Bioadhesive properties of pegylated nanoparticles

Expert Opinion on Drug Delivery

Volumn 2, Issue 2, 2005, Pages 205-218

  Yoncheva, Krassimira ^a,c   Gómez, Sara ^a   Campanero, Miguel Angel ^b   Gamazo, Carlos ^a   Irache, Juan M ^a  

^a UNIVERSITY OF NAVARRA   (Spain)

^b UNIVERSITY CLINIC OF NAVARRA   (Spain)

^c MEDICAL UNIVERSITY OF SOFIA   (Bulgaria)

Author keywords

Bioadhesion; Nanoparticles; Oral delivery; Polyethylene glycol

Indexed keywords

ADJUVANT; CHITOSAN; CYANOACRYLATE; DNA VACCINE; DRUG; DRUG CARRIER; MACROGOL; NANOPARTICLE; POLYCAPROLACTONE; POLYGLACTIN; POLYLACTIC ACID; PROPYLENE GLYCOL; PYRAN COPOLYMER; TETANUS TOXOID;

AREA UNDER THE CURVE; CHEMICAL STRUCTURE; CONFORMATION; DRUG ABSORPTION; DRUG ACCUMULATION; DRUG ADMINISTRATION ROUTE; DRUG ADSORPTION; DRUG BIOAVAILABILITY; DRUG DESIGN; DRUG ELIMINATION; DRUG LIVER LEVEL; DRUG PENETRATION; DRUG STABILITY; DRUG TARGETING; GASTROINTESTINAL TRACT; HUMAN; INTESTINE CELL; MEAN RESIDENCE TIME; NONHUMAN; RAT; REVIEW; SMALL INTESTINE MUCOSA; STOMACH MUCOSA; THEORY; TISSUE INTERACTION;

ADHESIVENESS; ADMINISTRATION, INTRANASAL; ADMINISTRATION, ORAL; ANIMALS; DRUG DELIVERY SYSTEMS; ENTEROCYTES; EPITHELIUM, CORNEAL; INTESTINAL ABSORPTION; MALEATES; NANOSTRUCTURES; NASAL MUCOSA; PARTICLE SIZE; PHARMACEUTICAL PREPARATIONS; POLYETHYLENE GLYCOLS; POLYETHYLENES; RATS; SURFACE PROPERTIES;

EID: 23644437127     PISSN: 17425247     EISSN: None     Source Type: Journal    
DOI: 10.1517/17425247.2.2.205     Document Type: Review

References (98)

1. FEYNMANN R: There's plenty of room at the bottom. Science (1991) 254:1300-1301.
2. MAZZOLA L: Commercializing nanotechnology. Nat. Biotechnol. (2003) 21:1137-1143.
3. KREUTER J: Peroral administration of nanoparticles. Adv. Drug Deliv. Rev. (1991) 7:71-86.
4. ZIMMER A, KREUTER J: Microspheres and nanoparticles used in ocular delivery systems. Adv. Drug Deliv. Rev. (1995) 16:61-73.
5. GREF R, MINAMITAKE Y, PERACCHIA MT, TRUBETSKOY V, TORCHILIN V, LANGER R: Biodegradable long-circulating polymeric nanospheres. Science (1994) 263:1600-1603.
6. PERACCHIA MT, FATTAL E, DESMAELE D et al.: Stealth pegylated polycyanoacrylate nanoparticles for intravenous administration and splenic targeting. J. Control. Release (1999) 60:121-128.
7. GREF R, DOMB A, QUELLEC P et al.: The controlled intravenous delivery of drugs using PEG-coated sterically stabilized nanospheres. Adv. Drug Deliv. Rev. (1995) 16:215-233.
8. TORCHILIN V, TRUBETSKOY VS: Which polymers can make nanoparticulate carriers long-circulating? Adv. Drug Del. Rev. (1995) 16:141-155.
9. YOKOYAMA M, OKANO T, SAKURAI Y, EKIMOTO H, SHIBAZAKI C, KATAOKA K: Toxicity and antitumor activity against solid tumors of micelle-forming polymeric anticancer drug and its extremely long circulation in blood. Cancer Res. (1991) 51:3229-3236.
10. PERACCHIA MT, VAUTHIER C, PUISIEUX F, COUVREUR P: Development of sterically stabilized poly(isobutyl 2-cyanoacrylate) nanoparticles by chemical coupling of poly(ethylene glycol). J. Biomed. Mater. Res. (1997) 34:317-326.
11. OTSUKA H, NAGASAKI Y, KATAOKA K: Pegylated nanoparticles for biological and pharmaceutical applications. Adv. Drug Deliv. Rev. (2003) 55:403-419.
12. HOLMBERG K, BERGSTROM K, BRINK C, ÖSTERBERG E, TIBERG F, HARRIS JM: Effects on protein adsorption, bacterial adhesion and contact angle of grafting PEG chains to polystyrene. J. Adhesive Sci. Technol. (1993) 7:503-517.
13. DEIBLE CR, BECKMAN EJ, RUSSELL AJ, WAGNER WR: Creating molecular barriers to acute platelet deposition on damaged arteries with reactive polyethylene glycol. J. Biomed. Mater. Res. (1998) 41:251-256.
14. JO S, PARK K: Surface modification using silanated poly(ethylene glycol)s. Biomaterials (2000) 21:605-616.
15. GREF R, LUCK M, QUELLEC P et al.: 'Stealth' corona-core nanoparticles surface modified by polyethylene glycol (PEG): influences of the corona (PEG chain length and surface density) and of the core composition on phagocytic uptake and plasma protein adsorption. Colloids Surf. B. Biointerf. (2000) 18:201-213.
16. CALVO P, GOURITIN B, CHACUN H et al.: Long-circulating pegylated polycyanoacrylate nanoparticles as new drug carrier for brain delivery. Pharm. Res. (2001) 18:1157-1166.
17. PERACCHIA MT, VAUTHIER C, PASSIRANI C, COUVREUR P, LABARRE D: Complement consumption by poly(ethylene glycol) in different conformations chemically coupled to poly(isobutyl 2-cyanoacrylate) nanoparticles. Life Sci. (1997) 61:749-761.
18. BAZILE D, PRUD'HOMME C, BASSOULLET MT, MARLARD M, SPENLEHAUER G, VEILLARD M: Stealth Me.PEG-PLA nanoparticles avoid uptake by the mononuclear phagocytes system. J. Pharm. Sci. (1995) 84:493-498.
19. TORCHILIN VP: Polymer-coated long-circulating microparticulate pharmaceuticals. J. Microencapsulation (1998) 15:1-19.
20. MOSQUEIRA V, LEGRAND P, GULIK A et al.: Relationship between complement activation, cellular uptake and surface physicochemical aspects of novel PEG-modified nanocapsules. Biomaterials (2001) 22:2967-2979.
21. STOLNIK S, ILLUM L, DAVIS SS: Long circulating microparticulate drug carriers. Adv. Drug Deliv. Rev. (1995) 16:195-214.
22. DE JAEGHERE F, ALLEMANN E, FEIJEN J, KISSEL T, DOELKER E, GURNY R: Cellular uptake of PEO surface-modified nanoparticles: evaluation of nanoparticles made of PLA:PEO diblock and triblock copolymers. J. Drug Target. (2000) 8:143-153.
23. PEREZ C, SANCHEZ A, PUTNAM D, TING D, LANGER R, ALONSO MJ: Poly(lactic acid)-poly(ethylene glycol) nanoparticles as new carriers for the delivery of plasmid DNA. J. Control. Release (2001) 75:211-224.
24. AVGOUSTAKIS K, BELETSI A, PANAGI Z et al.: Effect of copolymer composition on the physicochemical characteristics, in vitro stability, and biodistribution of PLGA-mPEG nanoparticles. Int. J. Pharm. (2003) 259:115-127
25. BOUILLOT P, PETIT A, DELLACHERIE E: Protein encapsulation in biodegradable amphiphilic microspheres I. Polymer synthesis and characterization, and microsphere elaboration. J. Appl. Pol. Sci. (1998) 68:1695-1702.
26. PERACCHIA MT, DESMAËLE D, COUVREUR P, D'ANGELO, J: Synthesis of a novel poly(MePEG cyanoacrylate-co-alkyl cyanoacrylate) amphiphilic copolymer for nanoparticle technology. Macromolecules (1997) 30:846-851.
27. STELLA B, ARPICCO S, PERACCHIA MT et al.: Design of folic acid-conjugated nanoparticles for drug targeting. J. Pharm. Sci. (2000) 89:1452-1464.
28. LI YP, PEI YY, ZHOU ZH et al.: Stealth polycyanoacrylate nanoparticles as tumor necrosis factor-alpha carriers: pharmacokinetics and anti-tumor effects. Biol. Pharm. Bull. (2001) 24:662-665.
29. KAUL G, AMIJI M: Long-circulating poly(ethylene glycol)-modified gelatin nanoparticles for intracellular delivery. Pharm Res. (2002) 19:1061-1067.
30. PANAGI Z, BELETSI A, EVANGELATOS G, LIVANIOU E, ITHAKISSIOS DS, AVGOUSTAKIS K: Effect of dose on the biodistribution and pharmacokinetics of PLGA and PLGA-mPEG nanoparticles. Int. J. Pharm. (2001) 221:143-152.
31. HRKACH JS, PERACCHIA MT, DOMB A, LOTAN N, LANGER R: Nanotechnology for biomaterials engineering: structural characterization of amphiphilic polymeric nanoparticles by 1H NMR spectroscopy. Biomaterials (1997) 18:27-30.
32. VILA A, SÁNCHEZ A, PÉREZ C, ALONSO MJ: PLA-PEG nanospheres: new carriers for transmucosal delivery of proteins and plasmid DNA. Polym. Adv. Technol. (2002) 13:51-58.
33. SHAH S, ZHU K, PITT C: Poly-DL-lactic acid:polyethylene glycol block copolymers. The influence of polyethylene glycol on the degradation of Poly-DL-lactic acid. J. Biomater. Sci. Polymer Edn. (1994) 5:412-431.
34. PERACCHIA MT, GREG R, MINAMITAKE Y, DOMB A, LOTAN N, LANGER R: PEG coated nanospheres from amphiphilic diblock and multiblock copolymers: investigation of their drug encapsulation and release characteristics. J. Control. Release (1997) 46:223-231.
35. QUELLEC P, GREF R, PERRIN L et al.: Protein encapsulation within polyethylene glycol-coated nanospheres. I. Physicochemical characterization. J. Biomed. Mater. Res. (1998) 42:45-54.
36. FONTANA G, LICCLARDI M, MANSUETO S, SCHILLACI D, GIAMMONA G: Amoxicillin-loaded polyethylcyanoacrylate nanoparticles: influence of PEG coating on the particle size, drug release rate and phagocytic uptake. Biomaterials (2001) 22:2857-2865.
37. ARBOS P, WIRH M, ARANGOA MA, GABOR F, IRACHE JM: Gantrez® AN as a new polymer for the preparation of ligand-nanoparticle conjugates. J. Control. Release (2002) 83:321-330.
38. LADAVIERE C, DELAIR T, DOMARD A, NOVELLI-ROUSSEAU A, MANDRAND B, MALLET F: Covalent immobilization of proteins onto (maleic anhydride-alt-methyl vinyl ether) copolymers: enhanced immobilization of recombinant proteins. Bioconj. Chem. (1998) 9:655-661.
39. ISOSAKI K, SENO N, MATSUMOTO I: Immobilization of protein ligands with methyl vinyl ether - maleic anhydride copolymer. J. Chromatog. (1992) 597:123-128.
40. YONCHEVA K, CAMPANERO MA, IRACHE JM: Bioadhesive properties of pegylated nanoparticles. Proceedings of the European Conference on Drug Delivery and Pharmaceutical Technology. Sevilla, Spain (2004):48.
41. YONCHEVA K, LIZARRAGA E, IRACHE JM: Pegylated nanoparticles based on poly(methyl vinyl ether-co-maleic anhydride): preparation and evaluation of their bioadhesive properties. Eur. J. Pharm. Sci. (In press).
42. LADAVIERE C, DELAIR T, DOMARD A, PICHOT C, MANDRAND B: Covalent immobilization of bovine serum albumin onto (maleic anhydride-alt-methyl vinyl ether) copolymers. J. Apll. Polymer Sci. (1999) 72:1565-1572.
43. PEPPAS NA, BURI PA: Surface, interfacial and molecular aspects of polymer bioadhesion on soft tissues. J. Control. Release (1985) 2:257-275.
44. DURRER C, IRACHE JM, PUISIEUX F, DUCHENE D, PONCHEL G: Mucoadhesion of latexes. I. Analytical methods and kinetic studies. Pharm. Res. (1994) 11:674-679.
45. DURRER C, IRACHE JM, PUISIEUX F, DUCHENE D, PONCHEL G: Mucoadhesion of latexes. II. Adsorption isotherms and desorption studies. Pharm. Res. (1994) 11:680-683.
46. SANDERS NN, DE SMEDT SC, VAN ROMPAEY E, SIMOENS P, DE BAETS F, DEMEESTER J: Cystic fibrosis sputum: a barrier to the transport of nanospheres. Am. J. Respir. Crit. Care Med. (2000) 162:1905-1911.
47. BERG RD: Bacterial translocation from the gastrointestinal tract. Adv. Exp. Med. Biol. (1999) 473:11-30.
48. BANERJEE R, DAS S, MUKHOPADHYAY K, NAG S, CHAKRABORTTY A, CHAUDHURI K: Involvement of in vivo induced cheY-4 gene of Vibrio cholerae in motility, early adherence to intestinal epithelial cells and regulation of virulence factors. FEBS Lett. (2002) 532:221-226.
49. WORKU ML, SIDEBOTHAM RL, BARON JH et al.: Motility of Helicobacter pylori in a viscous environment. Eur. J. Gastroenterol. Hepatol. (1999) 11:1143-1150.
50. VOLKHEIMER G, SCHULZ FH: The phenomenon of persorption. Digestion (1968) 1:213-218.
51. BROOKING J, DAVIS SS, ILLUM L: Transport of nanoparticles across the rat nasal mucosa. J. Drug Target. (2001) 9:267-279.
52. NORRIS DA, SINKO PJ: Effect of size, surface charge, and hydrophobicity on the translocation of polystyrene microspheres through gastrointestinal mucin. J. Appl. Polym. Sci. (1997) 11:1481-1492.
53. FLORENCE AT, HILLERY AM, HUSSAIN N, JANI PU: Factors affecting the oral uptake and translocation of polystyrene nanoparticles: histological and analytical evidence. J. Drug Target. (1995) 3:65-70.
54. FLORENCE AT: The oral absorption of micro and nanoparticulates: neither exceptional nor unusual. Pharm. Res. (1997) 14:259-266.
55. FLORENCE AT: Issues in oral nanoparticle drug carrier uptake and targeting. J. Drug Target. (2004) 12:65-70.
56. PONCHEL G, IRACHE JM: Specific and non-specific bioadhesive particulates for oral delivery. Adv. Drug Del. Rev. (1998) 34:191-219.
57. IRACHE JM, DURRER C, DUCHÊNE D, PONCHEL G: Bioadhesion of lectin-latex conjugates to rat intestinal mucosa. Pharm. Res. (1996) 13:1714-1717.
58. HUSSAIN N, JANI PU, FLORENCE AT: Enhanced oral uptake of tomato lectin conjugated nanoparticles in the rat. Pharm. Res. (1997) 14:613-618.
59. DAWSON GF, HALBERT GW: The in vitro cell association of invasin coated polylactide-co-glycolide nanoparticles. Pharm. Res. (2000) 17:1420-1425.
60. RUSSELL-JONES GJ, ARTHUR L, WALKER H: Vitamin B12-mediated transport of nanoparticles across Caco-2 cells. Int. J. Pharm. (1999) 179:247-255.
61. DE ASCENTIIS A, DEGRAZIA JL, BOWMAN CN, COLOMBO P, PEPPAS NA: Mucoadhesion of poly(2-hydroxyethyl methacrylate) is improved when linear poly(ethylene oxide) chains are added to the polymer network. J. Control. Release (1995) 33:197-201.
62. PEPPAS NA: Molecular calculations of poly(ethylene glycol) transport across a swollen poly(acylic acid)/mucin interface. J. Biomater. Sci. Polymer Edn. (1998) 9:535-542.
63. LELE BS, HOFFMAN AS: Mucoadhesive carriers based on complexes of poly(acrylic acid) and pegylated drugs having hydrolysable PEG-anhydride-drug linkage. J. Control Release (2000) 69:237-248.
64. HUANG Y, LEOBANDUNG W, FOSS A, PEPPAS N: Molecular aspects of muco- and bioadhesion: tethered structures and site-specific surfaces. J. Control. Release (2000) 65:63-71.
65. TOBIO M, SANCHEZ A, VILA A et al.: The role of PEG on the stability in digestive fluids and in vivo fate of PEG-PLA nanoparticles following oral administration. Colloid Surf. B. Biointerf. (2000) 18:315-323.
66. PATAI S, RAPPOPORT Z: The chemistry of sulphur-containing functional groups. John Wiley & Sons, Chichester, UK (1993).
67. ARBOS P, ARANGOA MA, CAMPANERO MA, IRACHE JM: Quantification of the bioadhesive properties of protein-coated PVM/MA nanoparticles. Int. J. Pharm. (2002) 242:129-236.
68. ARBOS P, CAMPANERO MA, ARANGOA MA, RENEDO MJ, IRACHE JM: Influence of the surface characterisitics of PVM/MA nanoparticles on their bioadhesive properties. J. Control. Release (2003) 89:19-30.
69. DUCHÊNE D, PONCHEL G: Bioadhesion of solid oral dosage forms, why and how? Eur. J. Pharm. Biopharm. (1997) 44:15-23.
70. SHIMODA J, ONISHI H, MACHIDA Y: Bioadhesive characteristics of chitosan microspheres to the mucosa of rat small intestine. Drug Dev. Ind. Pharm. (2001) 27:67-576.
71. CHICKERING DE, JACOB JS, DESAI TA et al.: Bioadhesive microspheres: III. An in vivo transit and bioavaibility study of drug-loaded alginate and poly(fumaric-co-sebacic anhydride) microspheres. J. Control. Release (1997) 48:35-46.
72. CARINO GP, JACOB JS, MATHIOWITZ E: Nanosphere based oral insulin delivery. J. Control. Release (2000) 65:261-269.
73. ARANGOA MA, CAMPANERO MA, RENEDO MJ, PONCHEL G, IRACHE JM: Gliadin nanoparticles as carriers for the oral administration of lipophilic drugs. Relationships between bioadhesion and pharmacokinetics. Pharm. Res. (2001) 18:1521-1527.
74. BEHRENS I, PENA AI, ALONSO JM, KISSEL T. Comparative uptake studies of bioadhesive and non-bioadhesive nanoparticles in human intestinal cell lines and rats: the effect of mucus on particle adsorption and transport. Pharm. Res. (2002) 19:1185-1193.
75. DUNN SE, COOMBES AG, GARNETT MC, DAVIS SS, DAVIES MC, ILLUM L: In vitro cell interaction and in vivo biodistribution of poly(lactide-co-glycolide) nanospheres surface modified by poloxamer and poloxamine copolymers. J. Control. Release (1997) 44:65-76.
76. IWANAGA K, ONO S, NARIOKA K et al.: Application of surface-coated liposomes for oral delivery of peptide: Effects of coating the liposome's surface on the GI transit of insulin. J. Pharm. Sci. (1999) 88:248-252.
77. VILA A, Gill H, MCCALLION O, ALONSO MJ: Transport of PLA-PEG particles across the nasal mucosa: effect of particle size and PEG coating density. J. Control. Release (2004) 98:231-244.
78. VILA A, SANCHEZ A, EVORA C, SORIANO I, VILA JATO JL, ALONSO MJ: PEG-PLA nanoparticles as carriers for nasal vaccine delivery. J. Aerosol. Med. (2004) 17:174-185.
79. PONCHEL G, MONTISCI MJ, DEMBRI A, DURRER C, DUCHÊNE D: Mucoadhesion of colloidal particulate systems in the gastrointestinal tract. Eur. J. Pharm. Biopharm. (1997) 44:25-31.
80. DEVISSAGUET JP, FESSI H, AMMOURY N, BARRATT G: Colloidal drug delivery systems for gastrointestinal application. In: Drug targeting and delivery - concepts in dosage form design. HE Junginger (Ed.), Ellis Horwood, NY, USA (1992):71-91.
81. HILLERY AM, JANI PU, FLORENCE AT: Comparative, quantitative study of lymphoid and non-lymphoid uptake of 60 nm polystyrene particles. J. Drug Target. (1994) 2:151-156.
82. FLORENCE AT, HUSSAIN N: Transcytosis of nanoparticle and dendrimer delivery systems: evolving vistas. Adv. Drug Deliv. Rev. (2001) 50:S69-S89.
83. ALPAR HO, FIELD WN, HYDE R, LEWIS DA: The transport of microspheres from the gastro-intestinal tract to inflammatory air pouches in the rat. J. Pharm. Pharmacol. (1989) 41:194-196.
84. MAURER M, SEIDEL-GUYENOT W, METZ M, KNOP J, STEINBRINK K: Critical role of IL-10 in the induction of low zone tolerance to contact allergens. J. Clin. Invest. (2003) 112:432-439.
85. ADACHI M, ODA N, KOKUBU F, MINOGUCHI K: IL-10 induces a Th2 cell tolerance in allergic asthma. Int. Arch. Allergy Immunol. (1999) 118:391-394.
86. ADORINI L: Cytokine-based immunointervention in the treatment of autoimmune diseases. Clin. Exp. Immunol. (2003) 132:185-192.
87. STAMPFLI MR, CWIARTKA M, GAJEWSKA BU et al.: Interleukin-10 gene transfer to the airway regulates allergic mucosal sensitization in mice. Am. J. Respir. Cell Mol. Biol. (1999) 21:586-596.
88. BLASER K, AKDIS A: Interleukin-10, T regulatory cells and specific allergy treatment. Clin. Exp. Allergy (2004) 34:328-331.
89. GURNY R, IBRAHIM H, AEBI A et al.: Design and evaluation of controlled release system for the eye. J. Control. Release (1987) 6:367-373.
90. DESHPANDE AA, HELLER J, GURNY R: Biodegradable polymers for ocular drug delivery. Crit. Rev. Ther. Drug Carrier Syst. (1998) 15:381-420.
91. DE CAMPOS AM, SANCHEZ A, GREF R, CALVO P, ALONSO MJ: The effect of a PEG versus a chitosan coating on the interaction of drug colloidal carriers with the ocular mucosa. Eur. J. Pharm. Sci. (2003) 20:73-81.
92. TOBIO M, GREF R, SANCHEZ A, LANGER R, ALONSO MJ: Stealth PLA-PEG nanoparticles as protein carriers for nasal administration. Pharm. Res. (1998) 15:270-275.
93. FRESTA M, FONTANA G, BUCOLO C, CAVALLARO G, GLAMMONA G, PUGLISI G: Ocular tolerability and in vivo bioavailability of poly(ethylene glycol) (PEG)-coated polyethyl-2-cyanoacrylate nanosphere-encapsulated acyclovir. J. Pharm. Sci. (2001) 90:288-297.
94. GIANNAVOLA C, BUCOLO C, MALTESE A et al.: Influence of preparation conditions on acyclovir-loaded poly-D,L-lactic acid nanospheres and effect of PEG coating on ocular drug bioavailability. Pharm. Res. (2003) 20:584-590.
95. CAVALLARO G, FRESTA M, GIAMMONA G, PUGLISI G, VILLARI A: Entrapment of β-lactams antibiotics on polyethylcyanoacrylate nanoparticles. Studies on the possible in vivo application of this colloidal delivery system. Int. J. Pharm. (1994) 111:31-41.
96. VILA A, SANCHEZ A, TOBIO M, CALVO P, ALONSO MJ: Design of biodegradable particles for protein delivery. J. Control. Release (2002) 78:15-24.
97. MCCORMICK BA, MILLER SI, CARNES D, MADARA JL: Transepithelial signaling to neutrophils by salmonellae: a nouvel virulence mechanism for gastroenteritis. Infect. Immun. (1995) 63:2302-2309.
98. RESCIGNO M, URBANO M, VALZASINA B et al.: Dendritic cells express tight junction proteins and penetrate gut epithelial monolayers to sample bacteria. Nature Immunol. (2001) 2:361-367.