Block copolymer micelles as a solution for drug delivery problems

Expert Opinion on Therapeutic Patents

Volumn 15, Issue 1, 2005, Pages 63-75

  Torchilin, Vladimir P ^a  

^a NORTHEASTERN UNIVERSITY   (United States)

Author keywords

Amphiphilic polymer; Enhanced permeability and retention; Immunotargeting; Micelle; Polymer lipid conjugate; Poorly soluble drug; Targeted drug delivery

Indexed keywords

AMPHOTERICIN B; ANTHRACYCLINE; ANTIINFLAMMATORY AGENT; ASPARTIC ACID; CAMPTOTHECIN; CARBAMIC ACID ESTER; CISPLATIN; CLONAZEPAM; COPOLYMER; CORTICOSTEROID; DRUG CARRIER; FENTANYL; HALOPERIDOL; LIPID; LYSINE; MACROGOL; NANOPARTICLE; NYSTATIN; PACLITAXEL; PHOSPHATIDYLETHANOLAMINE; PIPERAZINE DERIVATIVE; POLY(METHYL METHACRYLATE); POLY(ORTHO ESTER); POLYMER; PORPHYRIN DERIVATIVE; POVIDONE; PROPYLENE OXIDE; RIFALAZIL; TACROLIMUS; TAMOXIFEN; UNINDEXED DRUG;

ACIDOSIS; BIOCOMPATIBILITY; CANCER CELL; COLLOID; DIAGNOSTIC IMAGING; DRUG ACCUMULATION; DRUG BIOAVAILABILITY; DRUG DELIVERY SYSTEM; DRUG PENETRATION; DRUG RELEASE; DRUG SOLUBILITY; GENE TARGETING; HYDROPHILICITY; HYDROPHOBICITY; HYPERTHERMIA; IMAGE ENHANCEMENT; IN VITRO STUDY; IN VIVO STUDY; MICELLE; MICELLIZATION; NONHUMAN; PARTICLE SIZE; PH; REVIEW; SOLUBILIZATION; STIMULUS RESPONSE; TEMPERATURE SENSITIVITY; VASCULAR DISEASE;

EID: 13644262298     PISSN: 13543776     EISSN: None     Source Type: Journal    
DOI: 10.1517/13543776.15.1.63     Document Type: Review

References (121)

1. MÜLLER RH: In: Colloidal Carriers for Controlled Drug Delivery and Targeting. Wissenschaftliche Verlagsgesellschaft, Stuttgart, Germany, and CRC Press, Boca Raton, FL (1991).
2. Microparticulate Systems for the Delivery of Proteins and Vaccines. Cohen S, Bernstein H (Eds), Marcel Dekker, Inc., New York (1996).
3. Stealth Liposomes. Lasic DD, Martin F (Eds), CRC Press, Boca Raton, FL (1995).
4. TORCHILIN VP, TRUBETSKOY VS: Which polymers can make nanoparticulate drug carriers long-circulating? Adv. Drug Deliv. Rev. (1995) 16:141-155.
5. PALMER TN, CARIDE VJ, CALDECOURT MA, TWICKLER J, ABDULLAH V: The mechanism of liposome accumulation in infarction. Biochim. Biophys. Acta (1984) 797:363-368.
6. MAEDA H, WU J, SAWA T, MATSUMURA Y, HORI K: Tumor vascular permeability and the: EPR effect in macromolecular therapeutics: a review. J. Contr. Release (2000) 65:271-284.
7. TORCHILIN VP: Polymer-coated long-circulating microparticular pharmaceuticals. J. Microencapsulation (1998) 15:1-19.
8. GREF R, MINAMITAKE Y, PERACCHIA MT, TRUBETSKOY V, TORCHILIN VP, LANGER R: Biodegradable long-circulating polymeric nanospheres. Science (1994) 263:1600-1603.
9. LIPINSKI CA, LOMBARDO F, DOMINY BW, FEENEY PJ: Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv. Drug Deliv. Rev. (2001) 46:3-26.
10. FERNANDEZ AM, VAN DERPOORTEN K, DASNOIS L et al.: N-Succinyl-(α-alanyl-L-leucyl-L-alanyl-L-leucyl)doxorubicin: an extracellularly tumor-activated prodrug devoid of intravenous acute toxicity. J. Med. Chem. (2001): 44(22):3750-3753.
11. Techniques of Solubilization of Drugs. Yalkowsky SH (Ed.), Marcel Dekker, New York and Basel (1981).
12. Cancer Chemotherapy: Principles and Practice. Shabner BA, Collings JM (Eds), JB Lippincott Co., Philadelphia, PA 1990, USA.
13. YOKOGAWA K, NAKASHIMA E, ISHIZAKI J, MAEDA H, NAGANO T, ICHIMURA F: Relationships in the structure-tissue distribution of basic drugs in the rabbit. Pharm. Res. (1990) 7:691-696.
14. HAGELUKEN A, GRUNBAUM L, NURNBERG B, HARHAMMER R, SCHUNACK W, SEIFERT R: Lipophilic α-adrenoceptor antagonists and local anesthetics are effective direct activators of G-proteins. Biochem. Pharmacol. (1994) 47:1789-1795.
15. LIPINSKI CA: Drug-like properties and the causes of poor solubility and poor permeability. J. Pharmacol. Toxicol. Methods (2000) 44:235-249.
16. ANDREWS PR, CRAIK DJ, MARTIN JL: Functional group contributions to drug-receptor interactions. J. Med. Chem. (1984) 27:1648-1657.
17. MOTTU F, LAURENT A, RUFENACHT DA, DOELKER E: Organic solvents for pharmaceutical parenterals and embolic liquids: a review of toxicity data. J. Pharm. Sci. Technol. (2000) 54:456-469.
18. LASIC DD, PAPAHADJOPOULOS D: In: Medical applications of liposomes. New York: Elsevier, (1998):779.
19. THOMPSON D, CHAUBAL MV: Cyclodextrins (CDS) - excipients by definition, drug delivery systems by function (part I: injectable applications) In: Drug Delivery Technology 2 (2000):34-38.
20. Surfactants in Solution (vols. 1-3). Mittal KL, Lindman B (Eds) Plenum Press, New York (1991).
21. LASIC DD: Mixed micelles in drug delivery. Nature (1992) 355:279-280.
22. Surfactant Systems. Attwood D, Florence AT (Eds), Chapman and Hall, London, UK (1983).
23. KABANOV AV, BATRAKOVA EV, MELIK-NUBAROV NS et al.: A new class of drug carriers; micells poly(oxyethylene)-poly(oxypropylene) block copolymers as microcontainers for drug targeting from blood to brain. J. Contr. Release (1992) 22:141-158.
24. KWON GS: Diblock copolymer nanoparticles for drug delivery. Crit. Rev. Ther. Drug Carrier Syst. (1998) 15:481-512.
25. JONES M, LEROUX J: Polymeric micelles - a new generation of colloidal drug carriers, Eur. J. Pharm. Biopharm. (1999) 48 101-111.
26. TORCHILIN VP: Structure and design of polymeric surfactant-based drug delivery systerns. J. Conti. Release (2001) 73:137-172.
27. KWON GS, KATAOKA K: Block copolymer micelles as long-circulating drug vehicles. Adv. Drug Deliv. Rev. (1995) 16 295-309.
28. TRUBETSKOY VS, TORCHILIN VP: Use of polyoxyethylene-lipid conjugates as long-circulating carriers for delivery of therapeutic and diagnostic agents. Adv. Drug Deliv. Rev. (1995) 16:311-320.
29. ZHANG L, EISENBERG A: Multiple morphologies of 'crew-cut' aggregates of polystyrene-b-poly(acrylic acid) block copolymers. Science (1995) 268:1728-1731.
30. KWON GS, OKANO T: Soluble self-assembled block copolymers for drug delivery. Pharm. Res. (1999) 16:597-600.
31. MARTIN A: In: Physical Pharmacy, 4th Ed., Williams and Wilkins, Baltimore, MD (1993):396-398.
32. GREF R, DOMB A, QUELLEC P et al.: The controlled intravenous delivery of drugs using PEG-coated sterically stabilised nanospheres. Adv. Drug Deliv. Rev. (1995) 16: 215-234.
33. HAGAN SA, COOMBES AG, GARNETT MC et al.: Polylactidepoly(ethelene glycol) copolymers as drug delivery systems, 1. Characterization of water dispersible micelle-forming systems. Langmuir (1996) 12:2153-2161.
34. INOUE T, CHEN G, NAKAMAE K, HOFFMAN AS: An AB block copolymers of oligo(methyl methacrylate) and poly(acrylic acid) for micellar delivery of hydrophobic drugs. J. Contr. Release (1998) 51:221-229.
35. HUNTER RJ: In: Foundations of Colloid Science, vol. 1. Oxford University Press, New York, (1991).
36. GAO Z, EISENBERG A: A model of micellization for block copolymers in solutions. Macromolecules (1993) 26:7353-7360.
37. MARQUES CM: Bunchy micelles. Langmuir (1997) 13 1430-1433.
38. KABANOV AV, BATRAKOVA EV, ALAKHOV VY: Pluronic block copolymers as novel polymer therapeutics for drug and gene delivery. J. Contr. Release (2002) 82:189-212.
39. KWON GS: Polymeric micelles for delivery of poorly water-soluble compounds. Crit. Rev. Ther. Drug Carrier Syst. (2003) 20(5):357-403.
40. OTSUKA H, NAGASAKI Y, KATAOKA K: PEGylated nanoparticles for biological and harmaceutical applications. Adv. Drug Deliv. Rev. (2003) 55(3):403-419.
41. ADAMS ML, LAVASANITAR A, KWON GS: Amphiphilic block copolymers for drug delivery. J. Pharm. Sci. (2003) 92 7):1343-1355.
42. LUKYANOV AV, TORCHILIN VP: Micelles from lipid derivatives of water-soluble polymers as delivery systems for poorly soluble drugs, Adv. Drug Deliv. Rev. (2004) 56:1273-1289.
43. KABANOV AV, LEMIEUX P, VINOGRADOV S, ALAKHOV V: Pluronic block copolymers: novel functional molecules for gene therapy. Adv. Drug Deliv. Rev. (2002) 54(2):223-233.
44. KAKIZAWA Y, KATAOKA K: Block copolymer micelles for delivery of gene and related ompounds. Deliv. Rev. (2002) 54 2):203-222.
45. CAMMAS S, SUZUKI K, SONE C, SAKURAI Y, KATAOKA K, OKANO T: Thermorespensive polymer nanoparticles with a core-shell micelle structure as site specific drug carriers. J. Contr. Release (1997) 48:157-164.
46. TORCHILIN VP, TRUBETSKOY VS, WHITEMAN KR, CALICETI P, FERRUTI P, VERONESE FM: New synthetic amphiphilic polymers for steric protection of liposomes in vivo. J. Pharm. Sci. (1995) 84:1049-1053.
47. MILLER DW, BATRAKOVA EV, WALTNER TO, ALAKHOV VY, KABANOV AV: Interactions of pluronic block copolymers with brain microvessel endothelial cells: evidence of two potential pathways for drug absorption. Bioconj. Chem. (1997) 8:649-657.
48. KATAYOSE S, KATAOKA K: Remarkable increase in nuclease resistance of plasmid DNA through supramolecular assembly with poly(ethylene glycol)-poly(L-lysine) block copolymer. J. Pharm. Sci. (1998) 87:160-163.
49. HARADA A, KATAOKA K: Novel polyion complex micelles entrapping enzyme molecules in the core. Preparation of narrowly-distributed micelles from lysozyme and poly(ethylene glycol)poly(aspartic acid) block copolymer in aqueous medium. Macromolecules (1998) 31:288-294.
50. LA SB, OKANO T, KATAOKA K: Preparation and characterization of the micelle-forming polymeric drug indomethacin-incorporated poly(ethylene oxide)-poly(-benzyl L-aspartat) block copolimer micelles. J. Pharm. Sci. (1996) 85:85-90.
51. JEONG YI, CHEON JB, KIM SH et al.: Clonazepam release from core-shell type nanoparticles in vitro. J. Contr. Release (1998) 51:169-178.
52. ALLEN C, YU Y, MAYSINGER D, EISENBERG A: Polycaprolactone-b-poly(ethylene oxide) block copolymer micelles as a novel drug delivery vehicle for neurotrophic agents FK506 and L-685,818. Bioconj. Chem. (1998) 9:564-572.
53. TRUBETSKOY VS, GAZELLE GS, WOLF GL, TORCHILIN VP: Block copolymer of polyethylene glycol and polylysine as a carrier of organic iodine: design of a long circulating particulate contrast medium for X-ray computed tomography. J. Drug Target (1997) 4:381-388.
54. ALLEN C, EISENBERG A, MRSIC J, MAYSINGER D: PCL-b-PEO micelles as a delivery vehicle for FK506: assessment of a functional recovery of crushed peripheral nerve. Drug Deliv. (2000) 7 3):139-145.
55. TONCHEVA V, SCHACHT E, NG SY, BARR J, HELLER J: Use of block copolymers of poly(ortho esters) and poly (ethylene glycol) micellar carriers as potential tumour targeting systems. J. Drug Target. (2003) 11(6):345-353.
56. TANG Y, LIU SY, ARMES SP, BILLINGHAM NC: Solubilization and controlled release of a hydrophobic drug using novel micelle-forming ABC triblock copolymers. Biomacromolecules (2003) 4(6 ):1636-1645.
57. LIN WJ, JUANG LW, LIN CC: Stability and release performance of a series of pegylated copolymeric micelles. Pharm. Res. (2003) 20(4):668-673.
58. CHEON SL, KIM C, CHAN IK, CHUNG H, YOUNG SJ: Polymeric micelles of poly(2-ethyl-2-oxazoline)-block-poly(epsilon-caprolactone) copolymer as a carrier for paclitaxel. J. Contr. Release (2003) 89(3):437-446.
59. KLIBANOV AL, MARUYAMA K, TORCHILIN VP, HUANG L: Amphipathic polyethyleneglycols effectively prolong the circulation time of liposomes. FEBSLett. (1990) 268:235-238.
60. LUKYANOV AN, GAO Z, MAZZOLA L, TORCHILIN VP: Polyethylene glycol-diacyllipid micelles demonstrate increased accumulation in subcutaneous tumors in mice. Pharm. Res. (2002) 19:1424-1429.
61. GAO Z, LUKYANOV AN, SINGHAL A, TORCHILIN VP: Diacyl-polymer micelles as nanocarriers for poorly soluble anticancer drugs. Nano Lett. (2002) 2:979-982.
62. LUKYANOV AN, HARTNER WC, TORCHILIN VP: Increased accumulation of PEG-PE micelles in the area of experimental myocardial infarction in rabbits. J. Contr. Release. (2004) 94:187-193.
63. WANG J, MONGAYT DA, LUKYANOV AN, LEVCHENKO TS, TORCHILIN VP: Preparation and in vitro synergistic anticancer effect of vitamin K and 1,8-diazabicyclo[5,4,0]undec-7-ene in poly(ethylene glycol)-diacyllipid micelles. Int. J Pharm. (2004) 272:129-135.
64. TORCHILIN VP, LUKYANOV AN, GAO Z, PAPAHADJOPOULOS-STERNBERG B: Immunomicelles: targeted pharmaceutical carriers for poorly soluble drugs. Proc. Natl. Acad. Sci: USA (2003) 100:6039-6044.
65. KRISHNADAS A, RUBINSTEIN I, ONYUKSEL H: Sterically stabilised phospholipid mixed micelles: in vitro evaluation as a novel carrier for water-insoluble drugs. Pharm Res. (2003) 20(2 ):297-302.
66. TORCHILIN VP, LEVCHENKO TS, WHITEMAN KR et al.: Amphiphilic poly-N-vinylpyrrolidones: synthesis, properties and liposome surface modification. Biomaterials (2001) 22:3035-3044.
67. LE GARREC D, TAILLEFER J, VAN LIER JE, LENAERTS V, LEROUX JC: Optimizing pH-responsive polymeric micelles for drug delivery in a cancer photodynamic therapy model. J. Drug. Target. (2002) 10 429-437.
68. LUPPI B, ORIENTI I, BIGUCCI F et al.: Poly(vinylalcohol-co-vinyloleate) for the preparation of micelles enhancing retinyl palmitate transcutaneous permeation. Drug Deliv. (2002) 9(3):147-152.
69. NAM YS, KANG HS, PARK JY, PARK TG, HAN SH, CHANG IS: New micelle-like polymer aggregates made from PEI-PLGA diblock copolymers: micellar characteristics and cellular uptake. Biomaterials (2003) 24(12):2053-2059.
70. SANT VP, SMITH D, LEROUX JC: Novel pH-sensitive supramolecular assemblies for oral delivery of poorly water soluble drugs: preparation and characterization. J. Contr. Release. (2004) 97(2):301-312.
71. JONES MC, RANGER M, LEROUX JC: pH-sensitive unimolecular polymeric micelles: synthesis of a novel drug carrier. Bioconj. Chem. (2003) 14(4):774-781.
72. VAN NORSTRUM CF, NARADOVIC D, BARENDS J, VAN STEENBERGEN MJ, HENNINK WE: Nanoparticles and hydrogels with transient stability from thermosensitive block copolymers. Proceedings of 30th CRS Meeting, UK (2003) 163.
73. NAGARAJAN R, GANESH K: Block copolymer self-assembly in selective solvents: theory of solubilization in spherical micelles. Macromolecules (1989) 22:4312-4325.
74. XING L, MATTICE WL: Large internal structures of micelles of triblock copolymers with small insoluble molecules in their cores. Langmuir (1998) 14:4074-4080.
75. ALLEN C, MAYSINGER D, EISENBERG A: Nano-engineering block copolymer aggregates for drug delivery. Coll. Surf. B Biointerf. (1999) 16:1-35.
76. LIN SY, KAWASHIMA Y: Pluronic surfactants affecting diazepam solubility, compatibility, and adsorption from i.v. admixture solutions. J. Parenter. Sci Technol. (1987) 41:83-87.
77. YOKOYAMA M, FUKUSHIMA S, UEHARA R et al.: Characterization of physical entrapment and chemical conjugation of adriamycin in polymeric micelles and their design for in vivo delivery to a solid tumor. J. Contr. Release. (1998) 50 79-92.
78. BATRAKOVA EV, DORODNYCH TY, KLINSKII EY et al.: Anthracycline antibiotics non-covalently incorporated into the block copolymer micelles: in vivo evaluation of anti-cancer activity. Brit. J. Cancer (1996) 74:1545-1552.
79. KABANOV AV, VINOGRADOV SV, SUZDALTSEVA UG, ALAKHOV VY: Water-soluble block polycations as carriers for oligonucleotide delivery. Bioconj. Chem. (1995) 6:639-643.
80. ALAKHOV VYU, KABANOV AV: Block copolymeric biotransport carriers as versatile vehicles for drug delivery. Expert Opin. Invest. Drugs (1998) 7:1453-1473.
81. MATSUMURA Y, YOKOYAMA M, KATAOKA K et al.: Reduction of the side effects of an antitumor agent, KRN5500, by incorporation of the drug into polymeric micelles. Jpn. J. Cancer Res. (1999) 90 122-128.
82. YOKOYAMA M, MIYAUCHI M, YAMADA N et al.: Characterization and anticancer activity of the micelle-forming polymeric anticancer drug adriamycin-conjugated poly(ethylene glycol)poly(aspartic acid) block copolymer. Cancer Res. (1990) 50:1693-1700.
83. KWON GS, SUWA S, YOKOYAMA M, OKANO T, SAKURAI Y, KATAOKA K: Enhanced tumor accumulation and prolonged circulation times of micelles-forming poly(ethylene oxide-aspartate) block copolymers-adriamycin conjugates. J. Contr. Release. (1994) 29 17-23.
84. ALLEN C, HAN J, YU Y, MAYSINGER D, EISENBERG A: Polycaprolactone-b-poly(ethylene oxide) copolymer micelles as a delivery vehicle for dihydrotestosterone. J. Contr. Release. (2000) 63 275-286.
85. GREENWALD RB, GILBERT CW, PENDRI A, CONOVER CD, XIA J, MARTINEZ A: Drug delivery systems: water soluble taxol 2′ -poly(ethylene glycol) ester prodrugs-design and in vivo effectiveness. J. Med. Chem. (1996) 39(2):424-431.
86. WEISSIG V, WHITEMAN KR, TORCHILIN VP: Accumulation of liposomal- and micellar-bound protein in solid tumor. Pharm. Res. (1998) 15:1552-1556.
87. YUAN F, DELLIAN M, FUKUMURA M et al.: Vascular permeability in a human tumor xenograft: Molecular size dependence and cutoff size. Cancer Res. (1995) 55:3752-3756.
88. HELMLINGER G, YUAN F, DELLIAN M, JAIN RK: Interstitial pH and pO2 gradients in solid tumors in vivo: high-resolution measurements reveal a lack of correlation. Nature Med. (1997) 3:177-182.
89. TANNOCK IF, ROTIN D: Acid PH in tumors and its potential for therapeutic exploitation. Cancer Res. (1989) 49:4373-4384.
90. KOHORI F, SAKAI K, AOYAGI T, YOKOYAMA M, SAKURAI Y, OKANO T: Preparation an characterization of thermally responsive block copolymer micelles comprising poly(N-isopropylacrylamide-b-DL-lactide). J. Contr. Release (1998) 55-87-98.
91. MEYER O, PAPAHADJOPOULOS D, LEROUX JC: Copolymers of N-isopropylacrylamide can trigger PH sensitivity to stable liposomes. FEBS Lett. (1998) 41:61-64.
92. LE GARREC D, TAILLEFER J, VAN LIER JE, LENAERTS V, LEROUX JC: Optimizing pH-responsive polymeric micelles for drug delivery in a cancer photodynamic therapy model. J. Drug Targ. (2002) 10:429-437.
93. YOO HS, LEE EA, PARK TG: Doxorubicin-conjugated biodegradable polymeric micelles having acid-cleavable linkages. J. Contr. Release. (2002) 82:17-27.
94. CHUNG JE, YOKOYAMA M, YAMATO M, AOYAGI T, SAKURAI Y, OKANO T: Thermo-responsive drug delivery from polymeric micelles constructed using block copolymers of poly(N-isopropylacrylamide) and poly(butylmethacrylate). J. Contr. Release (1999) 62:115-127.
95. PRUITT JD, PITT WG: Sequestration and ultrasound-induced release of doxorubicin from stabilised Pluronic P105 micelles. Drug Deliv. (2002) 9(4):253-258.
96. RAPOPORT N, PITT WG, SUN H, NELSON JL: Drug delivery in polymeric micelles: from in vitro to in vivo. J. Contr. Release. (2003) 91:85-95.
97. RAPOPORT NY, CHRISTENSEN DA, FAIN HD, BARROWS L, GAO Z: Ultrasound-triggered drug targeting of tumors in vitro and in vivo. Ultrasonics (2004) 42(1-9):943-950.
98. SAVIC R, LUO L, EISENBERG A, MAYSINGER D: Micellar nanocontainers distribute to defined cytoplasmic organelles. Science (2003) 300(5619):615-618.
99. NAGASAKI Y, YASUGI K, YAMAMOTO Y, HARADA A, KATAOKA K: Sugar-installed block copolymer micelles: their preparation and specific interaction with lectin molecules. Biomacromolecules (2001) 2 1067-1070.
100. VINOGRADOV S, BATRAKOVA E, LI S, KABANOV A: Polyion complex micelles with protein-modified corona for receptor-mediated delivery of oligonucleotides into cells. Bioconj. Chem. (1999) 10 851-860.
101. LEAMON CP, WEIGL D, HENDREN RW: Folate copolymer-mediated transfection of cultured cells. Bioconj. Chem. (1999) 10 947-957.
102. JULE E, NAGASAKI Y, KATAOKA K: Lactose-installed poly(ethylene glycol)poly(d,l-lactide) block copolymer micelles exhibit fast-rate binding and high affinity toward a protein bed simulating a cell surface. A surface plasmon resonance study. Bioconj. Chem. (2003) 14:177-186.
103. OGRIS M, BRUNNER S, SCHULLER S, KIRCHEIS R, WAGNER E: PEGylated DNA/transferrin-PEI complexes: reduced interaction with blood components, extended circulation in blood and potential for systemic gene delivery. Gene Ther. (1999) 6:595-605.
104. LEAMON CP, LOW PS: Folate-mediated targeting: from diagnostics to drug and gene delivery. Drug Discov. Today (2001) 6:44-51.
105. LEE ES, NA K, BAE Y: H. Polymeric micelle for tumor pH and folate-mediated targeting. J. Contr. Release (2003) 91 103-113.
106. CHEKHONIN VP, KABANOV AV, ZHIRKOV YA, MOROZOV GV: Fatty acid acylated Fab-fragments of antibodies to neurospecific proteins as carriers for neuroleptic targeted delivery in brain. FEBS Lett. (1991) 287:149-152.
107. TORCHILIN VP, LEVCHENKO TS, LUKYANOV AN et al.: p-Nitrophenylcarbonyl-PEG-PE-liposomes: fast and simple attachment of specific ligands, including monoclonal antibodies, to distal ends of PEG chains via p-nitrophenylcarbonyl groups. Biochim. Biophys. Acta (2001) 1511: 97-411.
108. GAO Z, LUKYANOV AN, CHAKILAM AR, TORCHILIN VP: PEG-PE/phosphatidylcholine mixed immunomicelles specifically deliver encapsulated taxol to tumor cells of different origin and promote their efficient killing. J. Drug Targ. (2003) 11:87-92.
109. TORCHILIN VP: PEG-based micelles as carriers of contrast agents for different imaging modalities. Adv. Drug Deliv. Rev. (2002) 54:235-251.
110. SCHMEIDL UP, NELSON JA, TENG L, STARR F, MALEK R, HO RJ: Magnetic resonance imaging of the hepatobiliary system: intestinal absorption studies of manganese mesoporphyrin. Acad. Radiol. (1995) 2(11):994-1001.
111. GRANT CW, KARLIK S, FLORIO E: A liposomal MRI contrast agent: phosphatidylethanolamine-DTPA. Magn. Res. Med. (1989)11 2):236-243.
112. KABALKA G, BUONOCORE E, HUBNER K, DAVIS M, HUANG L: Gadolinium-labeled liposomes containing paramagnetic amphipathic agents: targeted MRI contrast agents for the liver. Magn. Res. Med. (1989) 8(1):89-95.
113. UNGER E, FRITZ T, WU G et al.: Liposomal MR contrast agents. J. Liposome Res. (1994) 4:811-834.
114. PARK YJ, LEE JY, CHANG YS et al.: Radioisotope carrying polyethylene oxide-polycaprolactone copolymer micelles for targetable bone imaging. Biomaterials (2002) 23(3):873-879.
115. MOGHIMI SM, HAWLEY AE, CHRISTY NM, GRAY T, DAVIS SS, ILLUM L: Surface engineered nanospheres with enhanced drainage into lymphatics and uptake by macrophages of the regional lymph nodes. FEBS Lett. (1994) 344:25-30.
116. TRUBETSKOY VS, FRANK-KAMENETSKY MD, WHITEMAN KR, WOLF GL, TORCHILIN VP: Stable polymeric micelles: lymphangiographic contrast media for γ-scintigraphy and magnetic resonance imaging. Acad. Radiol. (1996) 3(3):232-238.
117. TRUBETSKOY VS, TORCHILIN VP: New approaches in the chemical design of Gd-containing liposomes for use in magnetic resonance imaging of lymph nodes. J. Liposome Res. (1994) 4(2):961-980.
118. WOLF G: Targeted delivery of Imaging agents: an overview. In: Handbook of Targeted Delivery of Imaging Agents. VP Torchilin (Ed.) Boca Raton, CRC Press(1995):3-22.
119. KRAUSE G, LEIKE J, SACHSE A, SCHUHMANN-GIAMPIERI G: Characterization of iopromide liposomes. Invest. Radiol. (1993) 28:1028-1032.
120. LEANDER P: A new liposomal contrast medium for CT of the liver. An imaging study in a rabbit tumour model. Acta Radiol. (1996) 37(1):63-68.
121. TORCHILIN VP, FRANK-KAMENETSKY MD, WOLF GL: CT visualization of blood pool in rats by using long-circulating, iodine-containing micelles. Acad. Radiol. (1999) 6(1):61-65.