Impact of the Emulsification-diffusion method on the development of pharmaceutical nanoparticles

Recent Patents on Drug Delivery and Formulation

Volumn 6, Issue 3, 2012, Pages 184-194

  Quintanar Guerrero, David ^a   Zambrano Zaragoza, María de la Luz ^a   Gutiérrez Cortez, Elsa ^a   Mendoza Muñoz, Nestor ^a  

^a UNIVERSIDAD NACIONAL AUTÓNOMA DE MÉXICO   (Mexico)

Author keywords

Emulsion diffusion method; Formation mechanism; Nanocapsules; Nanoparticles; Nanospheres; Patents; Preparative variables

Indexed keywords

BENZYL ALCOHOL; CELLACEFATE; CHITOSAN; CHLORAMBUCIL; CIPROFLOXACIN; CURCUMIN; EPIKURON; ETHYLENE VINYL ACETATE COPOLYMER; EUDRAGIT; GELATIN; GELEOL; GELUCIRE; GLYCEROL BEHENATE; NANOCAPSULE; NANOCOMPOSITE; NANOCRYSTAL; NANOMATERIAL; NANOPARTICLE; NANOSPHERE; PHOSPHATIDYLCHOLINE; POLOXAMER; POLYCAPROLACTONE; POLYLACTIC ACID; POLYSORBATE 80; POLYVINYL ALCOHOL; POVIDONE; SOLID LIPID NANOPARTICLE; STEARIC ACID; TACROLIMUS; TEMOZOLOMIDE; UBIDECARENONE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; BIODEGRADABILITY; DIFFUSION; DISPERSION; DRUG DELIVERY SYSTEM; DRUG ISOLATION; DRUG PURIFICATION; DRUG STABILITY; DRUG STORAGE; DRUG SYNTHESIS; EVAPORATION; FREEZE DRYING; NANOEMULSION; NANOENCAPSULATION; NANOTECHNOLOGY; PARTICLE SIZE; PATENT; PRECIPITATION; PRIORITY JOURNAL;

COLLOIDS; DIFFUSION; DRUG DELIVERY SYSTEMS; DRUG DESIGN; EMULSIONS; HUMANS; NANOPARTICLES; NANOTECHNOLOGY; PATENTS AS TOPIC; POLYMERS;

EID: 84867773931     PISSN: 18722113     EISSN: None     Source Type: Journal    
DOI: 10.2174/187221112802652642     Document Type: Article

References (83)

1. Nugent, A. Application of hebbian and anti-hebbian learning to nanotechnology-based physical neural networks. US20040162796 (2009).
2. Henry, K., Bao, Z. Methods of fabricating nanoscale-to-microscale structures. US20080038170 (2008).
3. Quintanar, D., Fessi, H., Doelker, E., Allemann, E. Method for preparing vesicular nanocapsules. US6884438 (2005).
4. Quintanar-Guerrero, D., Allémann, E., Fessi, H., Doelker, E. Preparation techniques and mechanisms of formation of biodegradable nanoparticles from preformed polymers. Drug Dev Ind Pharm 1998; 24: 1113-28.
5. Shorr, R., Rodriguez, R. Pharmaceutical and diagnostic compositions containing nanoparticles useful for treating targeted tissues and cells. WO02102311 (2002).
6. Shefer, A., Shefer, S. pH triggered site specific targeted controlled drug delivery system for the treatment of cancer. US20040234597 (2004).
7. Saulnier, P., Benoit, J. P., Anton, N. Process for preparing lipid nanoparticles. US20100233275 (2010).
8. Battaglia, L. S., Trotta, M., Cavali, R. Method for the preparation of solid lipid micro and nanoparticles. WO2008149215 (2008).
9. Charcoset, C., Fessi, H. Novel method for preparing solid lipidic particles using a membrane reactor. WO2007000531 (2007).
10. Sawant K K, Dodiya S S. Recent advances and patents on Solid Lipid Nanoparticles. Recent Pat Drug Del Form 2008; 2: 120-135.
11. Couvreur, P., Roland, M., Speiser, P. Particles submicroscopiques biodegradables et composition pharmaceutique contenant ces particles. FP0007895 (1980).
12. Galindo-Rodriguez S, Allémann, E, Doelker E. Physicochemical parameters associated with nanoparticle formation in the saltingout, emulsion-diffusion and nanoprecipitation methods. Pharm Res 2004; 21: 1428-1439.
13. Gasco MR, Trotta M. Nanoparticles from microemulsions. Int J Pharm 1986; 29: 267-268.
14. Peniche H, Peniche C. Chitosan nanoparticles: a contribution to nanomedicine. Polym Int 2011; 60: 883-889.
15. Dantas, L., Moyses, F. Pharmaceutical compositions of nanoparticles containing active ingredients. US20110118364 (2011).
16. Grabnar, P. A., Zvonar, A., Kristl, J., Jurkovic, P., Kere, J. Preparation of nanoparticles by using a vibrating nozzle device. US20110068497 (2011).
17. Vanderhoff, J. W., El Aaser, M. S., Ugelstad, J. Polymer emulsification process. US4177177 (1979).
18. Gurny R, Peppas N A, Harrington DD, Banker GS. Development of biodegradable and injectable lattices for controlled release of potent drugs. Drug Dev Ind Pharm 1981; 7: 1-25.
19. Devissaget, J-P., Fessi, H., Puisieux, F. Process for the preparation of dispersable colloidal systems of a substance in the form of nanocapsules. US5049322 (1991).
20. Binschaedler, C., Gurny, R., Doelker, E. Process for preparing of water-insoluble polymer which can be redispersed in a liquid phase, the resulting powder and utilization therof. WO8808011 (1988).
21. Gurny, R., Allémann, E. O., Leroux, J-C. Nanoparticles for oral administration of pharmaceutical agents of low solubility. US20070275969 (2007).
22. Leroux J-C, Allémann E, Doelker E, Gurny R. New approach for the preparation of nanoparticles by an emulsification-diffusion method. Eur J Pharm Biopharm 1995; 41: 14-18.
23. Quintanar-Guerrero, D., Allémann, E., Gurny, R., Doelker, R. Method for producing aqueous coloidal dispersions of nanoparticles. WO0102087 (2001).
24. Quintanar-Guerrero D, Fessi, H, Allémann, E, Doelker, E. Influence of stabilizing agents and preparative variables on the formation of poly(D, L-lactic acid) nanoparticles by an emulsificationdiffusion technique. Int J Pharm 1996; 143: 133-141.
25. Quintanar-Guerrero D, Ganem-Quintanar A, Allémann, E, Fessi H, Doelker, E. Influence of the stabilizer coating layer on the purification and freeze-drying of poly(D, L-lactic acid) nanoparticles prepared by an emulsification-diffusion technique. J Microencapsul 1998; 15: 107-119.
26. Quintanar-Guerrero D, Allémann E, Doelker E, Fessi H. Preparation and characterization of nanocapsules from preformed polymers by a new process based on emulsification-diffusion technique. Pharm Res 1998; 15: 1056-1062.
27. Noriega-Peláez EK, Mendoza Muñoz N, Ganem-Quintanar A, Quintanar-Guerrero D. Optimization of the emulsification and solvent displacement method for the preparation of solid lipid nanoparticles. Drug Dev Ind Pharm 2011; 3: 160-166.
28. Trotta M, Gallarte M, Pattarino F, Morel S. Emulsions containing partially water-miscible solvents for the preparation of drug nanosuspensions. J Control Rel 2001; 76: 119-128.
29. Ahlin P, Kristl J, Kristl A, Vrecer F. Investigation of polymeric nanoparticles as carriers of enalaprilat for oral administration. Int J Pharm 2002; 239: 113-120.
30. Hassan, E. M. Elemental nanoparticles substantially water insoluble materials. US20050129777 (2005).
31. Surassmo S, Min S-G, Berjrapha P, Choi M-J. Effects of surfactants on the physical properties of capsicum oleoresin-loaded nanocapsules formulated through the emulsion-diffusion method. Food Res Int 2010; 43: 8-17.
32. Zambrano-Zaragoza ML, Mercado-Silva E, Gutierrez Cortez E, Castaño-Tostado E, Quintanar-Guerrero D. LWT-Food Sci Technol 2011; 44: 1362-1368.
33. Anais JP, Razzouq N, Carvalho M, Fernandez C, Astier A, Paul M, Astier A, Fessi H, Lorino AM. Development of α-tocopherol acetate nanoparticles: influence of preparative processes. Drug Dev Ind Pharm 2009; 35: 216-223.
34. Jun, L. S., Yun, K. B., Deuk, K. J., Hwan, J. Y., Gi, K. Y., Soo, K. K., Microencapsulated insecticide and method for manufacturing the same. KR20030077867 (2003).
35. Gi, M. S., Jeong, M., Pyo, H. G. Method for manufacturing nanoparticles based on ultrahigh pressure process and emulsion diffusion process. KR2009124337 (2009).
36. Trotta M, Debernardi F, Caputo O. Preparation of solid lipid nanoparticles by a solvent emulsification-diffusion technique. Int J Pharm 2003; 257: 153-160.
37. Subedi RK, Kang KW, Choi H-K. Preparation and characterization of solid lipid nanoparticles loaded with doxorubicin. Eur J Pharm Sci 2009; 37: 508-513.
38. Quintanar-Guerrero D, Allémann E, Fessi H, Doelker E. Pseudolatex preparation using a novel emulsion-diffusion process involving direct displacement of partially water-miscible solvents by distillation. Int J Pharm 1999; 188: 155-164.
39. Ozturk K, Carban S, Kozlu S, Kadayifci E, Yerlikaya F, Capan Y. The influence of technological parameters on the physicochemical properties of blank PLGA nanoparticles. Pharmazie 2010; 65: 665-669.
40. Lee S-J, Jeong J-R, Shin S-C, Kim J-C, Chang Y-H, Chang Y-M, Kim J-D. Nanoparticles of magnetic encapsulated with poly(D, L lactide-co-glycolide) and their applications to magnetic resonance imaging contrast agent. J Magn Magn Mater 2004; 272: 2432-2433.
41. Jeon B-S, Cho E-J, Yang H-M, Sun J-S, Huh Y-M, Kim J-D. Controlled aggregates of magnetite nanoparticles for highly sensitive MR contrast agent. J Nanosci Nanotechno 2009; 9: 7118-7122.
42. Kwon H-Y, Lee J-Y, Choi S-J, Jang Y, Kim J-H. Preparation of PLGA nanoparticles containing estrogen by emulsificationdiffusion method. Colloid Surface A 2001; 182: 123-130.
43. Katas H, Chen S Osamuyimen AA, Cevher E, Alpar HO. Effect of preparative variables on small interfering RNA loaded poly(D, Llactide-co-glycolide)-chitosan submicron nanoparticles prepared by emulsification-diffusion method. J Microencapsul 2008; 25: 541-548.
44. Chae J-M, Mo S-M, Oh I-J. Effects of poloxamer 188 on the characteristics of poly(lactice-co-glycolide) nanoparticles. J Nanosci Nanotechnol 2010; 10: 3224-3227.
45. Fan, Y., Yaoming, Z., Yufang, P. Method for preparing ciprofloxacin-polylactic acid microspheres. CN1415295 (2003).
46. Shin S-B, Cho H-Y, Kim D-D, Choi H-G, Lee Y-B. Preparation and evaluation of tacrolimus nanoparticles for lymphatic delivery. Eur J Pharm Biopharm 2010; 74: 164-171.
47. Ranjan, A. P., Murkejee, A., Vishwanatha, J. Solid in oil/water emulsion-diffusion-evaporation for preparing curcumin-loaded PLGA nanoparticles. US20100290982 (2010).
48. Wu L, Bharatwaj B, Panyam J, Da Rocha SRP. Core-shell particles for the dispersion of small polar drugs and biomolecules in hydrofluoroalkane propellants. Pharm Res 2008; 25: 289-301.
49. Bharatwaj B, Wu L, Whittum-Hudson JA, da Rocha SRP. The potential for noninvasive delivery of polymeric nanocarriers using propellant-based inhalers in the treatment of Chlamydial respiratory infections. Biomaterials 2010; 31: 7376-7385.
50. Blot, J. F. T., Rawlinson, J. A. Process for preparing a stable bitumen dispersion and its use in the production of cement-bitumen grouts. GB514747 (1939).
51. Choi M-J, Min S-G, Briançon S, Hatem F. A novel preparation of biodegradable polymer-silica nanocomposites by two different encapsulation methods. J Compos Mater 2009; 43: 3023-30.
52. Lee SM, Yoo ES, De Ghim H. Alginate nanohydrogels prepared by emulsification-diffusion method. Macromol Res 2009; 17: 168-73.
53. Masahiko, S., Eiji, K., Kazunaka, E. Litographic printing plate. US4621041 (1986).
54. Toshiki, T. Emulsification and diffusion-transfer color photosensitive material. JP04172449 (1990).
55. Niwa T, Takeuchi H, Kunou N, Kawashima Y. Preparations of biodegradable nanospheres of water-soluble and insoluble drugs with D, L-lactide/glycolide copolymer by a novel spontaneous emulsification solvent diffusion method, and drug release behavior. J Control Rel 1993; 25: 89-98.
56. Katas H, Cevher E, Alpar HO. Preparation of polyethyleneimine incorporated poly(d, l-lactide-co-glycolide) nanoparticles by spontaneous emulsion diffusion method for small interfering RNA delivery. Int J Pharm 2009; 369: 144-54.
57. Murakami H, Kobayashi M, Takeuchi H, Kawashima Y. Preparation of poly(DL-lactide-co-glycolide) nanoparticles by modified spontaneous emulsification solvent diffusion method. Int J Pharm 1999; 187: 143-52.
58. Zhu, H., Zhu, M., Zhang, X., Wang, Y. Composition of sustainedrelease nanomicrosphere of temozolomide and polylactic acid, and its preparation method thereof. CN200610161653 (2007).
59. Shi D. Y. Carboxymethyl chitosan nanoparticles as medicine carrier and method for preparing same. CN1844202 (2006).
60. Cui, F., Yang, L., Cun, D., Shi, K. Melittin complex nanometer granule for oral dosing and preparation method thereof. CN101406691 (2008).
61. Cui, F., Yan, G. Emulsified solvent diffusion for preparing shielding taste microsphere. CN1771913 (2005).
62. Phromsopha T, Baimark Y. Chitosan microparticles by the waterin-oil emulsion solvent diffusion method for drug delivery. Biotechnol 2010; 9: 61-6.
63. Imsombut T, Srisa-Ard M, Srihanam P, Baimark Y. Preparation of silk fibroin microspheres by emulsification diffusion method for controlled release drug delivery applications. E-polymer 2011; art. No. A88.
64. Quintanar-Guerrero D, Allémann E, Doelker E, Fessi H. A mechanistic study of the formation of polymer nanoparticles by the emulsification-diffusion technique. Colloid Polym Sci 1997; 275: 640-47.
65. Mora-Huertas CE, Fessi H, Elaissari A. Influence of process and formulation parameters on the formation of submicron particles by solvent displacement and emulsification-diffusion methods, critical comparison. Adv Colloid Interfac 2011; 163: 90-122.
66. Troiano, G., Zale, S. E., Wright, J., Van Geen Uoven, T., Song, YS. Stable formulations for lyophilizing therapeutic particles. WO2011072218 (2011).
67. Wang, P., Cheng, Y., Wang, A. Nano-grade medicinal microball and preparation process thereof. CN1465339 (2004).
68. Song, S-Y., Ham, S-J., Park, S-B., Gang, J-G-, Kim, H-S., Shul, YG. Composition comprising magnetic nanoparticle encapsulating magnetic material and drug with biodegradable synthetic polymer. WO2004096190 (2004).
69. Ki, M. S., Jung, C. M., Pyo, H. G. Manufacturing method for a novel nanocapsule formulation by emulsiom-diffusion combined with high hydrostatic pressure and thereof itself. KR20090124337 (2009).
70. Guinebretière S, Briançon S, Lieto J, Mayer C, Fessi H. Study of the emulsion-diffusion of solvent: preparation and characterization of nanocapsules. Drug Dev Res 2002; 57: 18-33.
71. Kotsaeng N, Karnchanajindanun J, Baimark Y. Chitosan microparticles prepared by the simple emulsion-diffusion method. Particul Sci Technol 2010; 28: 369-78.
72. Witschi C, Doelker E. Residual Solvents in pharmaceutical products: acceptable limits, influences on physicochemical properties, analytical methods and documented values. Eur J Pharm Biopharm 1997; 43: 215-42.
73. International conference on harmonization of technical requirements for registration of pharmaceuticals for human use. Impurities: Guideline for residual solvents Q3C(R5). Current Step 4 version dated 4 February 2011.
74. Lee S-M, Lee H-Y, Kim, Y-M, Kim M-K, Sohn S-O, Ghim H-D. Preparation and characterization of release behavior for hydrophilic dung loaded alginate nanohydrogels. Proccedings of the NSTI Nanotech 2007, Santa Clara, May 20-24, 2007.
75. Ishiara T, Takahashi M, Higaki M, Mizushima Y. Efficient encapsulation of a wáter-soluble corticosteroid in biodegradale nanoparticles. Int J Pharm 2009; 365: 200-5.
76. Trimaille T, Pichot C, Elissari A, Fessi H, Briançon S, Delair T. Poly(D, L-lactic acid) nanoparticle preparation and colloidal characterization. Colloid Polym Sci 2003; 281: 1184-90.
77. Choi S-W, Kwon H-Y, Kim W-S, Kim J-H. Thermodynamic parameters on poly(D, L-lactide-co-glycolide) particle size in emulsification-diffusion process. Colloid Surface 2002; 201: 283-9.
78. Song K C, Lee HS, Choung IY, Cho KI, Ahn Y, Choi EJ. The effect of type of organic phase solvents on the particle size of poly(D, L-lactide-co-glycolide) nanoparticles. Colloid Surface 2006; 276: 162-7.
79. Sahana DK, Mittal G, Bhardwaj V, Ravi-Kumar MNV. PLGA nanoparticles for oral delivery of hydrophobic drugs: Influence of organic sovent on nanoparticle formation and release behavior In vitro and In vivo using estradiol as model drug. J Pharm Sci 2008; 97: 1530-42.
80. Guhagarkar SA, Malshe V C, Devarajan PV. Nanoparticles of polyethylene sebacate: a new biodegradable polymer. AAPS Pharm Sci Tech 2009; 10: 935-942.
81. Hariharan S, Bhardwaj V, Bala I, Sitterberg J, Bakowsky U, Ravi-Kumar MNV. Design of estradiol loaded PLGA nanoparticulate formulations: A potential oral delivery system for hormone therapy. Pharm Res 2006; 23: 184-95.
82. Ravikumar, M. N. V., Ankola, D. D., Bhoomi, V., Bhardwaj, V., Ramarao, P. Nanoparticulate formulation for oral delivery of coenzyme Q10. IN2006DE00018 (2010).
83. Lee M-Y, Min S-G, Bourgeois S, Choi, M-J. Development of a novel nanocapsule formulation by emulsion-diffusion combined with high hydrostatic pressure. J Microencapsul 2009; 26: 122-9.