PH-Sensitive drug-Delivery systems for tumor targeting

Therapeutic Delivery

Volumn 4, Issue 12, 2013, Pages 1499-1510

  He, Xi ^a   Li, Jianfeng ^a   An, Sai ^a   Jiang, Chen ^a  

^a FUDAN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; BACTERIORHODOPSIN; BIOTIN; CAMPTOTHECIN; COPOLYMER; DASATINIB; DOXORUBICIN; DRUG CARRIER; GEMCITABINE; HYDRAZONE DERIVATIVE; LIGAND; METHOTREXATE; N HYDROXYSUCCINIMIDE; NANOCARRIER; PHOSPHATIDYLETHANOLAMINE; POLYCAPROLACTONE; POLYGLACTIN; POLYLYSINE; PRODRUG;

AEROBIC METABOLISM; CANCER CELL; CANCER CHEMOTHERAPY; CANCER THERAPY; CELL MEMBRANE; CELL ORGANELLE; CELL PH; CELL STRAIN KB; CELL STRAIN MCF 7; CONFOCAL LASER MICROSCOPY; CYTOTOXICITY; DRUG DELIVERY SYSTEM; DRUG RELEASE; DRUG SOLUBILITY; ELECTRON SPIN RESONANCE; ENDOCYTOSIS; ENDOSOME; GENE EXPRESSION; GENETIC TRANSFECTION; GLYCOLYSIS; HELA CELL; HUMAN; HYDROLYSIS; INTERNALIZATION; IONIZATION; LYSOSOME; LYSOSOME MEMBRANE; MICELLE; MULTIDRUG RESISTANCE; NONHUMAN; OXIDATIVE PHOSPHORYLATION; PHASE TRANSITION; POLYMERIZATION; POSITRON EMISSION TOMOGRAPHY; PRIORITY JOURNAL; PSEUDOMONAS AERUGINOSA; RETICULOENDOTHELIAL SYSTEM; REVIEW; STEREOSPECIFICITY; TARGET CELL; TUMOR CELL; TUMOR DIAGNOSIS; TUMOR MICROENVIRONMENT; VIRUS ENVELOPE;

EID: 84890390421     PISSN: 20415990     EISSN: 20416008     Source Type: Journal    
DOI: 10.4155/tde.13.120     Document Type: Review

References (99)

1. Siegel R, Naishadham D, Jemal A. Cancer statistics, 2012. CA Cancer J. Clin. 62(1), 10-29 (2012
2. Danhier F, Feron O, Préat V. To exploit the tumor microenvironment: Passive and active tumor targeting of nanocarriers for anti-cancer drug delivery. J. Control. Release 148(2), 135-146 (2010
3. Maeda H, Wu J, Sawa T, Matsumura Y, Hori K. Tumor vascular permeability and the EPR effect in macromolecular therapeutics: A review. J. Control. Release 65(1), 271-284 (2000
4. Maeda H. The enhanced permeability and retention (EPR) effect in tumor vasculature: The key role of tumor-selective macromolecular drug targeting. Adv. Enzyme Regul. 41(1), 189-207 (2001
5. Fleming TP, Saxena A, Clark WC et al. Amplification and/or overexpression of platelet-derived growth factor receptors and epidermal growth factor receptor in human glial tumors. Cancer Res. 52(16), 4550-4553 (1992
6. Garofalo M, Romano G, di Leva G et al. EGFR and MET receptor tyrosine kinase-altered microRNA expression induces tumorigenesis and gefitinib resistance in lung cancers. Nat. Med. 18(1), 74-82 (2011
7. Hynes NE, Macdonald G. ErbB receptors and signaling pathways in cancer. Curr. Opin. Cell Biol. 21(2), 177-184 (2009
8. Riolfi M, Ferla R, Valle LD et al. Leptin and its receptor are overexpressed in brain tumors and correlate with the degree of malignancy. Brain Pathol. 20(2), 481-489 (2010
9. Han L, Huang R, Liu S, Huang S, Jiang C. Peptide-conjugated PAMAM for targeted doxorubicin delivery to transferrin receptor overexpressed tumors. Mol. Pharm. 7(6), 2156-2165 (2010
10. Han L, Huang R, Li J, Liu S, Huang S, Jiang C. Plasmid pORF-hTRAIL and doxorubicin co-delivery targeting to tumor using peptide-conjugated polyamidoamine dendrimer. Biomaterials 32(4), 1242-1252 (2011
11. Gabizon A, Tzemach D, Gorin J et al. Improved therapeutic activity of folate-targeted liposomal doxorubicin in folate receptor-expressing tumor models. Cancer Chemother. Pharma. 66(1), 43-52 (2010
12. Lu Y, Low PS. Folate-mediated delivery of macromolecular anticancer therapeutic agents. Adv. Drug Deliv. Rev. 54(5), 675-693 (2012
13. Yang L, Mao H, Wang YA et al. Single chain epidermal growth factor receptor antibody conjugated nanoparticles for in vivo tumor targeting and imaging. Small 5(2), 235-243 (2009
14. Graf N, Lippard SJ. Redox activation of metal-based prodrugs as a strategy for drug delivery. Adv. Drug Deliv. Rev. 64(11), 993-1004 (2012
15. De La Rica R, Aili D, Stevens MM. Enzyme-responsive nanoparticles for drug release and diagnostics. Adv. Drug Deliv. Rev. 64(11), 967-978 (2012
16. Fomina N, Sankaranarayanan J, Almutairi A. Photochemical mechanisms of light-triggered release from nanocarriers. Adv. Drug Deliv. Rev. 64(11), 1005-1020 (2012
17. Vander Heiden MG, Cantley LC, Thompson CB. Understanding the Warburg effect: The metabolic requirements of cell proliferation. Science 324(5930), 1029-1033 2009
18. Stubbs M, Mcsheehy PM, Griffiths JR, Bashford CL. Causes and consequences of tumour acidity and implications for treatment. Mol. Med. Today 6(1), 15-19 (2000
19. Helmlinger G, Sckell A, Dellian M, Forbes NS, Jain RK. Acid production in glycolysis-impaired tumors provides new insights into tumor metabolism. Clin. Cancer Res. 8(4), 1284-1291 (2002
20. Vaupel P. Tumor microenvironmental physiology and its implications for radiation oncology. Semin. Radiat. Oncol. 14(3), 198-206 (2004
21. Engin K, Leeper D, Cater J, Thistlethwaite A, Tupchong L, Mcfarlane J. Extracellular pH distribution in human tumours. Int. J. Hyperthermia 11(2), 211-216 (1995
22. Mellman I, Fuchs R, Helenius A. Acidification of the endocytic and exocytic pathways. Ann. Rev. Biochem. 55(1), 663-700 (1986
23. Hatakeyama H, Ito E, Akita H et al. A pH-sensitive fusogenic peptide facilitates endosomal escape and greatly enhances the gene silencing of siRNA-containing nanoparticles in vitro and in vivo. J. Control. Release 139(2), 127-132 (2009
24. Etzerodt TP, Trier S, Henriksen JR, Andresen TL. A GALA lipopeptide mediates pH-and membrane charge dependent fusion with stable giant unilamellar vesicles. Soft Matter 8(21), 5933-5939 (2012
25. Han L, Ma H, Guo Y, Kuang Y, He X, Jiang C. pH-controlled delivery of nanoparticles into tumor cells. Adv. Healthc. Mater. 2(11), 1435-1439 (2013
26. He J, Chen J-Y, Wang P et al. Poly (N-isopropylacrylamide)-coated thermo-responsive nanoparticles for controlled delivery of sulfonated Zn-phthalocyanine in Chinese hamster ovary cells in vitro and zebra fish in vivo. Nanotechnology 18(41), 415101 (2007
27. Felber AE, Dufresne M-H, Leroux J-C. pH-sensitive vesicles, polymeric micelles, and nanospheres prepared with polycarboxylates. Adv. Drug Deliv. Rev. 64(11), 979-992 (2012
28. Licciardi M, Tang Y, Billingham N, Armes S, Lewis A. Synthesis of novel folic acid-functionalized biocompatible block copolymers by atom transfer radical polymerization for gene delivery and encapsulation of hydrophobic drugs. Biomacromolecules 6(2), 1085-1096 (2005
29. Han L, Guo Y, Ma H et al. Acid active receptor-specific peptide ligand for in vivo tumor-targeted delivery. Small 9(21), 3647-3658 (2013
30. Lee ES, Gao Z, Kim D, Park K, Kwon IC, Bae YH. Super pH-sensitive multifunctional polymeric micelle for tumor pHe specific TAT exposure and multidrug resistance. J. Control. Release 129(3), 228-236 (2008
31. Warashina S, Nakamura T, Harashima H. A20 silencing by lipid envelope-type nanoparticles enhances the efficiency of lipopolysaccharide- activated dendritic cells. Biol. Pharma. Bull. 34(8), 1348-1351 (2011
32. Vãvere AL, Biddlecombe GB, Spees WM et al. A novel technology for the imaging of acidic prostate tumors by positron emission tomography. Cancer Res. 69(10), 4510-4516 (2009
33. Hunt JF, Rath P, Rothschild KJ, Engelman DM. Spontaneous, pH-dependent membrane insertion of a transbilayer a-helix. Biochemistry 36(49), 15177-15192 (1997
34. Andreev OA, Engelman DM, Reshetnyak YK. pH-sensitive membrane peptides (pHLIPs) as a novel class of delivery agents. Mol. Membr. Biol. 27(7), 341-352 (2010
35. Zhang W, Song J, Zhang B, Liu L, Wang K, Wang R. Design of acid-activated cell penetrating peptide for delivery of active molecules into cancer cells. Bioconjug. Chem. 22(7), 1410-1415 (2011
36. Zaro JL, Fei L, Shen W-C. Recombinant peptide constructs for targeted cell penetrating peptide-mediated delivery. J. Control. Release 158(3), 357-361 (2012
37. Poon Z, Chang D, Zhao X, Hammond PT. Layer-by-layer nanoparticles with a pH-sheddable layer for in vivo targeting of tumor hypoxia. ACS Nano 5(6), 4284-4292 (2011
38. Hatakeyama H, Akita H, Harashima H. A multifunctional envelope type nano device (MEND) for gene delivery to tumours based on the EPR effect a strategy for overcoming the PEG dilemma. Adv. Drug Deliv. Rev. 63(3), 152-160 (2011
39. Fella C, Walker GF, Ogris M, Wagner E. Amine-reactive pyridylhydrazone-based PEG reagents for pH-reversible PEI polyplex shielding. Eur. J. Pharm. Sci. 34(4), 309-320 (2008
40. Lee ES, Na K, Bae YH. Super pH-sensitive multifunctional polymeric micelle. Nano Lett. 5(2), 325-329 (2005
41. Hu YQ, Kim MS, Kim BS, Lee DS. Synthesis and pH-dependent micellization of 2-(diisopropylamino) ethyl methacrylate based amphiphilic diblock copolymers via RAFT polymerization. Polymer 48(12), 3437-3443 (2007
42. Peng C-L, Yang L-Y, Luo T-Y et al. Development of pH sensitive 2-(diisopropylamino) ethyl methacrylate based nanoparticles for photodynamic therapy. Nanotechnology 21(15), 155103 (2010
43. Amoozgar Z, Park J, Lin Q, Yeo Y. Low molecular-weight chitosan as a pH-sensitive stealth coating for tumor-specific drug delivery. Mol. Pharm. 9(5), 1262-1270 (2012
44. Pan AW, Wu BB, Wu JM. Chitosan nanoparticles crosslinked by glycidoxypropyltrimethoxysilane for pH triggered release of protein. Chin. Chem. Lett. 20(1), 79-83 (2009
45. Gao GH, Park MJ, Li Y et al. The use of pH-sensitive positively charged polymeric micelles for protein delivery. Biomaterials 33(35), 9157-9164 (2012
46. Green JJ, Langer R, Anderson DG. A combinatorial polymer library approach yields insight into nonviral gene delivery. Acc. Chem. Res. 41(6), 749-759 (2008
47. Kim MS, Lee DS. Biodegradable and pH-sensitive polymersome with tuning permeable membrane for drug delivery carrier. Chem. Comm. 46(25), 4481-4483 (2010
48. Nguyen MK, Huynh CT, Lee DS. pH-sensitive and bioadhesive poly (b-amino ester)-poly (ethylene glycol)-poly (b-amino ester) triblock copolymer hydrogels with potential for drug delivery in oral mucosal surfaces. Polymer 50(22), 5205-5210 (2009
49. Hwang SJ, Kim MS, Han JK et al. pH-sensitivity control of PEG-poly (b-amino ester) block copolymer micelle. Macromol. Res. 15(5), 437-442 (2007
50. Fleige E, Quadir MA, Haag R. Stimuli-responsive polymeric nanocarriers for the controlled transport of active compounds: Concepts and applications. Adv. Drug Deliv. Rev. 64(9), 866-884 (2012
51. Prabaharan M, Grailer JJ, Pilla S, Steeber DA, Gong S. Amphiphilic multi-arm-block copolymer conjugated with doxorubicin via pH-sensitive hydrazone bond for tumor-targeted drug delivery. Biomaterials 30(29), 5757-5766 (2009
52. Du J-Z, Du X-J, Mao C-Q, Wang J. Tailor-made dual pH-sensitive polymer-doxorubicin nanoparticles for efficient anticancer drug delivery. J. Am. Chem. Soc. 133(44), 17560-17563 (2011
53. Banerjee SS, Chen D-H. Multifunctional pH-sensitive magnetic nanoparticles for simultaneous imaging, sensing and targeted intracellular anticancer drug delivery. Nanotechnology 19(50), 505104 (2008
54. Lee CH, Cheng SH, Huang I et al. Intracellular pHresponsive mesoporous silica nanoparticles for the controlled release of anticancer chemotherapeutics. Angewandte Chemie 122(44), 8390-8395 (2010
55. Lee JE, Lee DJ, Lee N, Kim BH, Choi SH, Hyeon T. Multifunctional mesoporous silica nanocomposite nanoparticles for pH controlled drug release and dual modal imaging. J. Mater. Chem. 21(42), 16869-16872 (2011
56. Hu F-Q, Liu L-N, Du Y-Z, Yuan H. Synthesis and antitumor activity of doxorubicin conjugated stearic acid-g-chitosan oligosaccharide polymeric micelles. Biomaterials 30(36), 6955-6963 (2009
57. Zhu S, Hong M, Tang G et al. Partly PEGylated polyamidoamine dendrimer for tumor-selective targeting of doxorubicin: The effects of PEGylation degree and drug conjugation style. Biomaterials 31(6), 1360-1371 (2010
58. Srinophakun T, Boonmee J. Preliminary study of conformation and drug release mechanism of doxorubicin-conjugated glycol chitosan, via cis-aconityl linkage, by molecular modeling. Int. J. Mol. Sci. 12(3), 1672-1683 (2011
59. Du C, Deng D, Shan L et al. A pH-sensitive doxorubicin prodrug based on folate-conjugated BSA for tumor-targeted drug delivery. Biomaterials 34(12), 3087-3097 (2013
60. Parrott MC, Finniss M, Luft JC et al. Incorporation and controlled release of silyl ether prodrugs from PRINT nanoparticles. J. Am. Chem. Soc. 134(18), 7978-7982 (2012
61. Das M, Mishra D, Dhak P et al. Biofunctionalized, phosphonategrafted, ultrasmall iron oxide nanoparticles for combined targeted cancer therapy and multimodal imaging. Small 5(24), 2883-2893 (2009
62. Fornari FA, Randolph JK, Yalowich JC, Ritke MK, Gewirtz DA. Interference by doxorubicin with DNA unwinding in MCF-7 breast tumor cells. Mol. Pharm. 45(4), 649-656 (1994
63. Momparler RL, Karon M, Siegel SE, Avila F. Effect of adriamycin on DNA, RNA, and protein synthesis in cell-free systems and intact cells. Cancer Res. 36(8), 2891-2895 (1976
64. Liu S, Guo Y, Huang R et al. Gene and doxorubicin co-delivery system for targeting therapy of glioma. Biomaterials 33(19), 4907-4916 (2012
65. Guo X, Shi C, Wang J, Di S, Zhou S. pH-triggered intracellular release from actively targeting polymer micelles. Biomaterials 34(12), 3087-3097 (2013
66. Xiao Y, Jaskula-Sztul R, Javadi A et al. Co-delivery of doxorubicin and siRNA using octreotide-conjugated gold nanorods for targeted neuroendocrine cancer therapy. Nanoscale 4(22), 7185-7193 (2012
67. Zhu S, Hong M, Zhang L, Tang G, Jiang Y, Pei Y. PEGylated PAMAM dendrimer-doxorubicin conjugates: In vitro evaluation and in vivo tumor accumulation. Pharm. Res. 27(1), 161-174 (2010
68. Pittella F, Zhang M, Lee Y et al. Enhanced endosomal escape of siRNA-incorporating hybrid nanoparticles from calcium phosphate and PEG-block charge-conversional polymer for efficient gene knockdown with negligible cytotoxicity. Biomaterials 32(11), 3106-3114 (2011
69. Shen W-C, Ryser HJ-P. cis-Aconityl spacer between daunomycin and macromolecular carriers: A model of pH-sensitive linkage releasing drug from a lysosomotropic conjugate. Biochem. Biophys. Res. Comm. 102(3), 1048-1054 (1981
70. Zhang H, Li R-Y, Lu X, Mou Z-Z, Lin G-M. Docetaxel-loaded liposomes: Preparation, pH sensitivity, pharmacokinetics, and tissue distribution. J. Zhejiang Univ. Sci. B 13(12), 981-989 (2012
71. Vial F, Cousin F, Bouteiller L, Tribet C. Rate of permeabilization of giant vesicles by amphiphilic polyacrylates compared with the adsorption of these polymers onto large vesicles and tethered lipid bilayers. Langmuir 25(13), 7506-7513 (2009
72. Yuba E, Kono Y, Harada A et al. The application of pH-sensitive polymer-lipids to antigen delivery for cancer immunotherapy. Biomaterials 34(22), 5711-5721 (2013
73. Gomes-Da-Silva LC, Ramalho JS, Pedroso De Lima MC, Simões S, Moreira JN. Impact of anti-PLK1 siRNA-containing F3-targeted liposomes on the viability of both cancer and endothelial cells. Eur. J Pharm. Biopharm. doi:10.1016/j.ejpb.2013.04.007 (2013) (Epub ahead of print
74. Chen Y, Sun J, Lu Y et al. Complexes containing cationic and anionic pH-sensitive liposomes: Comparative study of factors influencing plasmid DNA gene delivery to tumors. Int. J. Nanomed. 8, 1573 (2013
75. Yuba E, Harada A, Sakanishi Y, Watarai S, Kono K. A liposome-based antigen delivery system using pH-sensitive fusogenic polymers for cancer immunotherapy. Biomaterials 34(12), 3042-3052 (2013
76. Wu Y, Chen W, Meng F et al. Core-crosslinked pH-sensitive degradable micelles: A promising approach to resolve the extracellular stability versus intracellular drug release dilemma. J. Control. Release 164(3), 338-345 (2012
77. Kim J-K, Garripelli VK, Jeong U-H, Park J-S, Repka MA, Jo S. Novel pH-sensitive polyacetal-based block copolymers for controlled drug delivery. Int. J. Pharma. 401(1), 79-86 (2010
78. Liu Z, Zheng M, Meng F, Zhong Z. Non-viral gene transfection in vitro using endosomal pH-sensitive reversibly hydrophobilized polyethylenimine. Biomaterials 32(34), 9109-9119 (2011
79. Zhou L, Liang D, He X et al. The degradation and biocompatibility of pH-sensitive biodegradable polyurethanes for intracellular multifunctional antitumor drug delivery. Biomaterials 33(9), 2734-2745 (2012
80. Du Y, Chen W, Zheng M, Meng F, Zhong Z. pH-sensitive degradable chimaeric polymersomes for the intracellular release of doxorubicin hydrochloride. Biomaterials 33(29), 7291-7299 (2012
81. Sun Y, Yan X, Yuan T et al. Disassemblable micelles based on reduction-degradable amphiphilic graft copolymers for intracellular delivery of doxorubicin. Biomaterials 31(27), 7124-7131 (2010
82. Yang X, Chen L, Han B, Yang X, Duan H. Preparation of magnetite and tumor dual-targeting hollow polymer microspheres with pH-sensitivity for anticancer drug-carriers. Polymer 51(12), 2533-2539 (2010
83. Yang YQ, Zheng LS, Guo XD, Qian Y, Zhang LJ. pH-sensitive micelles self-assembled from amphiphilic copolymer brush for delivery of poorly water-soluble drugs. Biomacromolecules 12(1), 116-122 (2010
84. Yin H, Bae YH. Physicochemical aspects of doxorubicin-loaded pH-sensitive polymeric micelle formulations from a mixture of poly (l-histidine)-b-poly (l-lactide)-b-poly (ethylene glycol). Eur. J. Pharm. Biopharm. 71(2), 223-230 (2009
85. Lee YJ, Kang HC, Hu J, Nichols JW, Jeon YS, Bae YH. pH-Sensitive polymeric micelle-based pH probe for detecting and imaging acidic biological environments. Biomacromolecules 13(9), 2945-2951 (2012
86. Liu R, Li D, He B et al. Anti-tumor drug delivery of pH-sensitive poly (ethylene glycol)-poly (l-histidine-)-poly (l-lactide) nanoparticles. J. Control. Release 152(1), 49-56 (2011
87. Kim D, Lee ES, Oh KT, Gao ZG, Bae YH. Doxorubicin-loaded polymeric micelle overcomes multidrug resistance of cancer by double-targeting folate receptor and early endosomal pH. Small 4(11), 2043-2050 (2008
88. Kim D, Gao ZG, Lee ES, Bae YH. In vivo evaluation of doxorubicin-loaded polymeric micelles targeting folate receptors and early endosomal pH in drug-resistant ovarian cancer. Mol. Pharm. 6(5), 1353-1362 (2009
89. Martin ME, Rice KG. Peptide-guided gene delivery. AAPS J. 9(1), E18-E29 (2007
90. Kim H-K, Van Den Bossche J, Hyun S-H, Thompson DH. Acid-triggered release via dePEGylation of fusogenic liposomes mediated by heterobifunctional phenyl-substituted vinyl ethers with tunable pH-sensitivity. Bioconjug. Chem. 23(10), 2071-2077 (2012
91. Watarai S, Iwase T, Tajima T, Yuba E, KonoK, Sekiya Y. Application of pH-sensitive fusogenic polymer-modified liposomes for development of mucosal vaccines. Vet. Immunol. Immunopathol. doi:10.1016/j.vetimm.2013.05.005 (2013) (Epub ahead of print
92. Yuba E, Harada A, Sakanishi Y, Kono K. Carboxylated hyperbranched poly (glycidol)s for preparation of pH-sensitive liposomes. J. Control. Release 149(1), 72-80 (2011
93. Guo X, Szoka F. Steric stabilization of fusogenic liposomes by a low-pH sensitive PEG-diortho ester-lipid conjugate. Bioconjugate Chemistry 12(2), 291-300 (2001
94. Sánchez M, Aranda FJ, Teruel JA, Ortiz A. New pH-sensitive liposomes containing phosphatidylethanolamine and a bacterial dirhamnolipid. Chem. Phys. Lipids 164(1), 16-23 (2011
95. Yuba E, Kojima C, Harada A, Watarai S, Kono K. pH-Sensitive fusogenic polymer-modified liposomes as a carrier of antigenic proteins for activation of cellular immunity. Biomaterials 31(5), 943-951 (2010
96. Banerjee S, Sen K, Pal TK, Guha SK. Poly (styrene-co-maleic acid)-based pH-sensitive liposomes mediate cytosolic delivery of drugs for enhanced cancer chemotherapy. Int. J. Pharm. 36(1-2), 786-797 (2012
97. Iyer AK, Greish K, Fang J, Murakami R, Maeda H. High-loading nanosized micelles of copoly (styrene-maleic acid)-zinc protoporphyrin for targeted delivery of a potent heme oxygenase inhibitor. Biomaterials 28(10), 1871-1881 (2007
98. Nogueira DR, Tavano L, Mitjans M, Pérez L, Infante MR, Vinardell MP. In vitro antitumor activity of methotrexate via pH-sensitive chitosan nanoparticles. Biomaterials 34(11), 2758-2772 (2013
99. Sanjoh M, Miyata K, Christie RJ et al. Dual environment-responsive polyplex carriers for enhanced intracellular delivery of plasmid DNA. Biomacromolecules 13(11), 3641-3649 (2012