Imaging intracellular anticancer drug delivery by self-assembly micelles with aggregation-induced emission (AIE micelles)

ACS Applied Materials and Interfaces

Volumn 6, Issue 7, 2014, Pages 5212-5220

  Zhang, Chunqiu ^a   Jin, Shubin ^a   Li, Shengliang ^a   Xue, Xiangdong ^a   Liu, Juan ^a   Huang, Yuran ^a   Jiang, Yonggang ^a   Chen, Wei Qiang ^b   Zou, Guozhang ^a   Liang, Xing Jie ^a  

^a NATIONAL CENTER FOR NANOSCIENCE AND TECHNOLOGY   (China)

^b INSTITUTE OF MODERN PHYSICS   (China)

Author keywords

aggregation induced emission; drug delivery; imaging; self assembly micelle; tetraphenylethene

Indexed keywords

DRUG DELIVERY; IMAGING TECHNIQUES; SELF ASSEMBLY;

AGGREGATION-INDUCED EMISSIONS; ANTI-CANCER DRUG DELIVERY; DRUG DELIVERY SYSTEM; HIGH-QUALITY IMAGING; INTRACELLULAR DELIVERY; INTRACELLULAR IMAGING; NANO-CARRIERS; TETRAPHENYLETHENE;

MICELLES;

ANTINEOPLASTIC AGENT; DOXORUBICIN; DRUG CARRIER; MICELLE;

CHEMISTRY; DEVICES; DRUG DELIVERY SYSTEM; EVALUATION STUDY; HUMAN; MICELLE; PROCEDURES; SYNTHESIS; TUMOR CELL LINE;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; DOXORUBICIN; DRUG CARRIERS; DRUG DELIVERY SYSTEMS; HUMANS; MICELLES;

EID: 84898493741     PISSN: 19448244     EISSN: 19448252     Source Type: Journal    
DOI: 10.1021/am5005267     Document Type: Article

References (43)

1. Lee, C. C.; MacKay, J. A.; Frechet, J. M.; Szoka, F. C. Designing Dendrimers for Biological Applications Nat. Biotechnol. 2005, 23, 1517-1526
2. Gillies, E. R.; Jonsson, T. B.; Frechet, J. M. Stimuli-Responsive Supramolecular Assemblies of Linear-Dendritic Copolymers J. Am. Chem. Soc. 2004, 126, 11936-11943
3. Lee, C. C.; Gillies, E. R.; Fox, M. E.; Guillaudeu, S. J.; Frechet, J. M.; Dy, E. E.; Szoka, F. C. A Single Dose of Doxorubicin-Functionalized Bow-Tie Dendrimer Dures Mice Bearing C-26 Colon Carcinomas Proc. Natl. Acad. Sci. USA 2006, 103, 16649-16654
4. Kolhatkar, R. B.; Swaan, P.; Ghandehari, H. Potential Oral Delivery of 7-Ethyl-10-Hydroxy-Camptothecin (SN-38) Using Poly(amidoamine) Dendrimers Pharm. Res. 2008, 25, 1723-1729
5. Geng, Y.; Discher, D. E. Hydrolytic Degradation of Poly(ethylene oxide)-Block-Polycaprolactone Worm Micelles J. Am. Chem. Soc. 2005, 127, 12780-12781
6. Soussan, E.; Cassel, S.; Blanzat, M.; Rico-Lattes, I. Drug Delivery by Soft Matter: Matrix and Vesicular Carriers Angew. Chem. Int. Ed. 2009, 48, 274-288
7. Sapra, P.; Tyagi, P.; Allen, T. M. Ligand-Targeted Liposomes for Cancer Treatment Curr. Drug. Deliv. 2005, 2, 369-381
8. Lee, S. M.; Chen, H.; Dettmer, C. M.; O'Halloran, T. V.; Nguyen, S. T. Polymer-Caged Lipsomes: a pH-Responsive Delivery System with High Stability J. Am. Chem. Soc. 2007, 129, 15096-15097
9. Linderoth, L.; Fristrup, P.; Hansen, M.; Melander, F.; Madsen, R.; Andresen, T. L.; Peters, G. H. Mechanistic Study of the sPLA2-Mediated Hydrolysis of a Thio-Ester Pro Anticancer Ether Lipid J. Am. Chem. Soc. 2009, 131, 12193-12200
10. Weng, K. C.; Noble, C. O.; Papahadjopoulos-Sternberg, B.; Chen, F. F.; Drummond, D. C.; Kirpotin, D. B.; Wang, D.; Hom, Y. K.; Hann, B.; Park, J. W. Targeted Tumor Cell Internalization and Imaging of Multifunctional Quantum Dot-Conjugated Immunoliposomes in vitro and in vivo Nano Lett. 2008, 8, 2851-2857
11. Volodkin, D. V.; Skirtach, A. G.; Mohwald, H. Near-IR Remote Release from Assemblies of Liposomes and Nanoparticles Angew. Chem. Int. Ed. 2009, 48, 1807-1809
12. Linderoth, L.; Peters, G. H.; Madsen, R.; Andresen, T. L. Drug Delivery by an Enzyme-Mediated Cyclization of a Lipid Prodrug with Unique Bilayer-Formation Properties Angew. Chem. Int. Ed. 2009, 48, 1823-1826
13. Wu, G.; Mikhailovsky, A.; Khant, H. A.; Fu, C.; Chiu, W.; Zasadzinski, J. A. Remotely Triggered Liposome Release by Near-Infrared Light Absorption via Hollow Gold Nanoshells J. Am. Chem. Soc. 2008, 130, 8175-8177
14. Chen, J.; Ouyang, J.; Kong, J.; Zhong, W.; Xing, M. M. Photo-Cross-Linked and pH-Sensitive Biodegradable Micelles for Doxorubicin Delivery ACS Appl. Mater. Interfaces. 2013, 5, 3108-3117
15. Nasongkla, N.; Bey, E.; Ren, J.; Ai, H.; Khemtong, C.; Guthi, J. S.; Chin, S. F.; Sherry, A. D.; Boothman, D. A.; Gao, J. Multifunctional Polymeric Micelles as Cancer-Targeted, MRI-Ultrasensitive Drug Delivery Systems Nano Lett. 2006, 6, 2427-2430
16. Luo, J.; Xiao, K.; Li, Y.; Lee, J. S.; Shi, L.; Tan, Y. H.; Xing, L.; Holland Cheng, R.; Liu, G. Y.; Lam, K. S. Well-Defined, Size-Tunable, Multifunctional Micelles for Efficient Paclitaxel Delivery for Cancer Treatment Bioconjug. Chem. 2010, 21, 1216-1224
17. Koizumi, F.; Kitagawa, M.; Negishi, T.; Onda, T.; Matsumoto, S.; Hamaguchi, T.; Matsumura, Y. Novel SN-38-Incorporating Polymeric Micelles, NK012, Eradicate Vascular Endothelial Growth Factor-Secreting Bulky Tumors Cancer Res. 2006, 66, 10048-10056
18. Kam, N. W.; Liu, Z.; Dai, H.; Chen, L.; Li, L.; Zhang, L.; Xing, S.; Wang, T.; Wang, Y. A.; Wang, C.; Su, Z. Designed Fabrication of Unique Eccentric Mesoporous Silica Nanocluster-Based Core-Shell Nanostructures for pH-Responsive Drug Delivery ACS Appl. Mater. Interfaces. 2013, 5, 7282-7290
19. Prencipe, G.; Tabakman, S. M.; Welsher, K.; Liu, Z.; Goodwin, A. P.; Zhang, L.; Henry, J.; Dai, H. PEG Branched Polymer for Functionalization of Nanomaterials with Ultralong Blood Circulation J. Am. Chem. Soc. 2009, 131, 4783-4787
20. Huo, Q.; Liu, J.; Wang, L. Q.; Jiang, Y.; Lambert, T. N.; Fang, E. A New Class of Silica Cross-Linked Micellar Core-Shell Nanoparticles J. Am. Chem. Soc. 2006, 128, 6447-6453
21. Horcajada, P.; Serre, C.; Maurin, G.; Ramsahye, N. A.; Balas, F.; Vallet-Regi, M.; Sebban, M.; Taulelle, F.; Ferey, G. Flexible Porous Metal-Organic Frameworks for a Controlled Drug Delivery J. Am. Chem. Soc. 2008, 130, 6774-6780
22. Chen, J.; Chen, S.; Zhao, X.; Kuznetsova, L. V.; Wong, S. S.; Ojima, I. Functionalized Single-Walled Carbon Nanotubes as Rationally Designed Vehicles for Tumor-Targeted Drug Delivery J. Am. Chem. Soc. 2008, 130, 16778-16785
23. Cheng, Y.; A, C. S.; Meyers, J. D.; Panagopoulos, I.; Fei, B.; Burda, C. Highly Efficient Drug Delivery with Gold Nanoparticle Vectors for in vivo Photodynamic Therapy of Cancer J. Am. Chem. Soc. 2008, 130, 10643-10647
24. Liu, Z.; Robinson, J. T.; Sun, X.; Dai, H. PEGylated Nanographene Oxide for Delivery of Water-Insoluble Cancer Drugs J. Am. Chem. Soc. 2008, 130, 10876-10877
25. Maeda, H.; Nakamura, H.; Fang, J. The EPR Effect for Macromolecular Drug Delivery to Solid Tumors: Improvement of Tumor Uptake, Lowering of Systemic Toxicity, and Distinct Tumor Imaging in vivo Adv. Drug. Deliv. Rev. 2013, 65, 71-79
26. Peer, D.; Karp, J. M.; Hong, S.; Farokhzad, O. C.; Margalit, R.; Langer, R. Nanocarriers as an Emerging Platform for Cancer Therapy Nat. Nanotechnol. 2007, 2, 751-760
27. Lee, S. J.; Park, K.; Oh, Y. K.; Kwon, S. H.; Her, S.; Kim, I. S.; Choi, K.; Lee, S. J.; Kim, H.; Lee, S. G.; Kim, K.; Kwon, I. C. Tumor Specificity and Therapeutic Efficacy of Photosensitizer-Encapsulated Glycol Chitosan-Based Nanoparticles in Tumor-Bearing Mice Biomaterials 2009, 30, 2929-2939
28. Lee, S. J.; Koo, H.; Jeong, H.; Huh, M. S.; Choi, Y.; Jeong, S. Y.; Byun, Y.; Choi, K.; Kim, K.; Kwon, I. C. Comparative Study of Photosensitizer Loaded and Conjugated Glycol Chitosan Nanoparticles for Cancer Therapy J. Control. Release 2011, 152, 21-29
29. Cui, S.; Yin, D.; Chen, Y.; Di, Y.; Chen, H.; Ma, Y.; Achilefu, S.; Gu, Y. In vivo Targeted Deep-Tissue Photodynamic Therapy On the basis of Near-Infrared Light Triggered Upconversion Nanoconstruct ACS Nano 2013, 7, 676-688
30. Choi, K. Y.; Liu, G.; Lee, S.; Chen, X. Theranostic Nanoplatforms for Simultaneous Cancer Imaging and Therapy: Current Approaches and Future Perspectives Nanoscale 2012, 4, 330-342
31. Chen, C.; Geng, J.; Pu, F.; Yang, X.; Ren, J.; Qu, X. Polyvalent Nucleic Acid/Mesoporous Silica Nanoparticle Conjugates: Dual Stimuli-Responsive Vehicles for Intracellular Drug Delivery Angew. Chem. Int. Ed. 2011, 50, 882-886
32. Liong, M.; Lu, J.; Kovochich, M.; Xia, T.; Ruehm, S. G.; Nel, A. E.; Tamanoi, F.; Zink, J. I. Multifunctional Inorganic Nanoparticles for Imaging, Targeting, and Drug Delivery ACS Nano 2008, 2, 889-896
33. Chen, J. I.; Wu, W. C. Fluorescent Polymeric Micelles with Aggregation-Induced Emission Properties for Monitoring the Encapsulation of Doxorubicin Macromol. Biosci. 2013, 13, 623-632
34. Xue, X.; Zhao, Y.; Dai, L.; Zhang, X.; Hao, X.; Zhang, C.; Huo, S.; Liu, J.; Liu, C.; Kumar, A.; Chen, W. Q.; Zou, G.; Liang, X. J. Spatiotemporal Drug Release Visualized through a Drug Delivery System with Tunable Aggregation-Induced Emission Adv. Mater. 2014, 26, 712-717
35. Yuan, Y.; Kwok, R. T.; Tang, B. Z.; Liu, B. Targeted Theranostic Platinum(IV) Prodrug with a Built-In Aggregation-Induced Emission Light-Up Apoptosis Sensor for Noninvasive Early Evaluation of Its Therapeutic Responses in Situ J. Am. Chem. Soc. 2014, 136, 2546-2554
36. Zhao, Z.; Lam, J. W. Y.; Tang, B. Z. Tetraphenylethene: a Versatile AIE Building Block for the Construction of Efficient Luminescent Materials for Organic Light-Emitting Diodes J. Mater. Chem. 2012, 22, 23726-23740
37. Huang, X.; Gu, X.; Zhang, G.; Zhang, D. A Highly Selective Fluorescence Turn-on Detection of Cyanide Based on the Aggregation of Tetraphenylethylene Molecules Induced by Chemical Reaction Chem. Commun. 2012, 48, 12195-12197
38. Xu, X.; Li, J.; Li, Q.; Huang, J.; Dong, Y.; Hong, Y.; Yan, J.; Qin, J.; Li, Z.; Tang, B. Z. A Strategy for Dramatically Enhancing the Selectivity of Molecules Showing Aggregation-Induced Emission towards Biomacromolecules with the Aid of Graphene Oxide Chemistry 2012, 18, 7278-7286
39. Zhao, Z.; Lam, J. W.; Chan, C. Y.; Chen, S.; Liu, J.; Lu, P.; Rodriguez, M.; Maldonado, J. L.; Ramos-Ortiz, G.; Sung, H. H.; Williams, I. D.; Su, H.; Wong, K. S.; Ma, Y.; Kwok, H. S.; Qiu, H.; Tang, B. Z. Stereoselective Synthesis, Efficient Light Emission, and High Bipolar Charge Mobility of Chiasmatic Luminogens Adv. Mater. 2011, 23, 5430-5435
40. Mohan, P.; Rapoport, N. Doxorubicin as a Molecular Nanotheranostic Agent: Effect of Doxorubicin Encapsulation in Micelles or Nanoemulsions on the Ultrasound-Mediated Intracellular Delivery and Nuclear Trafficking Mol. Pharmaceutics 2010, 7, 1959-1973
41. Wei, T.; Liu, J.; Ma, H.; Cheng, Q.; Huang, Y.; Zhao, J.; Huo, S.; Xue, X.; Liang, Z.; Liang, X. J. Functionalized Nanoscale Micelles Improve Drug Delivery for Cancer Therapy in Vitro and in Vivo Nano Lett. 2013, 13, 2528-2534
42. Yuan, Q.; Yeudall, W. A.; Yang, H. PEGylated Polyamidoamine Dendrimers with Bis-Aryl Hydrazone Linkages for Enhanced Gene Delivery Biomacromolecules 2010, 11, 1940-1947
43. Aryal, S.; Hu, C. M.; Zhang, L. Polymer-Displatin Conjugate Nanoparticles for Acid-Responsive Drug Delivery ACS Nano 2010, 4, 251-258