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Journal of Pharmaceutical Investigation

, Volume 48, Issue 1, pp 61–75 | Cite as

Polymeric nanomedicines for poorly soluble drugs in oral delivery systems: an update

  • Xiangyu Ma
  • Robert O. WilliamsIII
Review

Abstract

The field of nanomedicine offers promising new drug delivery systems with enhanced properties. The literature has reported on the development of various nanomedicines that are more beneficial than conventional drug delivery systems. These increased benefits are due to their size, morphology, and surface properties. Nanomedicines include different forms of drug-containing polymeric nanoparticles. These nanoparticles have been investigated to improve the bioavailability, solubility, permeability, stability, and therapeutic efficacy of drugs. The oral route of administration has gained interest because of its ease of delivery and its convenience, which results in higher compliance. However, the low solubility of many drugs hinders their successful development into dosage forms for oral administration. In addition, biological barriers hinder the absorption of drugs into systematic circulation, resulting in low therapeutic efficacy. Polymeric nanoparticle drug delivery systems have been reported as a method for overcoming low drug solubility and overcoming biological barriers to absorption. This review discusses the biological barriers to oral delivery as well as the challenges and benefits of oral delivery. This review also examines the characteristics of drug-containing polymeric nanomedicines as drug delivery systems and the various applications of these systems.

Keywords

Polymeric Nanomedicine Biological barrier Micelles Biodegradable pH sensitive 

Notes

Compliance with ethical standards

Conflict of the interest

Authors declare that they have no conflict of interest.

References

  1. Adams ML, Kwon GS (2002) The effects of acyl chain length on the micelle properties of poly (ethylene oxide)-block-poly (N-hexylL-aspartamide)-acyl conjugates. J Biomater Sci Polym Ed 13:991–1006PubMedGoogle Scholar
  2. Alexandridis P, Andersson K (1997) Reverse micelle formation and water solubilization by polyoxyalkylene block copolymers in organic solvent. J Phys Chem B 101:8103–8111Google Scholar
  3. Alexandridis P, Hatton TA (1995) Poly(ethylene oxide), poly(propylene oxide), poly(ethylene oxide) block copolymer surfactants in aqueous solutions and at interfaces: thermodynamics, structure, dynamics, and modeling. Colloids Surf Physicochem Eng Aspects 96:1–46Google Scholar
  4. Alexandridis P, Holzwarth JF (1997) Differential scanning calorimetry investigation of the effect of salts on aqueous solution properties of an amphiphilic block copolymer (Poloxamer). Langmuir 13:6074–6082Google Scholar
  5. Aliabadi HM, Lavasanifar A (2006) Polymeric micelles for drug delivery. Expert Opin Drug Deliv 3:139–162PubMedGoogle Scholar
  6. Aliabadi HM, Shahin M, Brocks DR, Lavasanifar A (2008) Disposition of drugs in block copolymer micelle delivery systems. Clin Pharmacokinet 47:619–634PubMedGoogle Scholar
  7. Alibolandi M, Ramezani M, Abnous K, Sadeghi F, Hadizadeh F (2015) Comparative evaluation of polymersome versus micelle structures as vehicles for the controlled release of drugs. J Nanopart Res 17:76Google Scholar
  8. Alonso MJ (2004) Nanomedicines for overcoming biological barriers. Biomed Pharmacother 58:168–172PubMedGoogle Scholar
  9. Astafieva I, Zhong XF, Eisenberg A (1993) Critical micellization phenomena in block polyelectrolyte solutions. Macromolecules 26:7339–7352Google Scholar
  10. Barenholz Y (2012) Doxil(R): the first FDA-approved nano-drug: lessons learned. J Control Release 160:117–134PubMedGoogle Scholar
  11. Batrakova E, Lee S, Li S, Venne A, Alakhov V, Kabanov A (1999) Fundamental relationships between the composition of Pluronic block copolymers and their hypersensitization effect in MDR cancer cells. Pharmaceut Res 16:1373–1379Google Scholar
  12. Batrakova EV, Li S, Li Y, Alakhov VY, Kabanov AV (2004) Effect of pluronic P85 on ATPase activity of drug efflux transporters. Pharmaceut Res 21:2226–2233Google Scholar
  13. Bernabeu E, Gonzalez L, Cagel M, Gergic EP, Moretton MA, Chiappetta DA (2016) Novel Soluplus®—TPGS mixed micelles for encapsulation of paclitaxel with enhanced in vitro cytotoxicity on breast and ovarian cancer cell lines. Colloids Surf B 140:403–411Google Scholar
  14. Bhardwaj V, Ankola D, Gupta S, Schneider M, Lehr C-M, Kumar MR (2009) PLGA nanoparticles stabilized with cationic surfactant: safety studies and application in oral delivery of paclitaxel to treat chemical-induced breast cancer in rat. Pharmaceut Res 26:2495–2503Google Scholar
  15. Birdi K (2015) Handbook of surface and colloid chemistry. CRC Press, BostonGoogle Scholar
  16. Boulaiz H, Alvarez PJ, Ramirez A, Marchal JA, Prados J, Rodríguez-Serrano F, Perán M, Melguizo C, Aranega A (2011) Nanomedicine: application areas and development prospects. Int J Mol Sci 12:3303–3321PubMedPubMedCentralGoogle Scholar
  17. Bowman K, Leong KW (2006) Chitosan nanoparticles for oral drug and gene delivery. Int J Nanomed 1:117–128Google Scholar
  18. Chaibundit C, Ricardo NM, Crothers M, Booth C (2002) Micellization of diblock (oxyethylene/oxybutylene) copolymer E11B8 in aqueous solution. Micelle size and shape. Drug Solubilization Langmuir 18:4277–4283Google Scholar
  19. Chang L, Liu J, Zhang J, Deng L, Dong A (2013) pH-sensitive nanoparticles prepared from amphiphilic and biodegradable methoxy poly (ethylene glycol)-block-(polycaprolactone-graft-poly (methacrylic acid)) for oral drug delivery. Polym Chem 4:1430–1438Google Scholar
  20. Chapman R, Lin Y, Burnapp M, Bentham A, Hillier D, Zabron A, Khan S, Tyreman M, Stevens MM (2015) Multivalent nanoparticle networks enable point-of-care detection of human phospholipase-A2 in serum. ACS Nano 9:2565–2573PubMedPubMedCentralGoogle Scholar
  21. Chaves LL, Lima SAC, Vieira AC, Barreiros L, Segundo MA, Ferreira D, Sarmento B, Reis S (2017) pH-sensitive nanoparticles for improved oral delivery of dapsone: risk assessment, design, optimization and characterization. Nanomedicine 12:1975–1990PubMedGoogle Scholar
  22. Chen M-C, Sonaje K, Chen K-J, Sung H-W (2011) A review of the prospects for polymeric nanoparticle platforms in oral insulin delivery. Biomaterials 32:9826–9838PubMedGoogle Scholar
  23. Chiappetta DA, Hocht C, Taira C, Sosnik A (2010) Efavirenz-loaded polymeric micelles for pediatric anti-HIV pharmacotherapy with significantly higher oral bioavailability. Nanomedicine 5:11–23PubMedGoogle Scholar
  24. Chu B (2007) Laser light scattering: basic principles and practice. Courier Corporation, North ChelmsfordGoogle Scholar
  25. Collnot E-M, Baldes C, Schaefer UF, Edgar KJ, Wempe MF, Lehr C-M (2010) Vitamin E TPGS P-glycoprotein inhibition mechanism: influence on conformational flexibility, intracellular ATP levels, and role of time and site of access. Mol Pharm 7:642–651PubMedGoogle Scholar
  26. Croy SR, Kwon GS (2004) The effects of Pluronic block copolymers on the aggregation state of nystatin. J Control Release 95:161–171PubMedGoogle Scholar
  27. Dai W, Guo Y, Zhang H, Wang X, Zhang Q (2015) Sylysia 350/Eudragit S100 solid nanomatrix as a promising system for oral delivery of cyclosporine A. Int J Pharm 478:718–725PubMedGoogle Scholar
  28. DeMario MD, Ratain MJ (1998) Oral chemotherapy: rationale and future directions. J Clin Oncol 16:2557–2567PubMedGoogle Scholar
  29. Desai N (2012) Challenges in development of nanoparticle-based therapeutics. AAPS J 14:282–295PubMedPubMedCentralGoogle Scholar
  30. Desai PP, Date AA, Patravale VB (2012) Overcoming poor oral bioavailability using nanoparticle formulations–opportunities and limitations. rug Discov Today Technol 9:87–95Google Scholar
  31. Dolenc A, Kristl J, Baumgartner S, Planinšek O (2009) Advantages of celecoxib nanosuspension formulation and transformation into tablets. Int J Pharm 376:204–212PubMedGoogle Scholar
  32. Elsabahy M, Wooley KL (2012) Design of polymeric nanoparticles for biomedical delivery applications. Chem Soc Rev 41:2545–2561PubMedPubMedCentralGoogle Scholar
  33. Francis MF, Cristea M, Winnik FM (2004) Polymeric micelles for oral drug delivery: why and how. Pure Appl Chem 76:1321–1335Google Scholar
  34. Francis MF, Cristea M, Winnik FM (2005) Exploiting the vitamin B12 pathway to enhance oral drug delivery via polymeric micelles. Biomacromol 6:2462–2467Google Scholar
  35. Gao L, Zhang D, Chen M (2008) Drug nanocrystals for the formulation of poorly soluble drugs and its application as a potential drug delivery system. J Nanopart Res 10:845–862Google Scholar
  36. Gaucher G, Satturwar P, Jones M-C, Furtos A, Leroux J-C (2010) Polymeric micelles for oral drug delivery. Eur J Pharm Biopharm 76:147–158PubMedGoogle Scholar
  37. Ghadi R, Dand N (2017) BCS class IV drugs: highly notorious candidates for formulation development. J Control Release 248:71–95PubMedGoogle Scholar
  38. Hao S, Wang Y, Wang B, Deng J, Liu X, Liu J (2013) Rapid preparation of pH-sensitive polymeric nanoparticle with high loading capacity using electrospray for oral drug delivery. Mater Sci Eng C 33:4562–4567Google Scholar
  39. Hornig S, Heinze T (2008) Efficient approach to design stable water-dispersible nanoparticles of hydrophobic cellulose esters. Biomacromology 9:1487–1492Google Scholar
  40. Hou J, Sun E, Zhang ZH, Wang J, Yang L, Cui L, Ke ZC, Tan XB, Jia XB, Lv H (2017) Improved oral absorption and anti-lung cancer activity of paclitaxel-loaded mixed micelles. Drug Deliv 24:261–269PubMedGoogle Scholar
  41. Hu M, Zhang J, Ding R, Fu Y, Gong T, Zhang Z (2017) Improved oral bioavailability and therapeutic efficacy of dabigatran etexilate via Soluplus-TPGS binary mixed micelles system. Drug Dev Ind Pharm 43:687–697PubMedGoogle Scholar
  42. Ishida O, Maruyama K, Sasaki K, Iwatsuru M (1999) Size-dependent extravasation and interstitial localization of polyethyleneglycol liposomes in solid tumor-bearing mice. Int J Pharm 190:49–56PubMedGoogle Scholar
  43. Italia J, Bhatt D, Bhardwaj V, Tikoo K, Kumar MR (2007) PLGA nanoparticles for oral delivery of cyclosporine: nephrotoxicity and pharmacokinetic studies in comparison to Sandimmune Neoral®. J Control Release 119:197–206PubMedGoogle Scholar
  44. Jia Z, Lin P, Xiang Y, Wang X, Wang J, Zhang X, Zhang Q (2011) A novel nanomatrix system consisted of colloidal silica and pH-sensitive polymethylacrylate improves the oral bioavailability of fenofibrate. Eur J Pharm Biopharm 79:126–134PubMedGoogle Scholar
  45. Joshi G, Kumar A, Sawant K (2014) Enhanced bioavailability and intestinal uptake of Gemcitabine HCl loaded PLGA nanoparticles after oral delivery. Eur J Pharm Sci 60:80–89PubMedGoogle Scholar
  46. Kabanov AV, Alakhov VY (2002) Pluronic® block copolymers in drug delivery: from micellar nanocontainers to biological response modifiers. Crit Rev Ther Drug Carrier Syst 19:72Google Scholar
  47. Kararli TT (1995) Comparison of the gastrointestinal anatomy, physiology, and biochemistry of humans and commonly used laboratory animals. Biopharm Drug Dispos 16:351–380PubMedGoogle Scholar
  48. Ke Z, Zhang Z, Wu H, Jia X, Wang Y (2017) Optimization and evaluation of Oridonin-loaded Soluplus(R)-Pluronic P105 mixed micelles for oral administration. Int J Pharm 518:193–202PubMedGoogle Scholar
  49. Keserü GM, Makara GM (2009) The influence of lead discovery strategies on the properties of drug candidates. Nat Rev Drug Discov 8:203–212PubMedGoogle Scholar
  50. Khandare J, Calderon M, Dagia NM, Haag R (2012) Multifunctional dendritic polymers in nanomedicine: opportunities and challenges. Chem Soc Rev 41:2824–2848PubMedGoogle Scholar
  51. Kojo Y, Matsunaga S, Suzuki H, Sato H, Seto Y, Onoue S (2017) Improved oral absorption profile of itraconazole in hypochlorhydria by self-micellizing solid dispersion approach. Eur J Pharm Sci 97:55–61PubMedGoogle Scholar
  52. Kumar S, Bhargava D, Thakkar A, Arora S (2013) Drug carrier systems for solubility enhancement of BCS class II drugs: a critical review. Crit Rev Ther Drug Carrier Syst 30:217–256PubMedGoogle Scholar
  53. Kumari A, Yadav SK, Yadav SC (2010) Biodegradable polymeric nanoparticles based drug delivery systems. Colloids Surf B 75:1–18Google Scholar
  54. Kwon GS (2003) Polymeric micelles for delivery of poorly water-soluble compounds. Crit Rev Ther Drug 20:357–403Google Scholar
  55. Kwon GS, Naito M, Yokoyama M, Okano T, Sakurai Y, Kataoka K (1995) Physical entrapment of adriamycin in AB block copolymer micelles. Pharmaceut Res 12:192–195Google Scholar
  56. Lee DS, Im H-J, Lee Y-S (2015) Radionanomedicine: widened perspectives of molecular theragnosis. Nanomed Nanotechnol Biol Med 11:795–810Google Scholar
  57. Li S-D, Huang L (2008) Pharmacokinetics and biodistribution of nanoparticles. Mol Pharm 5:496–504PubMedGoogle Scholar
  58. Li X, Xu Y, Chen G, Wei P, Ping Q (2008) PLGA nanoparticles for the oral delivery of 5-Fluorouracil using high pressure homogenization-emulsification as the preparation method and in vitro/in vivo studies. Drug Dev Ind Pharm 34:107–115PubMedGoogle Scholar
  59. Li J, Huang P, Chang L, Long X, Dong A, Liu J, Chu L, Hu F, Liu J, Deng L (2013) Tumor targeting and pH-responsive polyelectrolyte complex nanoparticles based on hyaluronic acid-paclitaxel conjugates and chitosan for oral delivery of paclitaxel. Macromol Res 21:1331–1337Google Scholar
  60. Li GL, Hu J, Wang H, Pilz-Allen C, Wang J, Qi T, Möhwald H, Shchukin DG (2017a) Polymer-decorated anisotropic silica nanotubes with combined shape and surface properties for guest delivery. Polymer 109:332–338Google Scholar
  61. Li M, Ioannidis N, Gogos C, Bilgili E (2017b) A comparative assessment of nanocomposites vs. amorphous solid dispersions prepared via nanoextrusion for drug dissolution enhancement. Eur J Pharm Biopharm 119:68–80PubMedGoogle Scholar
  62. Lipinski CA, Lombardo F, Dominy BW, Feeney PJ (1997) Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Deliver Rev 23:3–25Google Scholar
  63. Liu H, Webster TJ (2007) Nanomedicine for implants: a review of studies and necessary experimental tools. Biomaterials 28:354–369PubMedGoogle Scholar
  64. Liu Q, Chen S, Chen J, Du J (2015) An asymmetrical polymer vesicle strategy for significantly improving T 1 MRI sensitivity and cancer-targeted drug delivery. Macromolecules 48:739–749Google Scholar
  65. Lu Y, Park K (2013) Polymeric micelles and alternative nanonized delivery vehicles for poorly soluble drugs. Int J Pharm 453:198–214PubMedGoogle Scholar
  66. Lu C, Li X, Xia W, Lu S, Luo H, Ye D, Zhang Y, Liu D (2017) Poly(ε-benzyloxycarbonyl-l-lysine)-grafted branched polyethylenimine as efficient nanocarriers for indomethacin with enhanced oral bioavailability and anti-inflammatory efficacy. Acta Biomater 49:434–443PubMedGoogle Scholar
  67. Luo Z, Yan Z, Jin K, Pang Q, Jiang T, Lu H, Liu X, Pang Z, Yu L, Jiang X (2017) Precise glioblastoma targeting by AS1411 aptamer-functionalized poly(l-γ-glutamylglutamine)–paclitaxel nanoconjugates. J Colloid Interface Sci 490:783–796PubMedGoogle Scholar
  68. Makadia HK, Siegel SJ (2011) Poly lactic-co-glycolic acid (PLGA) as biodegradable controlled drug delivery carrier. Polymers 3:1377–1397PubMedPubMedCentralGoogle Scholar
  69. Mansour HM, Rhee YS, Wu X (2009) Nanomedicine in pulmonary delivery. Int J Nanomed 4:299–319Google Scholar
  70. Mittal G, Sahana D, Bhardwaj V, Kumar MR (2007a) Estradiol loaded PLGA nanoparticles for oral administration: effect of polymer molecular weight and copolymer composition on release behavior in vitro and in vivo. J Control Release 119:77–85PubMedGoogle Scholar
  71. Mittal G, Sahana D, Bhardwaj V, Kumar MR (2007b) Estradiol loaded PLGA nanoparticles for oral administration: effect of polymer molecular weight and copolymer composition on release behavior in vitro and in vivo. J Control Release 119:77–85PubMedGoogle Scholar
  72. Moretton MA, Glisoni RJ, Chiappetta DA, Sosnik A (2010) Molecular implications in the nanoencapsulation of the anti-tuberculosis drug rifampicin within flower-like polymeric micelles. Colloids Surf B 79:467–479Google Scholar
  73. Moretton MA, Cohen L, Lepera L, Bernabeu E, Taira C, Höcht C, Chiappetta DA (2014a) Enhanced oral bioavailability of nevirapine within micellar nanocarriers compared with Viramune®. Colloids Surf B 122:56–65Google Scholar
  74. Moretton MA, Taira C, Flor S, Bernabeu E, Lucangioli S, Höcht C, Chiappetta DA (2014b) Novel nelfinavir mesylate loaded d-α-tocopheryl polyethylene glycol 1000 succinate micelles for enhanced pediatric anti HIV therapy: in vitro characterization and in vivo evaluation. Colloids Surf B 123:302–310Google Scholar
  75. Nagarajan R (1999) Solubilization of hydrocarbons and resulting aggregate shape transitions in aqueous solutions of Pluronic®(PEO–PPO–PEO) block copolymers. Colloids Surf B 16:55–72Google Scholar
  76. Nassar T, Rom A, Nyska A, Benita S (2009) Novel double coated nanocapsules for intestinal delivery and enhanced oral bioavailability of tacrolimus, a P-gp substrate drug. J Control Release 133:77–84PubMedGoogle Scholar
  77. Norris DA, Puri N, Sinko PJ (1998) The effect of physical barriers and properties on the oral absorption of particulates. Adv Drug Deliver Rev 34:135–154Google Scholar
  78. Pelaz B, Alexiou C, Alvarez-Puebla RA, Alves F, Andrews AM, Ashraf S, Balogh LP, Ballerini L, Bestetti A, Brendel C, Bosi S, Carril M, Chan WC, Chen C, Chen X, Chen X, Cheng Z, Cui D, Du J, Dullin C, Escudero A, Feliu N, Gao M, George M, Gogotsi Y, Grunweller A, Gu Z, Halas NJ, Hampp N, Hartmann RK, Hersam MC, Hunziker P, Jian J, Jiang X, Jungebluth P, Kadhiresan P, Kataoka K, Khademhosseini A, Kopecek J, Kotov NA, Krug HF, Lee DS, Lehr CM, Leong KW, Liang XJ, Ling Lim M, Liz-Marzan LM, Ma X, Macchiarini P, Meng H, Mohwald H, Mulvaney P, Nel AE, Nie S, Nordlander P, Okano T, Oliveira J, Park TH, Penner RM, Prato M, Puntes V, Rotello VM, Samarakoon A, Schaak RE, Shen Y, Sjoqvist S, Skirtach AG, Soliman MG, Stevens MM, Sung HW, Tang BZ, Tietze R, Udugama BN, VanEpps JS, Weil T, Weiss PS, Willner I, Wu Y, Yang L, Yue Z, Zhang Q, Zhang Q, Zhang XE, Zhao Y, Zhou X, Parak WJ (2017) Diverse applications of nanomedicine. ACS Nano 11:2313–2381PubMedPubMedCentralGoogle Scholar
  79. Pierri E, Avgoustakis K (2005) Poly(lactide)-poly(ethylene glycol) micelles as a carrier for griseofulvin. J Biomed Mater Res A 75a:639–647Google Scholar
  80. Plapied L, Duhem N, des Rieux A, Préat V (2011) Fate of polymeric nanocarriers for oral drug delivery. Curr Opin Colloid Interface 16:228–237Google Scholar
  81. Pridgen EM, Alexis F, Farokhzad OC (2015) Polymeric nanoparticle drug delivery technologies for oral delivery applications. Expert Opin Drug Deliv 12:1459–1473PubMedPubMedCentralGoogle Scholar
  82. Prietl B, Meindl C, Roblegg E, Pieber T, Lanzer G, Fröhlich E (2014) Nano-sized and micro-sized polystyrene particles affect phagocyte function. Cell Biol Toxicol 30:1–16PubMedGoogle Scholar
  83. Primard C, Rochereau N, Luciani E, Genin C, Delair T, Paul S, Verrier B (2010) Traffic of poly(lactic acid) nanoparticulate vaccine vehicle from intestinal mucus to sub-epithelial immune competent cells. Biomaterials 31:6060–6068PubMedGoogle Scholar
  84. Qin B, Liu L, Pan Y, Zhu Y, Wu X, Song S, Han G (2017) PEGylated solanesol for oral delivery of coenzyme Q10. J Agric Food Chem 65:3360–3367PubMedGoogle Scholar
  85. Quan P, Shi K, Piao H, Piao H, Liang N, Xia D, Cui F (2012) A novel surface modified nitrendipine nanocrystals with enhancement of bioavailability and stability. Int J Pharm 430:366–371PubMedGoogle Scholar
  86. Rao JP, Geckeler KE (2011) Polymer nanoparticles: preparation techniques and size-control parameters. Prog Polym Sci 36:887–913Google Scholar
  87. Ricarte RG, Li Z, Johnson LM, Ting JM, Reineke TM, Bates FS, Hillmyer MA, Lodge TP (2017) Direct observation of nanostructures during aqueous dissolution of polymer/drug particles. Macromolecules 50:3143–3152Google Scholar
  88. Russell-Jones G (1996) The potential use of receptor-mediated endocytosis for oral drug delivery. Adv Drug Deliver Rev 20:83–97Google Scholar
  89. Saha M (2009) Nanomedicine: promising tiny machine for the healthcare in future-a review. Oman Med J 24:242PubMedPubMedCentralGoogle Scholar
  90. Sahana D, Mittal G, Bhardwaj V, Kumar M (2008) PLGA nanoparticles for oral delivery of hydrophobic drugs: influence of organic solvent on nanoparticle formation and release behavior in vitro and in vivo using estradiol as a model drug. J Pharm Sci 97:1530–1542PubMedGoogle Scholar
  91. Sahu BP, Das MK (2014) Nanosuspension for enhancement of oral bioavailability of felodipine. Appl Nanosci 4:189–197Google Scholar
  92. Schillén K, Glatter O, Brown W (1993) Characterization of a PEO-PPO-PEO block copolymer system. Trends Colloid Interface Sci VII:66–71Google Scholar
  93. Sharma M, Sharma R, Jain DK (2016) Nanotechnology based approaches for enhancing oral bioavailability of poorly water soluble antihypertensive drugs. Scientifica (Cairo) 2016:8525679Google Scholar
  94. Shih Y-H, Luo T-Y, Chiang P-F, Yao C-J, Lin W-J, Peng C-L, Shieh M-J (2017) EGFR-targeted micelles containing near-infrared dye for enhanced photothermal therapy in colorectal cancer. J Control Release 258:196–207PubMedGoogle Scholar
  95. Shin IG, Kim SY, Lee YM, Cho CS, Sung YK (1998) Methoxy poly (ethylene glycol)/ϵ-caprolactone amphiphilic block copolymeric micelle containing indomethacin.: I. Preparation and characterization. J Control Release 51:1–11PubMedGoogle Scholar
  96. Silva DS, Almeida A, Prezotti F, Cury B, Campana-Filho SP, Sarmento B (2017) Synthesis and characterization of 3,6-O,O’-dimyristoyl chitosan micelles for oral delivery of paclitaxel. Colloids Surf B 152:220–228Google Scholar
  97. Sim T, Lim C, Hoang NH, Joo H, Lee JW, Kim D-w, Lee ES, Youn YS, Kim JO, Oh KT (2016) Nanomedicines for oral administration based on diverse nanoplatform. J Pharm Investig 46:351–362Google Scholar
  98. Simon LC, Stout RW, Sabliov C (2016) Bioavailability of orally delivered alpha-tocopherol by poly(lactic-co-glycolic) acid (PLGA) nanoparticles and chitosan covered PLGA nanoparticles in F344 rats. Nanobiomedicine 3:8PubMedPubMedCentralGoogle Scholar
  99. Singh R, Lillard JW (2009) Nanoparticle-based targeted drug delivery. Exp Mol Pathol 86:215–223PubMedPubMedCentralGoogle Scholar
  100. Song C, Labhasetwar V, Murphy H, Qu X, Humphrey W, Shebuski R, Levy R (1997) Formulation and characterization of biodegradable nanoparticles for intravascular local drug delivery. J Control Release 43:197–212Google Scholar
  101. Sood A, Panchagnula R (2001) Peroral route: an opportunity for protein and peptide drug delivery. Chem Rev 101:3275–3304PubMedGoogle Scholar
  102. Tortora GJ, Nielsen MT (1999) Principles of human anatomy. Wiley, New York, p 257Google Scholar
  103. van Stam J, Creutz S, De Schryver FC, Jérôme R (2000) Tuning of the exchange dynamics of unimers between block copolymer micelles with temperature, cosolvents, and cosurfactants. Macromolecules 33:6388–6395Google Scholar
  104. Van Eerdenbrugh B, Stuyven B, Froyen L, Van Humbeeck J, Martens JA, Augustijns P, Van den Mooter G (2009) Downscaling drug nanosuspension production: processing aspects and physicochemical characterization. AAPS PharmSciTech 10:44–53PubMedPubMedCentralGoogle Scholar
  105. Wang X-Q, Zhang Q (2012) pH-sensitive polymeric nanoparticles to improve oral bioavailability of peptide/protein drugs and poorly water-soluble drugs. Eur J Pharm Biopharm 82:219–229PubMedGoogle Scholar
  106. Win KY, Feng S-S (2005) Effects of particle size and surface coating on cellular uptake of polymeric nanoparticles for oral delivery of anticancer drugs. Biomaterials 26:2713–2722PubMedGoogle Scholar
  107. Winnik FM, Regismond STA (1996) Fluorescence methods in the study of the interactions of surfactants with polymers. Colloid Surf A 118:1–39Google Scholar
  108. Wu L, Zhang J, Watanabe W (2011) Physical and chemical stability of drug nanoparticles. Adv Drug Deliver Rev 63:456–469Google Scholar
  109. Wu X, Ge W, Shao T, Wu W, Hou J, Cui L, Wang J, Zhang Z (2017) Enhancing the oral bioavailability of biochanin A by encapsulation in mixed micelles containing Pluronic F127 and Plasdone S630. Int J Nanomed 12:1475–1483Google Scholar
  110. Xu W, Ling P, Zhang T (2013) Polymeric micelles, a promising drug delivery system to enhance bioavailability of poorly water-soluble drugs. J Drug Deliv 2013:15Google Scholar
  111. Yadollahi R, Vasilev K, Simovic S (2015) Nanosuspension technologies for delivery of poorly soluble drugs. J Nanomater 2015:1Google Scholar
  112. Yamamoto Y, Yasugi K, Harada A, Nagasaki Y, Kataoka K (2002) Temperature-related change in the properties relevant to drug delivery of poly(ethylene glycol)–poly (d, l-lactide) block copolymer micelles in aqueous milieu. J Control Release 82:359–371PubMedGoogle Scholar
  113. Yin Y, Chen D, Qiao M, Lu Z, Hu H (2006) Preparation and evaluation of lectin-conjugated PLGA nanoparticles for oral delivery of thymopentin. J Control Release 116:337–345PubMedGoogle Scholar
  114. Yokoyama M, Sugiyama T, Okano T, Sakurai Y, Naito M, Kataoka K (1993) Analysis of micelle formation of an adriamycin-conjugated poly (ethylene glycol)–poly (aspartic acid) block copolymer by gel permeation chromatography. Pharmaceut Res 10:895–899Google Scholar
  115. Yu H, Xia D, Zhu Q, Zhu C, Chen D, Gan Y (2013) Supersaturated polymeric micelles for oral cyclosporine A delivery. Eur J Pharm Biopharm 85:1325–1336PubMedGoogle Scholar
  116. Zeng YC, Li S, Liu C, Gong T, Sun X, Fu Y, Zhang ZR (2017) Soluplus micelles for improving the oral bioavailability of scopoletin and their hypouricemic effect in vivo. Acta Pharmacol Sin 38:424–433PubMedPubMedCentralGoogle Scholar
  117. Zhang CL, Li C, Liu YL, Zhang JP, Bao CC, Liang SJ, Wang Q, Yang Y, Fu HL, Wang K, Cui DX (2015) Gold nanoclusters-based nanoprobes for simultaneous fluorescence imaging and targeted photodynamic therapy with superior penetration and retention behavior in tumors. Adv Funct Mater 25:1314–1325Google Scholar
  118. Zhou Z, Forbes RT, D’Emanuele A (2017) Preparation of core-crosslinked linear-dendritic copolymer micelles with enhanced stability and their application for drug solubilisation. Int J Pharm 523:260–269PubMedGoogle Scholar
  119. Zhu H, Wang Y, Hussain A, Zhang Z, Shen Y, Guo S (2017) Nanodiamond mediated co-delivery of doxorubicin and malaridine to maximize synergistic anti-tumor effects on multi-drug resistant MCF-7/ADR cells. J Mater Chem B 5:3531–3540Google Scholar

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© The Korean Society of Pharmaceutical Sciences and Technology 2017

Authors and Affiliations

  1. 1.Division of Molecular Pharmaceutics and Drug Delivery Austin, College of PharmacyThe University of Texas at AustinAustinUSA

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