Amphiphilic PHA-mPEG copolymeric nanocontainers for drug delivery: Preparation, characterization and in vitro evaluation

International Journal of Pharmaceutics

Volumn 400, Issue 1-2, 2010, Pages 165-175

  Shah, Mohsin ^a   Naseer, Muhammad Imran ^a   Choi, Mun Hwan ^a   Kim, Myeong Ok ^a   Yoon, Sung Chul ^a  

^a Gyeongsang National University   (South Korea)

Author keywords

Amphiphilic nanoparticles; Biocompatibility; Biodegradable polymers; Drug release; PHA mPEG

Indexed keywords

COPOLYMER; DRUG CARRIER; MONOMETHOXYPOLYETHYLENEGLYCOL; NANOPARTICLE; POLY(3 HYDROXYBUTYRATE CO 3 HYDROXYVALERATE); POLY(3 HYDROXYBUTYRATE CO 4 HYDROXYBUTYRATE); POLYHYDROXYALKANOIC ACID; THYMOQUINONE; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; ATOMIC FORCE MICROSCOPY; BIOCOMPATIBILITY; BIODEGRADABILITY; CONTROLLED STUDY; CYTOTOXICITY; DRUG DELIVERY SYSTEM; ENCAPSULATION; ENZYME DEGRADATION; FIBROBLAST; HIPPOCAMPUS; HYDROPHILICITY; HYDROPHOBICITY; IN VITRO STUDY; KINETICS; MORPHOLOGY; NONHUMAN; PARTICLE SIZE; PRIORITY JOURNAL; RAT; TRANSESTERIFICATION; ZETA POTENTIAL;

3T3 CELLS; ANIMALS; BENZOQUINONES; CELL CULTURE TECHNIQUES; CHEMISTRY, PHARMACEUTICAL; DELAYED-ACTION PREPARATIONS; DRUG CARRIERS; FEMALE; FIBROBLASTS; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; KINETICS; MICE; NANOPARTICLES; NEURONS; POLYETHYLENE GLYCOLS; POLYHYDROXYALKANOATES; RATS; SOLUTIONS;

EID: 77957671453     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2010.08.008     Document Type: Article

References (55)

1. Allen C., Maysinger D., Eisenberg A. Nano-engineering block copolymer aggregates for drug delivery. Colloids Surf. B: Biointerfaces 1999, 16:3-27.
2. Anderson A.J., Dawes E.A. Occurrence, metabolism, metabolic role, and industrial uses of bacterial polyhydroxyalkanoates. Microbiol. Rev. 1990, 54:450-472.
3. Anderson J.K. Oxidative stress in neurodegeneration: cause or consequence?. Nat. Rev. Neurosci. 2004, 5:S18-S25.
4. Anderson K.J., Miller K.M., Fugaccia I., Scheff S.W. Regional distribution of Fluoro-Jade B staining in the hippocampus following traumatic brain injury. Exp. Neurol. 2005, 193:125-130.
5. Avgoustakis K., Beletsi A., Panagi Z., Klepetsanis P., Livaniou E., Evangelatos G., Ithakissios D.S. Effect of copolymer composition on the physicochemical characteristics, in vitro stability, and biodegradation of PLGA-mPEG nanoparticles. Int. J. Pharm. 2003, 259:115-127.
6. Basu S., Harfouche R., Soni S., Chimote G., Mashelkar R.A., Sengupta S. Nanoparticles-mediated targeting of MAPK signaling predisposes tumor to chemotherapy. PNAS 2009, 106:7957-7961.
7. Bisht S., Maitra A. Dextran-doxorubicin/chitosan nanoparticles for solid tumor therapy. WIREs Nanomed. Nanobiotechnol. 2009, 1:415-425.
8. Budhian A., Siegel S.J., Winey K.I. Haloperidol-loaded PLGA nanoparticles: systematic study of particle size and drug content. Int. J. Pharm. 2007, 336:367-375.
9. Chen C., Yu C.H., Cheng Y.C., Yu-Peter H.F., Cheung M.K. Biodegradable nanoparticles of amphiphilic triblock copolymers based on poly(3-hydroxybutyrate) and poly(ethylene glycol) as drug carriers. Biomaterials 2006, 27:4804-4814.
10. Choi M.H., Yoon S.C. Polyester biosynthesis characteristics of Pseudomonas citronellolis grown on various carbon sources, including 3-methyl-brached substrates. Appl. Environ. Microbiol. 1994, 60:3245-3254.
11. Choi M.H., Yoon S.C., Lenz R.W. Production of poly(3-hydroxybutyric acid-co-4-hydroxybutyric acid) and poly(4-hydroxybutyric acid) without subsequent degradation by Hydrogenophaga pseudoflava. Appl. Environ. Microbiol. 1999, 65:1570-1577.
12. Duan Y., Sun X., Gong T., Wang Q., Zhang Z. Preparation of DHAQ-loaded mPEG-PLGA-mPEG nanoparticles and evaluation of drug release behaviors in vitro/in vivo. J. Mater. Sci. Mater. Med. 2006, 17:509-516.
13. Duncan R. Polymer conjugates as anticancer nanomedicine. Nat. Rev. Cancer 2006, 6:688-701.
14. Dutta P., Shrivastava S., Dey J. Amphiphilic polymer nanoparticles: characterization and assessment as new drug carriers. Macromol. Biosci. 2009, 9:1116-1126.
15. El-Mahdy M.A., Zhu Q., Wang Q.E., Wani G., Wani A.A. Thymoquinone induces apoptosis through activation of caspase-8 and mitochondrial events in p-53 null myeloblastic leukemia HL-60 cells. Int. J. Cancer 2005, 117:409-417.
16. Fishburn C.S. The pharmacology of PEGylation: balancing PD with PK to generate novel therapeutics. J. Pharm. Sci. 2008, 97:4167-4183.
17. Gali-Muhtasib H., Ocker M., Kuester D., Krueger S., El-Hajj Z., Diestel A., Evert M., El-Najjar N., Peters B., Jurjus A., Roessner A., Schneider-Stock R. Thymoquinone reduces mouse colon tumor cell invasion and inhibits tumor growth in murine colon cancer models. J. Cell. Mol. Med. 2008, 12:330-342.
18. Gaucher G., Dufresne M.H., Sant V.P., Kang N., Maysinger D., Leroux J.C. Block copolymer micelles: preparation, characterization and application in drug delivery. J. Control. Release 2005, 109:169-188.
19. Gogolewski S., Jovanovic M., Perren S.M., Dillon J.G., Hughes M.K. Tissue response and in vivo degradation of selected polyhydroxyacids: polylactides (PLA), poly(3-hydroxybutyrate) (PHB), and poly(3-hydroxybutyrate-co-3-hydroxyvalerate) (PHB/VA). J. Biomed. Mater. Res. A 1993, 27:1135-1148.
20. Gref R., Minamitake Y., Peracchia M.T., Trubetskoy V., Torchilin V., Langer R. Biodegradable long-circulating polymeric nanospheres. Science 1994, 263:1600-1603.
21. Hans M.L., Lowman A.M. Biodegradable nanoparticles for drug delivery and targeting. Curr. Opin. Solid State Mater. Sci. 2002, 6:319-327.
22. Iwata T., Doi Y., Nakayama S., Sasatsuki H., Teramachi S. Structure and enzymatic degradation of poly(3-hydroxybutyrate) copolymer single crystals with an extracellular PHB depolymerase from Alcaligenes faecalis T1. Int. J. Biol. Macromol. 1999, 25:169-176.
23. Iyer A.K., Khaled G., Fang J., Maeda H. Exploiting the enhanced permeability and retention effect for tumor targeting. Drug Discov. Today 2006, 11:812-818.
24. Jeong I., Kim B.S., Lee H., Lee K.M., Shim I., Kang S.K., Yin C.S., Hahm D.H. Prolonged analgesic effect of PLGA-encapsulated bee venom on formalin-induced pain in rats. Int. J. Pharm. 2009, 380:62-66.
25. Johnson J.E. Methods for cell death and viability in primary neuronal cultures. Methods Cell Biol. 1995, 46:243-276.
26. Kanter M. Nigella sativa and derived thymoquinone prevents hippocampal neurodegeneration after chronic toluene exposure in rats. Neurochem. Res. 2008, 33:579-588.
27. Khang G., Choi H.S., Rhee J.M., Yoon S.C., Cho J.C., Lee H.B. Controlled release of gentamicin sulfate from poly(3-hydroxybutyrate-co-3-hydroxyvalerate) wafers for the treatment of osteomyelitis. Korean Polym. J. 2000, 8:253-260.
28. Khang G., Kim S.W., Cho J.C., Rhee J.M., Yoon S.C., Lee H.B. Preparation and characterization of poly(3-hydroxybutyrate-co-3-hydroxyvalerate) microspheres for the sustained release of 5-fluorouracil. Bio-Med. Mater. Eng. 2001, 11:89-103.
29. Köse G.T., Ber S., Korkusuz F., Hasirci V. Poly(3-hydroxybutyric acid-co-3-hydroxyvaleric acid) based tissue engineering matrices. J. Mater. Sci. Mater. Med. 2003, 14:121-126.
30. Kumar V., Homme R.K.P. Thermodynamic limits on drug loading in nanoparticle cores. J. Pharm. Sci. 2008, 97:4904-4914.
31. Kurokawa K., Yamashita K., Doi Y., Abe H. Structural effects of terminal groups on nonenzymatic and enzymatic degradations of end-capped poly(l-lactide). Biomacromolecules 2008, 9:1071-1078.
32. Lenz R.W., Marchessault R.H. Bacterial polyesters: biosynthesis, biodegradable plastics and biotechnology. Biomacromolecules 2005, 6:1-8.
33. 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. 2007, 65:259-269.
34. Lionzo M.I.Z., Re M.I., Guterres S.S., Pohlmann A.R. Microparticles prepared with poly(hydroxybutyrate-co-hydroxyvalerate) and poly(e{open}-caprolactone) blends to control the release of a drug model. J. Microencapsul. 2007, 24:175-186.
35. Liu M., Kono K., Fréchet J.M.J. Water-soluble dendritic unimolecular micelle: their potential as drug delivery agents. J. Control. Release 2000, 65:121-131.
36. 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 2000, 65:271-284.
37. Moghimi S.M., Hunter A.C., Murray J.C. Long-circulating and target specific nanoparticles: theory to practice. Pharmacol. Rev. 2001, 53:283-318.
38. Moghimi S.M., Hedeman H., Muir I.S., Illum L., Davis S.S. An investigation of the filtration capacity and the fate of large filtered sterically stabilized microspheres in rat spleen. Biochim. Biophys. Acta 1993, 1157:233-240.
39. Mosqueira V.C.F., Legrand P., Gulik A., Bourdon O., Gref R., Labarre D., Barratt G. Relationship between complement activation, cellular uptake and surface physicochemical aspects of novel PEG-modified nanocapsules. Biomaterials 2001, 22:2967-2979.
40. Naguyen S., Yu G., Marchessault R.H. Thermal degradation of poly(3-hydroxyalkanoates): preparation of well-defined oligomers. Biomacromolecules 2002, 3:219-224.
41. B receptor and PK-α expression in prenatal rat brain. Synapse 2010, 64:467-477.
42. Panyam J., Labhasetwar V. Biodegradable nanoparticles for drug and gene delivery to cells and tissue. Adv. Drug Deliv. Rev. 2003, 55:329-347.
43. Pötter M., Steinbüchel A. Poly(3-hydroxybutyrate) granule-associated proteins: impacts on poly(3-hydroxybutyrate) synthesis and degradation. Biomacromolecules 2005, 6:552-560.
44. Prabaharan M., Grailer J.J., Pilla S., Steeber D.A., Gong S. Amphiphilic multi-arm block copolymer based on hyperbranched polyester, poly(l-lactide) and poly(ethylene glycol) as a drug delivery carrier. Macromol. Biosci. 2009, 9:515-524.
45. Qu X.H., Wu Q., Zhang K.Y., Chen G.Q. In vivo studies of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) based polymers: biodegradation and tissue reactions. Biomaterials 2006, 27:3540-3548.
46. Ravenelle F., Marchessault R.H. One-step synthesis of amphiphilic diblock copolymers from bacterial poly([R]-3hydroxybutyric acid). Biomacromolecules 2002, 3:1057-1064.
47. Ravenelle F., Marchessault R.H. Self-assembly of poly([R]-3-hydroxybutyric acid-block-polyethylene glycol) diblock copolymers. Biomacromolecules 2003, 4:856-858.
48. Ravindran J., Nair H.B., Sung B., Prasad S., Tekmal R.R., Aggarwal B.B. Thymoquinone poly(lactide-co-glycolide) nanoparticles exhibit enhanced anti-proliferative, anti-inflammatory, and chemosensitization potential. Biochem. Pharmacol. 2010, 79:1640-1647.
49. Sendil D., Gürsel I., Wise D.L., Hasirci V. Antibiotic release from biodegradable PHBV microparticles. J. Control. Release 1999, 59:207-217.
50. Shirakura Y., Fukui T., Saito T., Okamoto Y., Narikawa T., Koide K., Tomita K., Takemasa T., Masamune S. Degradation of poly(3-hydroxybutyrate) depolymerase from A. faecalis T1. Biochim. Biophys. Acta 1986, 880:46-53.
51. Siew E.L., Rajab N.F., Osman A.B., Sudesh K., Hussain S.H.I. In vitro biocompatibility evaluation of poly(3-hydroxybutyrate-co-4-hydroxybutyrate) copolymers in fibroblast cells. J. Biomed. Mater. Res. A 2007, 81:317-325.
52. Soppimath K.S., Aminabhavi T.M., Kulkarni A.R., Rudzinski W.E. Biodegradable polymeric nanoparticles as drug delivery devices. J. Control. Release 2001, 70:1-20.
53. Tang Y., Sing J. Biodegradable and biocompatible thermosensitive polymers based injectable implant for controlled release of protein. Int. J. Pharm. 2009, 365:34-43.
54. Timbart L., Renard E., Langlois V., Guerin P. Novel biodegradable copolyesters containing blocks of poly(3-hydroxyoctanoate) and poly(e{open}-caprolactone): synthesis and characterization. Macromol. Biosci. 2004, 4:1014-1020.
55. Yao Y.C., Zhan X.Y., Zhang J., Zou X.H., Wang Z.H., Xiong Y.C., Chen J., Chen G.Q. A specific drug targeting system based on polyhydroxyalkanoate granule binding protein PhaP fused with targeted cell ligands. Biomaterials 2008, 29:4823-4830.