The anti-tumor efficacy of curcumin when delivered by size/charge-changing multistage polymeric micelles based on amphiphilic poly(β-amino ester) derivates

Biomaterials

Volumn 35, Issue 10, 2014, Pages 3467-3479

  Yu, Yang ^a   Zhang, Xiaoli ^a   Qiu, Liyan ^a  

^a ZHEJIANG UNIVERSITY   (China)

Author keywords

Cancer therapy; Curcumin; Indocyanine green; Multistage pH sensitive micelle; Poly( amino ester); Poly(lactide)

Indexed keywords

AMINO ESTERS; CANCER THERAPY; CURCUMIN; INDOCYANINE GREEN; PH SENSITIVE; POLY LACTIDE;

BLOOD VESSELS; DISEASES; DRUG DELIVERY; ESTERIFICATION; ESTERS; FLUORESCENCE; MOTION PICTURE EXPERTS GROUP STANDARDS; POLYETHYLENE GLYCOLS; SURFACE CHARGE; TUMORS;

MICELLES;

AMPHOPHILE; CURCUMIN; ESTER DERIVATIVE; FLUORESCENT DYE; INDOCYANINE GREEN; MACROGOL; POLY (BETA AMINO ESTER) DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ANTIPROLIFERATIVE ACTIVITY; ARTICLE; BLOOD VESSEL; BREAST CANCER; CANCER CELL CULTURE; CANCER INHIBITION; CELL STRAIN MCF 7; CIRCULATION; CONTROLLED STUDY; DRUG DELIVERY SYSTEM; DRUG EFFICACY; DRUG EXTRAVASATION; DRUG HALF LIFE; DRUG RELEASE; FEMALE; FLUORESCENCE; HUMAN; HUMAN CELL; HUMAN CELL CULTURE; IC 50; IN VITRO STUDY; IN VIVO STUDY; MICELLE; MOUSE; NONHUMAN; PARTICLE SIZE; PH; POLYMERIC MICELLE; PRIORITY JOURNAL; SURFACE CHARGE; TUMOR LOCALIZATION;

MURINAE;

CANCER THERAPY; CURCUMIN; INDOCYANINE GREEN; MULTISTAGE PH-SENSITIVE MICELLE; POLY(LACTIDE); POLY(Β-AMINO ESTER);

ANIMALS; ANTINEOPLASTIC AGENTS; CELL PROLIFERATION; CURCUMIN; FEMALE; HT29 CELLS; HUMANS; MCF-7 CELLS; MICE; MICE, NUDE; MICELLES; POLYMERS;

EID: 84893699607     PISSN: 01429612     EISSN: 18785905     Source Type: Journal    
DOI: 10.1016/j.biomaterials.2013.12.096     Document Type: Article

References (50)

1. Wang S., Kim G., Lee Y.-E.K., Hah H.J., Ethirajan M., Pandey R.K., et al. Multifunctional biodegradable polyacrylamide nanocarriers for cancer theranostics-a "see and treat" strategy. ACS Nano 2012, 6(8):6843-6851.
2. Dong H., Dube N., Shu J.Y., Seo J.W., Mahakian L.M., Ferrara K.W., et al. Long-circulating 15 nm micelles based on amphiphilic 3-helix peptide-PEG conjugates. ACS Nano 2012, 6(6):5320-5329.
3. Le Droumaguet B., Nicolas J., Brambilla D., Mura S., Maksimenko A., De Kimpe L., et al. Versatile and efficient targeting using a single nanoparticulate platform: application to cancer and Alzheimer's disease. ACS Nano 2012, 6(7):5866-5879.
4. Jain R.K., Stylianopoulos T. Delivering nanomedicine to solid tumors. Nat Rev Clin Onc 2010, 7(11):653-664.
5. Jain R.K. Delivery of molecular and cellular medicine to solid tumors. Adv Drug Deliv Rev 2012, 64(Suppl.):353-365.
6. Alexis F., Pridgen E., Molnar L.K., Farokhzad O.C. Factors affecting the clearance and biodistribution of polymeric nanoparticles. Mol Pharmacol 2008, 5(4):505-515.
7. Anraku Y., Kishimura A., Kobayashi A., Oba M., Kataoka K. Size-controlled long-circulating PIC some as a ruler to measure critical cut-off disposition size into normal and tumor tissues. Chem Commun 2011, 47(21):6054-6056.
8. Netti P.A., Berk D.A., Swartz M.A., Grodzinsky A.J., Jain R.K. Role of extracellular matrix assembly in interstitial transport in solid tumors. Cancer Res 2000, 60(9):2497-2503.
9. Cabral H., Matsumoto Y., Mizuno K., Chen Q., Murakami M., Kimura M., et al. Accumulation of sub-100 nm polymeric micelles in poorly permeable tumours depends on size. Nat Nanotechnol 2011, 6(12):815-823.
10. Dellian M., Yuan F., Trubetskoy V., Torchilin V., Jain R. Vascular permeability in a human tumour xenograft: molecular charge dependence. Br J Cancer 2000, 82(9):1513.
11. Stylianopoulos T., Soteriou K., Fukumura D., Jain R.K. Cationic nanoparticles have superior transvascular flux into solid tumors: insights from a mathematical model. Ann Biomed Eng 2013, 41(1):68-77.
12. He C., Hu Y., Yin L., Tang C., Yin C. Effects of particle size and surface charge on cellular uptake and biodistribution of polymeric nanoparticles. Biomaterials 2010, 31(13):3657-3666.
13. + exchanger in metastasis. Nat Rev Cancer 2005, 5(10):786-795.
14. Lee K.S., Chung H.C., Im S.A., Park Y.H., Kim C.S., Kim S.-B., et al. Multicenter phase II trial of Genexol-PM, a cremophor-free, polymeric micelle formulation of paclitaxel, in patients with metastatic breast cancer. Breast Cancer Res Treat 2008, 108(2):241-250.
15. Little S.R., Lynn D.M., Ge Q., Anderson D.G., Puram S.V., Chen J., et al. Poly-β amino ester-containing microparticles enhance the activity of nonviral genetic vaccines. PNAs 2004, 101(26):9534-9539.
16. Min K.H., Kim J.-H., Bae S.M., Shin H., Kim M.S., Park S., et al. Tumoral acidic pH-responsive MPEG-poly(β-amino ester) polymeric micelles for cancer targeting therapy. J Control Release 2010, 144(2):259-266.
17. Mohanty C., Acharya S., Mohanty A.K., Dilnawaz F., Sahoo S.K. Curcumin-encapsulated MePEG/PCL diblock copolymeric micelles: a novel controlled delivery vehicle for cancer therapy. Nanomedicine 2010, 5(3):433-449.
18. Sharma R.A., Gescher A.J., Steward W.P. Curcumin: the story so far. Eur J Cancer 2005, 41(13):1955-1968.
19. Choudhuri T., Pal S., Agwarwal M.L., Das T., Sa G. Curcumin induces apoptosis in human breast cancer cells through p53-dependent bax induction. FEBS Lett 2002, 512(1-3):334-340.
20. Banerjee M., Singh P., Panda D. Curcumin suppresses the dynamic instability of microtubules, activates the mitotic checkpoint and induces apoptosis in MCF-7 cells. FEBS J 2010, 277(16):3437-3448.
21. Verderio P., Bonetti P., Colombo M., Pandolfi L., Prosperi D. Intracellular drug release from curcumin-loaded PLGA nanoparticles induces G2/M block in breast cancer cells. Biomacromolecules 2013, 14(3):672-682.
22. Zhang X., Li Y., Chen X., Wang X., Xu X., Liang Q., et al. Synthesis and characterization of the paclitaxel/MPEG-PLA block copolymer conjugate. Biomaterials 2005, 26(14):2121-2128.
23. Kim M.S., Hwang S.J., Han J.K., Choi E.K., Park H.J., Kim J.S., et al. pH-Responsive PEG-poly(β-amino ester) block copolymer micelles with a sharp transition. Macromol Rapid Commun 2006, 27(6):447-451.
24. Qiu L., Zheng C., Zhao Q. Mechanisms of drug resistance reversal in dox-resistant MCF-7 cells by pH-responsive amphiphilic polyphosphazene containing diisopropylamino side groups. Mol Pharm 2012, 9(5):1109-1117.
25. Qiu L., Zhang L., Zheng C., Wang R. Improving physicochemical properties and doxorubicin cytotoxicity of novel polymeric micelles by poly(ε-caprolactone) segments. J Pharm Sci 2011, 100(6):2430-2442.
26. Liu C., Zhang Z., Liu K.L., Ni X., Li J. Biodegradable thermogelling poly(ester urethane) s consisting of poly(1, 4-butylene adipate), poly(ethylene glycol), and poly(propylene glycol). Soft Matter 2013, 9(3):787-794.
27. Gou M., Men K., Shi H., Xiang M., Zhang J., Song J., et al. Curcumin-loaded biodegradable polymeric micelles for colon cancer therapy in vitro and in vivo. Nanoscale 2011, 3(4):1558-1567.
28. Cheong I., Huang X., Bettegowda C., Diaz L.A., Kinzler K.W., Zhou S., et al. A bacterial protein enhances the release and efficacy of liposomal cancer drugs. Science 2006, 314(5803):1308-1311.
29. Lynn D.M., Langer R. Degradable poly (β-amino esters): synthesis, characterization, and self-assembly with plasmid DNA. JACS 2000, 122(44):10761-10768.
30. Hwang S.J., Kim M.S., Han J.K., Lee D.S., Kim B.S., Choi E.K., et al. pH-Sensitivity control of PEG-poly (β-amino ester) block copolymer micelle. Macromol Res 2007, 15(5):437-442.
31. Hill I., Garnett M., Bignotti F., Davis S. In vitro cytotoxicity of poly (amidoamine)s: relevance to DNA delivery. BBA-Gen Subjects 1999, 1427(2):161-174.
32. Fischer D., Li Y., Ahlemeyer B., Krieglstein J., Kissel T. In vitro cytotoxicity testing of polycations: influence of polymer structure on cell viability and hemolysis. Biomaterials 2003, 24(7):1121-1131.
33. Kang N., Perron M.-È., Prud'Homme R.E., Zhang Y., Gaucher G., Leroux J.-C. Stereocomplex block copolymer micelles: core-shell nanostructures with enhanced stability. Nano Lett 2005, 5(2):315-319.
34. Carstens M.G., Bevernage J.J., van Nostrum C.F., van Steenbergen M.J., Flesch F.M., Verrijk R., et al. Small oligomeric micelles based on end group modified mPEG-oligocaprolactone with monodisperse hydrophobic blocks. Macromolecules 2007, 40(1):116-122.
35. Nowag S., Haag R. pH-Responsive micro- and nanocarrier systems. Angew Chem Int Ed 2014, 53(1):49-51.
36. Gao W., Chan J.M., Farokhzad O.C. pH-Responsive nanoparticles for drug delivery. Mol Pharm 2010, 7(6):1913-1920.
37. Aryal S., Hu C.-M.J., Zhang L. Polymer-cisplatin conjugate nanoparticles for acid-responsive drug delivery. ACS Nano 2009, 4(1):251-258.
38. Gillies E.R., Fréchet J.M.J. pH-Responsive copolymer assemblies for controlled release of doxorubicin. Bioconjug Chem 2005, 16(2):361-368.
39. Lee E.S., Na K., Bae Y.H. Super pH-sensitive multifunctional polymeric micelle. Nano Lett 2005, 5(2):325-329.
40. Zhai S., Ma Y., Chen Y., Li D., Cao J., Liu Y., et al. Synthesis of an amphiphilic block copolymer containing zwitterionic sulfobetaine as a novel pH-sensitive drug carrier. Polym Chem 2014, Available from: URL:. http://pubs.rsc.org/en/content/articlelanding/2014/py/c3py01325a#!divAbstract, 10.1039/C3PY01325A.
41. Akinc A., Anderson D.G., Lynn D.M., Langer R. Synthesis of poly (β-amino ester)s optimized for highly effective gene delivery. Bioconjug Chem 2003, 14(5):979-988.
42. Gao G.H., Lee J.W., Nguyen M.K., Im G.H., Yang J., Heo H., et al. pH-Responsive polymeric micelle based on PEG-poly (β-amino ester)/(amido amine) as intelligent vehicle for magnetic resonance imaging in detection of cerebral ischemic area. J Control Release 2011, 155(1):11-17.
43. Gaumet M., Vargas A., Gurny R., Delie F. Nanoparticles for drug delivery: the need for precision in reporting particle size parameters. Eur J Pharm Biopharm 2008, 69(1):1-9.
44. Goodman T.T., Chen J., Matveev K., Pun S.H. Spatio-temporal modeling of nanoparticle delivery to multicellular tumor spheroids. Biotechnol Bioeng 2008, 101(2):388-399.
45. Yim H., Park S.J., Bae Y.H., Na K. Biodegradable cationic nanoparticles loaded with an anticancer drug for deep penetration of heterogeneous tumours. Biomaterials 2013, 34(31):7674-7682.
46. Lammers T., Kiessling F., Hennink W.E., Storm G. Drug targeting to tumors: principles, pitfalls and (pre-) clinical progress. J Control Release 2012, 161(2):175-187.
47. MacEwan S.R., Callahan D.J., Chilkoti A. Stimulus-responsive macromolecules and nanoparticles for cancer drug delivery. Nanomedicine 2010, 5(5):793-806.
48. Verma A., Stellacci F. Effect of surface properties on nanoparticle-cell interactions. Small 2010, 6(1):12-21.
49. Chithrani B.D., Ghazani A.A., Chan W.C. Determining the size and shape dependence of gold nanoparticle uptake into mammalian cells. Nano Lett 2006, 6(4):662-668.
50. Vasir J.K., Labhasetwar V. Quantification of the force of nanoparticle-cell membrane interactions and its influence on intracellular trafficking of nanoparticles. Biomaterials 2008, 29(31):4244-4252.