. Nagasaki, Y. Kato, Y. Sugiyama, and K. Kataoka, J. Controlled Release 77, 27 (2001).
91. H. M. Aliabadi, M. Shahin, D. R. Brocks, and A. Lavasanifar, Clin. Pharmacokinet. 47, 619 (2008).
92. M. C. Woodle, K. K. Matthay, M. S. Newman, J. E. Hidayat, L. R. Collins, C. Redemann, F. J. Martin, and D. Papahadjopoulos, Biochim. Biophys. Acta 1105, 193 (1992).
93. F. Mathot, L. van Beijsterveldt, V. Preat, M. Brewster, and A. Arien, J. Controlled Release 111, 47 (2006).
94. Y. J. Park, J. Y. Lee, Y. S. Chang, J. M. Jeong, J. K. Chung, M. C. Lee, K. B. Park, and S. J. Lee, Biomaterials 23, 873 (2002).
95. W. Xiao, J. Luo, T. Jain, J. W. Riggs, H. P. Tseng, P. T. Henderson, S. R. Cherry, D. Rowland, and K. S. Lam, Int. J. Nanomedicine 7, 1587 (2012).
96. H. M. Aliabadi, D. R. Brocks, and A. Lavasanifar, Biomaterials 26, 7251 (2005).
97. S. Sumitani, M. Oishi, T. Yaguchi, H. Murotani, Y. Horiguchi, M. Suzuki, K. Ono, H. Yanagie, and Y. Nagasaki, Biomaterials 33, 3568 (2012).
98. V. P. Torchilin, J. Controlled Release 73, 137 (2001).
99. A. Benahmed, M. Ranger, and J. C. Leroux, Pharm. Res. 18, 323 (2001).
100. J. Chung, M. Yokoyama, M. Yamato, T. Aoyagi, Y. Sakurai, and T. Okano, J. Controlled Release 62, 115 (1999).
101. A. L. Klibanov, K. Maruyama, V. P. Torchilin, and L. Huang, FEBS Lett. 268, 235 (1990).
102. V. Torchilin, Pharm. Res. 24, 1 (2007).
103. S. J. Duquemin and J. Nixon, J. Pharm. Pharmacol. 37, 698 (1985).
104. J. Gong, M. Chen, Y. Zheng, S. Wang, and Y. Wang, J. Controlled Release 159, 312 (2012).
105. V. P. Torchilin, Adv. Drug Deliv. Rev. 54, 235 (2002).
106. M. Yokoyama, JECM 3, 151 (2011).
107. Y. Matsumura and K. Kataoka, Cancer Sci. 100, 572 (2009).
108. T. Hamaguchi, K. Kato, H. Yasui, C. Morizane, M. Ikeda, H. Ueno, K. Muro, Y. Yamada, T. Okusaka, and K. Shirao, Br. J. Cancer 97, 170 (2007).
109. Y. Matsumura, Jpn. J. Clin. Oncol. 38, 793 (2008).
110. P. H. Wiernik, E. L. Schwartz, J. J. Strauman, J. P. Dutcher, R. B. Lipton, and E. Paietta, Cancer Research 47, 2486 (1987).
111. Y. Matsumura and K. Kataoka, Cancer Science 100, 572 (2009).
112. T. Hamaguchi, Y. Matsumura, M. Suzuki, K. Shimizu, R. Goda, I. Nakamura, I. Nakatomi, M. Yokoyama, K. Kataoka, and T. Kakizoe, Br. J. Cancer 92, 1240 (2005).
113. M. Yokoyama, T. Okano, Y. Sakurai, S. Suwa, and K. Kataoka, J. Controlled Release 39, 351 (1996).
114. F. Koizumi, M. Kitagawa, T. Negishi, T. Onda, S.-I. Matsumoto, T. Hamaguchi, and Y. Matsumura, Cancer Research 66, 10048 (2006).
115. Y. Matsumura, Adv. Drug Deliv. Rev. 63, 184 (2011).
116. D.-W. Kim, S.-Y. Kim, H.-K. Kim, S.-W. Kim, S. Shin, J. Kim, K. Park, M. Lee, and D. Heo, Ann. Oncol. 18, 2009 (2007).
117. K. Akiyoshi, S. Kobayashi, S. Shichibe, D. Mix, M. Baudys, S. Wan Kim, and J. Sunamoto, J. Controlled Release 54, 313 (1998).
118. M. L. Adams, D. R. Andes, and G. S. Kwon, Biomacromolecules 4, 750 (2003).
119. Y. C. Tong, S. F. Chang, C. Y. Liu, W. W. Y. Kao, C. H. Huang, and J. Liaw, J. Gene Med. 9, 956 (2007).
120. A. K. Mitra, P. R. Velagaleti, and U. M. Grau, Topical drug delivery systems for ophthalmic use, US Patent, 20100310642 (2010).
121. J. Taillefer, M. C. Jones, N. Brasseur, J. Van Lier, and J. C. Leroux, J. Pharm. Sci. 89, 52 (2000).
122. M. Elsabahy, M. È. Perron, N. Bertrand, G. E. Yu, and J. C. Leroux, Biomacromolecules 8, 2250 (2007).
123. A. Venne, S. Li, R. Mandeville, A. Kabanov, and V. Alakhov, Cancer Research 56, 3626 (1996).
124. V. Alakhov, E. Klinski, S. Li, G. Pietrzynski, A. Venne, E. Batrakova, T. Bronitch, and A. Kabanov, Colloids Surf. B 16, 113 (1999).
125. S. H. Kwon, S. Y. Kim, K. W. Ha, M. J. Kang, J. S. Huh, Y. M. Kim, Y. M. Park, K. H. Kang, S. Lee, and J. Y. Chang, Arch. Pharmacal Res. 30, 1138 (2007).
126. J. H. Jeong, S. H. Kim, S. W. Kim, and T. G. Park, J. Biomater. Sci. Polym. Ed. 16, 1409 (2005).
127. M. Wang, M. Jiang, F. Ning, D. Chen, S. Liu, and H. Duan, Macromolecules 35, 5980 (2002).
128. Y. Wang, C. Y. Ke, C. W. Beh, S. Q. Liu, S. H. Goh, and Y. Y. Yang, Biomaterials 28, 5358 (2007).
129. K. Duan, X. Zhang, X. Tang, J. Yu, S. Liu, D. Wang, Y. Li, and J. Huang, Colloids Surf. B 76, 475 (2010).
130. L. Bromberg, Hydrophobically modified polyelectrolytes, and polyelectrolyte block-copolymers, Handbook of Surfaces and Interfaces of Materials, edited by H. S. Nalwa, Academic Press, New York (2001), Vol. 4, pp. 369-404.
131. L. Zhang and A. Eisenberg, J. Am. Chem. Soc. 118, 3168 (1996).
132. L. Bromberg, M. Temchenko, V. Alakhov, and T. A. Hatton, Int. J. Pharm. 282, 45 (2004).
133. Y. Bae, S. Fukushima, A. Harada, and K. Kataoka, Angew. Chem. Int. Ed. 42, 4640 (2003).
134. M. C. Jones, M. Ranger, and J. C. Leroux, Bioconjug. Chem. 14, 774 (2003).
135. M. R. Kano, Y. Bae, C. Iwata, Y. Morishita, M. Yashiro, M. Oka, T. Fujii, A. Komuro, K. Kiyono, and M. Kaminishi, Proc. Natl. Acad. Sci. USA 104, 3460 (2007).
136. J. Li, Z. He, S. Yu, S. Li, Q. Ma, Y. Yu, J. Zhang, R. Li, Y. Zheng, and G. He, J. Biomed. Nanotech. 8, 809 (2012).
137. H. R. Stapert, N. Nishiyama, D. L. Jiang, T. Aida, and K. Kataoka, Langmuir 16, 8182 (2000).
138. M. Yokoyama, J. Controlled Release 11, 269 (1990).
139. M. Yokoyama, T. Okano, Y. Sakurai, S. Fukushima, K. Okamoto, and K. Kataoka, J. Drug Target. 7, 171 (1999).
140. Y. Mizumura, Y. Matsumura, T. Hamaguchi, N. Nishiyama, K. Kataoka, T. Kawaguchi, W. J. Hrushesky, F. Moriyasu, and T. Kakizoe, Cancer Sci. 92, 328 (2001).
141. Y. Li and G. S. Kwon, Pharm. Res. 17, 607 (2000).
142. K. M. Huh, S. C. Lee, Y. W. Cho, J. Lee, J. H. Jeong, and K. Park, J. Controlled Release 101, 59 (2005).
143. J. Wang, D. Mongayt, and V. P. Torchilin, J. Drug Target. 13, 73 (2005).
144. B. Xue, Y. Wang, X. Tang, P. Xie, Y. Wang, F. Luo, C. Wu, and Z. Qian, J. Biomed. Nanotech. 8, 80 (2012).
145. C. Yang, H. Zhao, H. Yuan, R. Yu, and M. Lan, J. Nanosci. Nanotechnol. 13, 6553 (2013).
146. P. L. Felgner and L. W. Seymour, Self-Assembling Complexes for Gene Delivery, John Wiley, Chichester, UK (1998).
147. D. Luo and W. M. Saltzman, Nat. Biotechnol. 18, 33 (2000).
148. K. Kataoka, T. Hideyuki, H. Atsushi, Y. Kenji, M. Tsuyoshi, and K. Satoshi, Macromolecules 29, 8556 (1996).
149. M. A. Wolfert, E. H. Schacht, V. Toncheva, K. Ulbrich, O. Nazarova, and L. W. Seymour, Hum. Gene Ther. 7, 2123 (1996).
150. S. Katayose and K. Kataoka, Bioconjug. Chem. 8, 702 (1997).
151. S. Katayose and K. Kataoka, J. Pharm. Sci. 87, 160 (1998).
152. S. V. Vinogradov, T. K. Bronich, and A. V. Kabanov, Bioconjug. Chem. 9, 805 (1998).
153. Y. H. Choi, F. Liu, J. S. Kim, Y. K. Choi, J. S. Park, and S. W. Kim, J. Controlled Release 54, 39 (1998).
154. Y. S. Nam, H. S. Kang, S. H. Han, and I. S. Chang, Amphiphilic biodegradable block copolymers and self-assembled polymer aggregates formed from the same in aqueous milieu, US Patent, 6569528 B2 (2003).
155. S. C. De Smedt, J. Demeester, and W. E. Hennink, Pharm. Res. 17, 113 (2000).
156. K. Itaka, K. Yamauchi, A. Harada, K. Nakamura, H. Kawaguchi, and K. Kataoka, Biomaterials 24, 4495 (2003).
157. Y. K. Choi and J. S. Kim, Biodegradable mixed polymeric micelles for gene delivery, Samyang Corporation Samyang Biopharmaceuticals Corporation, US Patent, 6210717 (2001).
158. L. Wang, Polycationic water soluble copolymer and method for transferring polyanionic macromolecules across biological barriers, US Patent, 706049 (2006).
159. S. Matsumoto, R. J. Christie, N. Nishiyama, K. Miyata, A. Ishii, M. Oba, H. Koyama, Y. Yamasaki, and K. Kataoka, Biomacromolecules 10, 119 (2008).
160. S. Fukushima, K. Miyata, N. Nishiyama, N. Kanayama, Y. Yamasaki, and K. Kataoka, J. Am. Chem. Soc. 127, 2810 (2005).
161. C. M. Ward, M. L. Read, and L. W. Seymour, Blood 97, 2221 (2001).
162. S. Boeckle, K. von Gersdorff, S. van der Piepen, C. Culmsee, E. Wagner, and M. Ogris, J. Gene Med. 6, 1102 (2004).
163. K. Itaka, A. Harada, K. Nakamura, H. Kawaguchi, and K. Kataoka, Biomacromolecules 3, 841 (2002).
164. M. Harada-Shiba, K. Yamauchi, A. Harada, I. Takamisawa, K. Shimokado, and K. Kataoka, Gene Ther. 9, 407 (2002).
165. M. Zhang, Y. N. Xue, M. Liu, R. X. Zhuo, and S. W. Huang, Nanoscale Res. Lett. 5, 1804 (2010).
166. S. F. Chang, H. Y. Chang, Y. C. Tong, S. H. Chen, F. C. Hsaio, S. C. Lu, and J. Liaw, Hum. Gene Ther. 15, 481 (2004).
167. E. Morin, M. Nothisen, A. Wagner, and J. S. Remy, Bioconjug. Chem. 22, 1916 (2011).
168. X. Jiang, H. Dai, K. W. Leong, and H. Q. Mao1, Mol. Ther. 13, S66 (2006).
169. M. S. Shim and Y. J. Kwon, Biomaterials 31, 3404 (2010).
170. X. Duan, P. Wang, K. Men, X. Gao, M. Huang, M. Gou, L. Chen, Z. Qian, and Y. Wei, Nanoscale 4, 2400 (2012).
171. J. Wen, H. Q. Mao, W. Li, K. Y. Lin, and K. W. Leong, J. Pharm. Sci. 93, 2142 (2004).
172. G. Cavallaro, M. Licciardi, S. Scirè, M. Di Stefano, and G. Giammona, Nanomedicine 5, 243 (2010).
173. V. P. Torchilin, M. D. Frank-Kamenetsky, and G. L. Wolf, Acad. Radiol. 6, 61 (1999).
174. M. Hamoudeh, M. A. Kamleh, R. Diab, and H. Fessi, Adv. Drug Deliv. Rev. 60, 1329 (2008).
175. V. S. Trubetskoy, Adv. Drug Deliv. Rev. 37, 81 (1999).
176. K. Shiraishi, K. Kawano, T. Minowa, Y. Maitani, and M. Yokoyama, J. Controlled Release 136, 14 (2009).
177. V. S. Trubetskoy and V. P. Torchilin, J. Lipos. Res. 4, 961 (1994).
178. M. Slinkin, A. Klibanov, and V. Torchilin, Bioconjug. Chem. 2, 342 (1991).
179. R. Schwendener, J. Liposome Res. 4, 837 (1994).
180. G. S. Gazelle, G. L. Wolf, G. L. McIntire, E. R. Bacon, E. F. Halpern, E. R. Cooper, and J. L. Toner, Acad. Radiol. 1, 373 (1994).
181. V. S. Trubetskoy and V. P. Torchilin, Adv. Drug Deliv. Rev. 16, 311 (1995).
182. N. Chansri, S. Kawakami, M. Yokoyama, T. Yamamoto, P. Charoensit, and M. Hashida, Pharm. Res. 25, 428 (2008).
183. T. Okuda, S. Kawakami, M. Yokoyama, T. Yamamoto, F. Yamashita, and M. Hashida, Int. J. Pharm. 357, 318 (2008).
184. T. Okuda, S. Kawakami, Y. Higuchi, T. Satoh, Y. Oka, M. Yokoyama, F. Yamashita, and M. Hashida, Int. J. Pharm. 373, 100 (2009).
185. T. Satoh, Y. Higuchi, S. Kawakami, M. Hashida, H. Kagechika, K. Shudo, and M. Yokoyama, J. Controlled Release 136, 187 (2009).
186. B. J. Roth, Chemotherapy for Advanced Bladder Cancer, Seminars in Oncology 23, 633 (1996).
187. J. Bellmunt, A. Ribas, N. Eres, J. Albanell, C. Almanza, B. Bermejo, L. A. Sole, and J. Baselga, Cancer 80, 1966 (1997).
188. H. Uchino, Y. Matsumura, T. Negishi, F. Koizumi, T. Hayashi, T. Honda, N. Nishiyama, K. Kataoka, S. Naito, and T. Kakizoe, Br. J. Cancer 93, 678 (2005).
189. Y. Matsumura and K. Kataoka, Cancer Sci. 100, 572 (2009).
190. J. G. Slatter, L. J. Schaaf, J. P. Sams, K. L. Feenstra, M. G. Johnson, P. A. Bombardt, K. S. Cathcart, M. T. Verburg, L. K. Pearson, and L. D. Compton, Drug Metab. Dispos. 28, 423 (2000).
191. Y. Wu, J. Levons, A. S. Narang, K. Raghavan, and V. M. Rao, AAPS PharmSciTech. 12, 1248 (2011).
192. P. David and J. Patrick, American Pharmaceutical Reviews (2008).