Recent advances in the field of nanometric drug carriers

Future Medicinal Chemistry

Volumn 1, Issue 4, 2009, Pages 693-711

  Ogier, Julien ^a   Arnauld, Thomas ^b   Doris, Eric ^a  

^a SERVICE DE CHIMIE BIOORGANIQUE ET DE MARQUAGE   (France)

^b INSTITUT DE RECHERCHES INTERNATIONALES SERVIER   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AMPICILLIN; ARGININE; ASPARTIC ACID; CAMPTOTHECIN; CYCLOSPORIN; DEXAMETHASONE; DOXORUBICIN; DRUG CARRIER; FOLIC ACID; GLYCINE; METHOTREXATE; NANOPARTICLE; PACLITAXEL; RAPAMYCIN;

DRUG DELIVERY SYSTEM; DRUG PENETRATION; DRUG STRUCTURE; HYDROPHOBICITY; MICELLIZATION; NANOTECHNOLOGY; PRIORITY JOURNAL; REVIEW; SUSTAINED DRUG RELEASE;

ANTIBIOTICS, ANTINEOPLASTIC; BIOCOMPATIBLE MATERIALS; CLINICAL TRIALS AS TOPIC; DOXORUBICIN; DRUG CARRIERS; HUMANS; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; NANOPARTICLES; NEOPLASMS; POLYETHYLENE GLYCOLS;

EID: 77953374462     PISSN: 17568919     EISSN: None     Source Type: Journal    
DOI: 10.4155/fmc.09.48     Document Type: Review

References (109)

1. Smalley RE. Nanotechnology: the state of nano-science and its prospects for the next decade. Presented at: 106th Congress House Hearings. Washington, VA, USA, 22 June 1999.
2. Andrieux K, Desmaele D, D'Angélo J, Couvreur P. Nanotechnologies et nouveaux médicaments. L'actualité chimique 11, 135-138 (2003).
3. Tong R, Cheng J. Anticancer polymeric nanomédecines. Polym. Rev. 47, 345-381 (2007).
4. Amiji MM. Nanotechnology - improving targeted delivery. Nanotechnology 53-56 (2007).
5. Rawat M, Singh D, Saraf S. Nanocarriers: promising vehicle for bioactive drugs. Biol. Pharm. Bull. 29(9), 1790-1798 (2006).
6. Farokhzad OC, Langer R. Impact of nanotechnology on drug delivery. ACS Nano. 3, 16-20 (2009).
7. Letchford K, Burt H. A review of the formation and classification of amphiphilic block copolymer nanoparticulate structures: micelles, nanospheres, nanocapsules and polymersomes. Eur. J. Pharm. Biopharm. 65, 259-269 (2007).
8. Sinha R, Kim GJ, Nie S, Shin DM. Nanotechnology in cancer therapeutics: bioconjugated nanoparticles for drug delivery. Mol. Cancer Ther. 5(8), 1909-1917 (2006).
9. Gu FX, Karnik R, Wang AZ et al. Targeted nanoparticles for cancer therapy. Nanotoday 2(3), 14-21 (2007).
10. Daniels TR, Delgado T, Helguera G, Penichet ML. The transferrin receptor part II: targeted delivery of therapeutic agent into cancer cells. Clin. Immunol. 121, 159-176 (2006).
11. Hillaireau H, Couvreur P. Polymeric nanoparticles as drug carriers. In: Polymers in Drug Delivery. Uchegbu IF, Schaetzlein AG (Eds). CRC Press LLC, FL, USA, 101-110 (2006).
12. Reis CP, Neufeld RJ, Ribeiro AJ, Veiga F. Nanoencapsulation II: biomedical applications and current status of peptide and protein nanoparticulate delivery systems. Nanomedicine 2, 53-65 (2006).
13. Vauthier C, Dubernet C, Fattal E, Pinto- Alphandary H, Couvreur P. Poly(alkylcyanoacrylates) as biodegradable materials for biomedical applications. Adv. Drug Delivery Rev. 55, 519-548 (2003).
14. Brigger I, Morizer J, Aubert G et al. Poly(ethylene glycol)-coated hexadecylcyanoacrylate nanospheres display a combined effect for brain tumor targeting. J. Pharmacol. Exp. Ther. 303(3), 928-936 (2002).
15. Kim HR, Andrieux K, Gil S et al. Translocation of poly(ethylene glycol-cohexadecyl) cyanoacrylate nanoparticles into rat brain endothelial cells: role of apolipoproteins in receptor-mediated endocytosis. Biomacromolecules. 8, 793-799 (2007).
16. Park K, Lee GY, Kim Y-S et al. Heparin- deoxycholic acid chemical conjugate as an anticancer drug carrier and its antitumor activity. J. Control. Release 114, 300-306 (2006).
17. Peracchia MT, Fattal E, Desmaele D et al. Stealth PEGylated polycyanoacrylate nanoparticles for intravenous administration and splenic targeting. J. Control. Release 60, 121-128 (1999).
18. Peracchia MT, Harnisch S, Pinto-Alphandary H et al. Visualization of in vitro proteinrejecting properties of PEGylated stealth polycyanoacrylate nanoparticles. Biomaterials 20, 1269-1275 (1999).
19. Peracchia MT, Vauthier C, Desmaele D et al. Pegylated nanoparticles form a novel methoxypolyethylene glycol cyanoacrylate - hexadecyl cyanoacrylate amphiphilic copolymer. Pharm. Res. 15(4), 550-556 (1998).
20. Stella B, Arpicco S, Peracchia MT et al. Design of folic acid-conjugated nanoparticles for drug targeting. J. Pharm. Sci. 89(11), 1452-1464 (2000).
21. Stella B, Arpicco S, Rocco F et al. Encapsulation of gemcitabine lipophilic derivatives into polycyanoacrylate nanospheres and nanocapsules. Int. J. Pharm. 344, 71-77 (2007).
22. Balland O, Pinto-Alphandary H, Pecquet S, Andremont A, Couvreur P. The uptake of ampicillin-loaded nanoparticles by murine macrophages infected with Salmonella typhimurium. J. Antimicrob. Chemother. 33, 509-522 (1994).
23. Balland O, Pinto-Alphandary H, Viron A, Puvion E, Andremont A, Couvreur P. Intracellular distribution of ampicillin in murine macrophages infected with Salmonella typhimurrium and treated with (3H) ampicillin-loaded nanoparticles. J. Antimicrob. Chemother. 37, 105-115 (1996).
24. Forestier F, Gerrier P, Chaumard C, Quero A-M, Couvreur P, Labarre C. Effect of nanoparticle-bound ampicillin on the survival of Listeria monocytogenes in mouse peritoneal macrophages. J. Antimicrob. Chemother. 30, 173-179 (1992).
25. Lemarchand C, Gref R, Couvreur P. Polysaccharide-decorated nanoparticles. Eur. J. Pharm. Biopharm. 58, 327-341 (2004).
26. Youssef M, Fattal E, Alonso M-J et al. Effectiveness of nanoparticule-bound ampicillin in the treatment of Listeria monocytogenes infection in athymic nude mice. Antimicrob. Agents Chemother. 32, 1204-1207 (1988).
27. Uhrich KE, Cannizzaro SM, Langer RS, Shakesheff KM. Polymeric systems for controlled drug release. Chem. Rev. 99, 3181-3198 (1999).
28. Zhang Z, Feng S-S. The drug encapsulation efficiency, in vitro drug release, cellular uptake and cytotoxicity of paclitaxel-loaded poly(lactide)-tocopheryl polyethylene glycol succinate nanoparticles. Biomaterials 27, 4025-4033 (2006).
29. Zhang Z, Lee SH, Feng S-S. Folatedecorated poly(lactide-co-glycolide)- vitamin E TPGS nanoparticles for targeted drug delivery. Biomaterials 28, 1889-1899 (2007).
30. Bouissou C, Van der Walle C. Poly(lactic-coglycolic acid) microspheres. In: Polymers in Drug Delivery. Uchegbu IF, Schaetzlein AG (Eds). CRC Press LLC, FL, USA, 81-99 (2006).
31. Zweers MLT, Engbers GHM, Grijpma DW, Feijen J. Release of anti-restenosis drugs from poly(ethylene oxide)-poly(dl-lactic-coglycolic acid) nanoparticles. J. Control. Release 114, 317-324 (2006).
32. Leamon CP, Reddy JA. Folate-targeted chemotheray. Adv. Drug Delivery Rev. 56, 1127-1141 (2004).
33. Farokhzad OC, Cheng J, Teply BA et al. Targeted nanoparticle-aptamer bioconjugates for cancer chemotherapy in vivo. PNAS 103(16), 6315-6320 (2006).
34. Farokhzad OC, Jon S, Khademhosseini A, Tran T-NT, Lavan DA, Langer R. Nanoparticle-aptamer bioconjugates: a new approach for targeting prostate cancer cells. Cancer Res. 64, 7668-7672 (2004).
35. Nobs L, Buchegger F, Gurny R, Allémann E. Biodegradable nanoparticles for direct or two step tumor immunotargeting. Bioconjugate Chem. 17, 139-145 (2006).
36. Liang HF, Chen S-C, Chen M-C, Lee P-W, Chen C-T, Sung H-W. Paclitaxel-loaded poly(glutamic acid)-poly(lactide) nanoparticles as a targeted drug delivery system against cultured HepG2 cells. Bioconjugate Chem. 17, 291-299 (2006).
37. Croy SR, Know GS. Polymeric micelles for drug delivery. Curr. Pharm. Des. 12, 1-15 (2006).
38. Haag R. Supramolecular drug-delivery systems based on polymeric core-shell architectures. Angew. Chem. Int. Ed. 43, 278-282 (2004).
39. Nishiyama N, Kataoka K. Cuurent state, achievements, and future prospects of polymeric micelles as nanocarriers for drug and gene delivery. Pharmacol. Ther. 112, 630-648 (2006).
40. Sutton D, Nasogkla N, Blanco E, Gao J. Functionalized systems for cancer targeted drug delivery. Pharm. Res. 24(6), 1029-1046 (2007).
41. Torchilin VP. Polymeric micelles as pharmaceutical carriers. In: Polymers in Drug Delivery. Uchegbu IF, Schaetzlein AG (Eds). CRC Press LLC, FL, USA, 111-130 (2006).
42. Torchilin VP. Micellar nanocarriers: pharmaceutical perspectives. Pharm. Res. 24(1), 1-16 (2007).
43. Zhang JX, Li XJ, Qiu LY, Li XH, Yan MQ, Zhu KJ. Indomethacin-loaded polymeric nanocarriers based on amphiphilic polyphosphazenes with poly(N-isopropylacrylamide) and ethyl tryptophan as side groups: preparation, in vitro and in vivo evaluation. J. Control. Release 116, 322-329 (2006).
44. Oh KT, Bronich TK, Bromberg L, Hatton TA, Kabanov AV. Block ionomer complexes as prospective nanocontainers for drug delivery. J. Control. Release 115, 9-17 (2006).
45. Bae Y, Futushima S, Harada A, Kataoka K. Design of environment-sensitive supramolecular assemblies for intracellular drug delivery: polymeric micelles that are responsive to intracellular pH change. Angew. Chem. Int. Ed. 42, 4640-4643 (2003).
46. Bae Y, Jang W-D, Nishiyama N, Futushima S, Kataoka K. Multifunctional polymeric micelles with folate-mediated cancer cell targeting and pH-triggered drug releasing properties for active intracellular drug delivery. Mol. BioSyst. 1, 242-250 (2005).
47. Bae Y, Nishiyama N, Futushima S, Koyama H, Yasuhiro M, Kataoka K. Preparation and biological characterization of polymeric micelle drug carriers with intracellular pH-triggered drug release property: tumor permability, controlled subcellular drug distribution, and enhanced in vivo antitumor efficacy. Bioconjugate Chem. 16, 122-130 (2005).
48. Kawano K, Watanabe M, Yamamoto T et al. Enhanced antitumor effect of camptothecin loaded in long-circulating polymeric micelles. J. Control. Release 112, 329-332 (2006).
49. Opanasopit P, Yokoyama M, Watanabe M, Kabanov AV, Maitani Y, Okano T. Block copolymer design for camptothecin incorporation into polymeric micelles for passive tumor targeting. Pharm. Res. 21(11), 2001-2008 (2004).
50. Watanabe M, Kawano K, Yokoyama M, Opanasopit P, Okano T, Maitani Y. Preparation of camptothecin-loaded polymeric micelles and evaluation of their incorporation and circulation stability. Int. J. Pharm. 308, 183-189 (2006).
51. Aliabadi HM, Elhasi S, Maahmud A, Gulamhusein R, Mahdipoor P, Lavasanifar A. Encapsulation of hydrophobic drugs in polymeric micelles through co-solvent evaporation: the effect of solvent composition on micellar properties and drug loading. Int. J. Pharm. 329, 158-165 (2007).
52. Burt HM, Zhang X, Toleikis P, Embree L, Hunter WL. Development of copolymers of poly(d,l-lactide) and methoxypolyethylene glycol as micellar carriers of paclitaxel. Colloids Surf. B. 16, 161-171 (1999).
53. Kim SC, Kim DW, Shim YH et al. In vivo evaluation of polymeric micellar paclitaxel formulation: toxicity and efficacy. J. Control. Release 72, 191-202 (2001).
54. Lee S-W, Chang D-H, Shim M-S, Kim B-O, Kim S-O, Seo M-H. Ionically fixed polymeric nanoparticles as a novel drug carrier. Pharm. Res. 24(8), 1508-1516 (2007).
55. Liggins RT, Burt HM. Polyether-polyester diblock copolymers for the preparation of paclitaxel loaded polymeric micelle formulations. Adv. Drug Delivery Rev. 54, 191-202 (2002).
56. Opanasopit P, Ngawhirunpat T, Chaidedgumjorn A et al. Incorporation of camptothecin into N-phthaloyl chitosan-γmPEG self-assembly micellar system. Eur. J. Pharm. Biopharm. 64, 269-276 (2006).
57. Yasugi K, Nakamura T, Nagasaki Y, Kato M, Kataoka K. Sugar-installed polymer micelles: synthesis and micellization of poly(ethylene glycol)-poly(d,l-lactide) block copolymers having sugar groups at the PEG chain end. Macromolecules 32, 8024-8032 (1999).
58. Yoo HS, Park TG. Folate receptor targeted biodegrable polymeric doxorubicin micelles. J. Control. Release 96, 273-283 (2004).
59. Zhang L, Hu Y, Yang C, Lu W, Yang YH. Camptothecin derivative-loaded poly(caprolactone-co-lactide)- β-PEG-βpoly( caprolactone-co-lactide) nanoparticles and their biodistribution in mice. J. Control. Release 96, 135-148 (2004).
60. Oh KT, Yin H, Lee ES, Bae YH. Polymeric nanovehicles for anticancer drugs with triggering release mechanisms. J. Mater. Chem. 17, 3987-4001 (2007).
61. Koo OM, Rubinstein I, Onyuksel H. Camptothecin in sterically stabilized phospholipid micelles: a novel nanomedecine. Nanomedicine 1, 77-84 (2005).
62. Sezgin Z, Yuksel N, Baykara T. Preparation and characterization of polymeric micelles for solublilization of poorly soluble anticancer drugs. Eur. J. Pharm. Biopharm. 64, 261-268 (2006).
63. Sawant RM, Hurley JP, Salmaso S et al. "SMART" drug delivery systems: doubletargeted pH-responsive pharmaceutical nanocarriers. Bioconjugate Chem. 17, 943-949 (2006).
64. Ranade VV, Hollinger MA. Site-specific drug delivery using liposomes as carriers. In: Drug Delivery Systems (2nd Edition). CRC Press, Boca Raton, FL, USA 13-44 (2004).
65. Ahmed F, Discher DE. Self-porating polymersomes of PEG-PLA and PEG-PCL: hydrolysis-triggered controlled release vesicles. J. Control. Release 96, 37-53 (2004).
66. Discher BM, Ortiz V, Srinivas G et al. Emerging applications of polymersomes in delivery: from molecular dynamics to shrinkage of tumors. Prog. Polym. Sci. 32, 838-857 (2007).
67. Discher DE, Ahmed F. Polymersomes. Annu. Rev. Biomed. Eng. 8, 323-1241 (2006).
68. Discher DE, Eisenberg A. Polymer vesicles. Science. 297, 967-973 (2002).
69. Uchegbu IF, Anderson S, Brownlie A. Polymeric vesicles. In: Polymers in Drug Delivery. Uchegbu IF, Schaetzlein AG (Eds). CRC Press LLC, FL, USA, 131-153 (2006).
70. Lorin A, Flore C, Thomas A, Brasseur R. Les liposomes: description, fabrication et applications. Biotechnol. Agron. Soc. Environ. 8(3), 163-176 (2004).
71. Sharma A, Sharma US. Liposomes in drug delivery: progress and limitations. Int. J. Pharm. 154, 123-140 (1997).
72. Discher BM, Won Y-Y, Ege DS et al. Polymersomes: tough vesicles made from diblock copolymers. Science 284, 1143-1146 (1999).
73. Chécot F, Rodriguez-Hernandez J, Gnanou Y, Lecommandoux S. pH-responsive micelles and vesicles nanocapsules based on polypeptide diblock copolymers. Biomol. Eng. 24, 81-85 (2007).
74. Ahmed F, Pakunlu RI, Brannan A, Bates FS, Minko T, Discher BM. Biodegradable polymersomes loaded with both paclitaxel and doxoubicin permeate and shrink tumors, inducing apoptosis in proportion to accumulated drug. J. Control. Release 116, 150-158 (2006).
75. Ahmed F, Pakunlu RI, Srinivas G et al. Shrinkage of a rapidly growing tumor by drug-loaded polymersomes: pH-trigered release through copolymer degradation. Mol. Pharm. 3, 340-350 (2005).
76. Holowka EP, Pochan DJ, Deming TJ. Charged polypeptide vesicles with controllable diameter. J. Am. Chem. Soc. 127 (35), 12423-12428 (2005).
77. Pakunlu RI, Wang Y, Saad M, Khandare JJ, Starovoytov V, Minko T. In vitro and in vivo intracellular liposomal delivery of antisense oligonucleotides and anticancer drug. J. Control. Release 114, 153-162 (2006).
78. Chonn A, Cullis PR. Recent advances in liposome technologies and their applications for systemic gene delivery. Adv. Drug Delivery Rev. 30, 73-83 (1998).
79. Cullis PR, Hope MJ, Bally MB, Madden TD, Mayer LD, Fenske DB. Influence of pH gradients on the transbilayer transport of drugs, lipids, peptides and metal ions into large unilamellar vesicles. Biochim. Biophys. Acta. 1331, 187-211 (1997).
80. Saul JM, Annapragada AV, Bellamkonda RV. A dual-ligand approach for enhancing targeting selectivity of therapeutic nanocarriers. J. Control. Release 114, 277-287 (2006).
81. Opsteen JA, Brinkhuis RP, Teeuwen RLM, Lowik DWPM, van Hest JCM. "Clickable" polymersomes. Chem. Commun. 30, 3136-3138 (2007).
82. D'Emanuele A, Attwood D. Dendrimer-drug interactions. Adv. Drug Delivery Rev. 57, 2147-2162 (2005).
83. Lee CL, MacKay JA, Fréchet JMJ, Szoka FC. Designing dendrimers for biological applications. Nat. Biotechnol. 23(12), 1517-1526 (2005).
84. Gingras M, Raimundo J-M, Chabre YM. Cleavable dendrimers. Angew. Chem. Int. Ed. 46, 1010-1017 (2007).
85. Turnbull WB, Stoddart JF. Design and synthesis of glycodendrimers. Mol. Biotechnol. 90, 231-255 (2002).
86. Gupta U, Agashe HB, Asthana A, Jain NK. Dendrimers: novel polymeric nanoarchitectures for solubility enhancement. Biomacromolecules 7(3), 649-658 (2006).
87. Crampton HL, Simanek EE. Dendrimers as drug delivery vehicles: non-covalent interactions of bioactive compouds with dendrimers. Polym. Int. 56, 489-496 (2007).
88. Gillies ER, Fréchet JMJ. Dendrimers and dentritic polymers in drug delivery. Drug Discov. Today 10(1), 35-43 (2005).
89. Iijima S. Helical microtubules of graphitic carbon. Nature 354, 56 (1991).
90. Banerjee S, Kahn MGC, Wong SS. Rational chemical strategies for carbon nanotube functionalization. Chem. Eur. J. 9, 1898-1908 (2003).
91. Tasis D, Tagmatarchis N, Bianco A, Prato M. Chemistry of carbon nanotubes. Chem. Rev. 106, 1105-1136 (2006).
92. Britz DA, Khlobystov AN. Noncovalent interactions of molecules with single walled carbon nanotubes. Chem. Soc. Rev. 35, 637-659 (2006).
93. Bianco A, Kostarelos K, Partidos CD, Prato M. Biomedical applications of functionalised carbon nanotubes. Chem. Commun. 5, 571-577 (2005).
94. Bianco A, Kostarelos K, Prato M. Applications of carbon nanotubes in drug delivery. Curr. Opin. Chem. Biol. 9, 674-679 (2005).
95. Klumpp C, Kostarelos K, Prato M, Bianco A. Functionalized carbon nanotubes as emerging nanovectors for the delivery of therapeutics. Biochim. Biophys. Acta. 1758, 404-412 (2006).
96. Lacerda L, Soudararajan A, Singh R et al. Dynamic imaging of functionalized multi-walled carbon nanotube systemic circulation and urinary excretion. Adv. Mater. 20, 225-230 (2007).
97. Singh R, Pantarotto D, Lacerda L et al. Tissue biodistribution and blood clearance rates of intravenously administered carbon nanotube radiotracers. PNAS 103(9), 3357-3362 (2006).
98. Kostarelos K, Lacerda L, Pastorin G et al. Cellular uptake of functionalized carbon nanotubes is independent of functional group and cell type. Nat. Nanotechnol. 2, 108-113 (2007).
99. Prato M, Kostarelos K, Bianco A. Functionalized carbon nanotubes in drug design and discovery. Acc. Chem. Res. 41(1), 60-68 (2007).
100. Wu W, Wieckowski S, Pastorin G et al. Targeted delivery of Amphotericin B to cells by using functionalized carbon nanotubes. Angew. Chem. Int. Ed. 44, 6358-6362 (2005).
101. Pantarotto D, Partidos CD, Graff R et al. Synthesis, strucural characterization, and immunological properties of carbon nanotubes functionalized with peptides. J. Am. Chem. Soc. 125, 6160-6164 (2003).
102. Pantarotto D, Partidos CD, Hoebeke J et al. Immunization with peptide-functionalized carbon nanotubes enhances virus-specific neutralizing antibody responses. Chem. Biol. 10, 961-966 (2003).
103. Liu Z, Cai W, He L et al. In vivo distribution and highly efficient tumour targeting of carbon nanotubes in mice. Nat. Nanotechnol. 2, 47-52 (2007).
104. Liu Z, Sun X, Nakayama-Ratchford N, Dai H. Supramolecular chemistry on water-soluble carbon nanotubes for drug loading and delivery. ACS Nano. 1(1), 50-56 (2007).
105. Koo OM, Rubinstein I, Onyuksel H. Role of nanotechnology in targeted drug delivery and imaging: a concise review. Nanomedicine 1(3), 193-212 (2005).
106. Lammers T, Hennink W, Storm G. Tumour-targeted nanomedecines: principle and practice. Br. J. Cancer. 99(3), 392-397 (2008).
107. Service RF. Materials and biology: nanotechnology takes aim at cancer. Science 310(5751), 1132-1134 (2005).
108. Torchilin VP. Recent advances with liposomes as pharmaceutical carriers. Nat. Rev. Drug Discov. 4, 145-160 (2005).
109. Torchilin V. Multifunctional and stimulisensitive pharmaceutical nanocarriers. Eur. J. Pharm. Biopharm. 71(3), 431-444 (2009).