Cubosomes: Innovative nanostructures for drug delivery

Current Drug Delivery

Volumn 13, Issue 4, 2016, Pages 482-493

  Duttagupta, Aindrilla S ^a   Chaudhary, Harsiddhi M ^a   Jadhav, Kisan R ^a   Kadam, Vilasrao J ^a  

^a BHARATI VIDYAPEETH S COLLEGE OF PHARMACY   (India)

Author keywords

Amphiphilic lipids; Biodegradable; Cubosomes; Drug delivery; Inverse bicontinuous cubic phase; Liquid crystalline nanoparticles

Indexed keywords

AMPHOPHILE; AMPHOTERICIN B; CHLORAMPHENICOL; CINNARIZINE; COSMECEUTICAL; CUBOSOME; DIAZEPAM; DOXORUBICIN; INDOMETACIN; INSULIN; NANOCARRIER; NANOMATERIAL; OXYBUTYNIN; PROPANTHELINE BROMIDE; PROPOFOL; SIMVASTATIN; SULFADIAZINE SILVER; UNCLASSIFIED DRUG;

ARTICLE; BULK DENSITY; BURN; DRUG BIOAVAILABILITY; DRUG DELIVERY SYSTEM; DRUG RELEASE; HEAT TREATMENT; HUMAN; LIQUID CRYSTAL; MELANOMA; PRIORITY JOURNAL; SPRAY DRYING; SUSTAINED DRUG RELEASE;

DRUG DELIVERY SYSTEMS; NANOSTRUCTURES;

EID: 84973659433     PISSN: 15672018     EISSN: 18755704     Source Type: Journal    
DOI: 10.2174/1567201812666150224114751     Document Type: Article

References (94)

1. Moghimi, S.M.; Hunter, A. C.; Murray, J. C. Nanomedicine: current status and future prospects. FASEB J., 2005, 19, 311-330.
2. Yaghmur, A.; Glatter, O. Characterization and potential applications of nanostructured aqueous dispersions. Adv. Colloid Interface Sci., 2009, 147-148, 333-342.
3. Luzzati, V.; Tardieu, A.; Gulik-krzywicki, T.; Rivas, E.; Reisshusson, F. Structure of the cubic phases of lipid-water systems. Nature, 1968, 220, 485-488.
4. Gruner, S.M. Stability of lyotropic phases with curved interfaces. J. Phys. Chem., 1989, 93, 7562-7570.
5. Fontell, K. Some aspects on the cubic phases in surfactant and surfactant-like lipid systems. Adv. Colloid Interface Sci., 1992, 41, 127-147.
6. Garti, N.; Libster, D.; Aserin, A. Lipid polymorphism in lyotropic liquid crystals for triggered release of bioactives. Food Funct., 2012, 3, 700-713.
7. Luzzati, V.; Husson, F. The structure of the liquid crystalline phases of lipid-water systems. J. Cell Biol., 1962, 12, 207-219.
8. Fontell, K.; Mandell, L.; Ekwall, P. Some isotropic mesophases in systems containing amphiphilic compounds. Acta Chem. Scand., 1968, 22, 3209-3223.
9. Luzzati, V.; Delacroix, H.; Gulik, A.; Gulik-Krzywicki, T.; Mariani, P.; Vargas, R. The cubic phases of lipids. In: Lipid polymorphism and membrane properties. Current topics in Membranes; Epand, R.M., Ed.; Academic Press: New York, 1997, Vol. 44, pp. 3-24.
10. Spicer, P.T. Cubosomes: Bicontinuous cubic liquid crystalline nanostructured particles. In: Encyclopedia of Nanoscience and Nanotechnology; Schwarz, J.A.; Contescu, C.; Putyera, K., Eds.; Marcel Dekker: New York, 2003; pp. 881-892.
11. Schoen, A.H. Infinite Periodic Minimal Surfaces Without Self-Intersections, NASA Technical Note D-5541, 1970.
12. Guo, C.; Wang, J.; Cao, F.; Lee, R.J.; Zhai, G. Lyotropic liquid crystal systems in drug delivery. Drug Discov. Today, 2010, 15, 1032-1040.
13. Landh, T.; Larsson, K. Particles, method of preparing said particles and uses thereof. U.S. Patent 5531925, July 2, 1996.
14. Spicer, P.T.; Lynch, M.L.; Hoath, S.B.; Visscher, M.O. Bicontinuous cubic liquid crystalline phase and cubosome personal care delivery systems. In: Delivery System Handbook for Personal Care and Cosmetic Products: Technology, Applications and Formulations; Rosen, M.R., Ed.; New York, 2005; pp. 603-620.
15. Shah, J.C.; Sadhale, Y.; Chilukuri, D.M. Cubic phase gels as drug delivery systems. Adv. Drug Deliv. Rev., 2001, 47, 229-250.
16. Larsson, K. Colloidal dispersions of ordered lipid-water phases. J. Disp. Sci. Technol., 1999, 20, 27-34.
17. Fraser, S. Cubic Phase Lipids as Novel Biosensing Surfaces. PhD Thesis, School of Chemistry, The University of Melbourne: Australia, February 2011.
18. Angelov, B.; Ollivon, M.; Angelova, A. X-ray diffraction study of the effect of the detergent octyl glucoside on the structure of lamellar and nonlamellar lipid/water phases of use for membrane protein reconstitution. Langmuir, 1999, 15, 8225-8234.
19. Larsson, K. Cubic lipid-water phases: Structures and biomembrane aspects. J. Phys. Chem., 1989, 93, 7304-7314.
20. Ganem-Quintanar, A.; Quintanar-Guerrero, D.; Buri, P. Monoolein: a review of the pharmaceutical applications. Drug Dev. Ind. Pharm., 2000, 26, 809-820.
21. Barauskas, J.; Landh, T. Phase Behavior of the phytantriol/water system. Langmuir, 2003, 19, 9562-9565.
22. De Campo, L.; Yaghmur, A.; Sagalowicz, L.; Leser, M.E.; Watzke, H.; Glatter, O. Reversible phase transitions in emulsified nanostructured lipid systems. Langmuir, 2004, 20, 5254-5261.
23. Yaghmur, A.; Laggner, P.; Almgren, M.; Rappolt, M. Self-Assembly in monoelaidin aqueous dispersions: Direct vesicles to cubosomes transition. PloS ONE, 2008, 3, e3747.
24. Ljusberg-Wahren, H.; Nyberg, L.; Larsson, K. Dispersion of the cubic liquid crystalline phase-Structure, preparation, and functionality aspects. Chim. Oggi., 1996, 14, 40-43.
25. Spicer, P.T. Cubosome processing industrial nanoparticle technology development. Chem. Eng. Res. Des., 2005, 83, 1283-1286.
26. Spicer, P.T.; Hayden, K.L. Novel process for producing cubic liquid crystalline nanoparticles (cubosomes). Langmuir, 2001, 17, 5748-5756.
27. Drummond, C.J.; Fong, C. Surfactant self-assembly objects as novel drug delivery vehicles. Curr. Opin. Colloid Interface Sci., 2000, 4, 449-456.
28. Barauskas, J.; Johnsson, M.; Joabsson, F.; Tiberg, F. Cubic phase nanoparticles (cubosome): principles for controlling size, structure, and stability. Langmuir, 2005, 21, 2569-2577.
29. Worle, G.; Siekmann, B.; Koch, M.H.J.; Bunjes, H. Transformation of vesicular into cubic nanoparticles by autoclaving of aqueous monoolein/poloxamer dispersions. Eur. J. Pharm. Sci., 2006, 27, 44-53.
30. Worle, G.; Siekmann, B.; Bunjes, H. Effect of drug loading on the transformation of vesicular into cubic nanoparticles during heat treatment of aqueous monoolein/poloxamer dispersions. Eur. J. Pharm. Biopharm., 2006, 63, 128-133.
31. Spicer, P.T.; Small W.B., II; Small, W.B.; Lynch, M.L.; Burns, J.L. Dry powder precursors of cubic liquid crystalline nanoparticles (cubosomes). J. Nanopart. Res., 2002, 4, 297-311.
32. Shah, M.H.; Biradar, S.V.; Paradkar, A.R. Spray dried glyceryl monooleate-magnesium trisilicate dry powder as cubic phase precursor. Int. J. Pharm., 2006, 323, 18-26.
33. Fong, W.K.; Salentinig, S.; Prestidge, C.A.; Mezzenga, R.; Hawley, A.; Boyd, B.J. Generation of geometrically ordered lipidbased liquid-crystalline nanoparticles using biologically relevant enzymatic processing. Langmuir, 2014, 30, 5373-5377.
34. Engstrom, S.; Norden, T. P.; Nyquist, H. Cubic phases for studies of drug partition into lipid bilayers. Eur. J. Pharm. Sci., 1999, 8, 243-254.
35. Chang, C.M.; Bodmeier, R. Binding of drugs to monoglyceridebased drug delivery systems. Int. J. Pharm., 1997, 147, 135-142.
36. Yaghmur, A.; Rappolt, M.; Ostergaard, J.; Larsen, C.; Larsen, S.W. Characterization of bupivacaine-loaded formulations based on liquid crystalline phases and microemulsions: The effect of lipid composition. Langmuir, 2012, 28, 2881-2889.
37. Boyd, B.J. Characterisation of drug release from cubosomes using the pressure ultrafiltration method. Int. J. Pharm., 2003, 260, 239-247.
38. Rosenblatt, K.M.; Douroumis, D.; Bunjes, H. Drug release from differently structured monoolein/poloxamer nanodispersions studied with differential pulse polarography and ultrafiltration at low pressure. J. Pharm. Sci., 2007, 96, 1564-1575.
39. Huang, X.; Brazel, C.S. On the importance and mechanisms of burst release in matrix-controlled drug delivery systems. J. Control. Release, 2001, 73, 121-136.
40. Driever, C.D.; Mulet, X.; Waddington, L.J.; Postma, A.; Thissen, H.; Caruso, F.; Drummond, C.J. Layer-by layer polymer coating on discrete particles of cubic lyotropic liquid crystalline dispersions (cubosomes). Langmuir, 2013, 29, 12891-12900.
41. Deshpande, S.; Venugopal, E.; Ramagiri, S.; Bellare, J.R.; Kumaraswamy, G.; Singh, N. Enhancing cubosome functionality by coating with a single layer of poly-ε-lysine. ACS Appl. Mater. Interfaces, 2014, 6, 17126-17133.
42. Driever, C.D.; Mulet, X.; Johnston, A.P.R.; Waddington, L.J.; Thissen, H.; Caruso, F.; Drummond, C.J. Converging layer-bylayer polyelectrolyte microcapsule and cubic lyotropic liquid crystalline nanoparticle approaches for molecular encapsulation. Soft Matter, 2011, 7, 4257-4266.
43. Mulet, X.; Boyd, B.J.; Drummond, C.J. Advances in drug delivery and medical imaging using colloidal lyotropic liquid crystalline dispersions. J. Colloid Intesrface Sci., 2013, 393, 1-20.
44. Nakano, M.; Sugita, A.; Matsuoka, H.; Handa, T. Small-angle Xray scattering and 13C NMR investigation on the internal structure of “cubosomes”. Langmuir, 2001, 17, 3917-3922.
45. Sagalowicz, L.; Michel, M.; Adrian, M.; Frossard, P.; Rouvet, M.; Watzke, H.J.; Yaghmur, A.; De Campo, L.; Glatter, O.; Leser, M. E. Crystallography of dispersed liquid crystalline phases studied by cryo-transmission electron microscopy. J. Microscopy, 2006, 221, 110-121.
46. Angelova, A.; Angelov, B.; Garamus, V.M.; Couvreur, P.; Lesieur, S. Small-angle X-ray scattering investigations of biomolecular confinement, loading, and release from liquid crystalline nanochannel assemblies. J. Phys. Chem. Lett., 2012, 3, 445-457.
47. Angelova, A.; Angelov, B.; Mutafchieva, R.; Lesieur, S.; Couvreur, P. Self-assembled multicompartment liquid crystalline lipid carriers for protein, peptide, and nucleic acid drug delivery. Acc. Chem. Res., 2011, 44, 147-156.
48. 25-35-treated rats following intranasal administration. Eur. J. Pharm. Biopharm., 2011, 80, 368-378.
49. Wang, F.; Hickner, M.; Kim, Y.S.; Zawodzinski, T.A.; McGrath, J. E. Direct polymerization of sulfonated poly (arylene ether sulfone) random (statistical) copolymers: Candidates for new proton exchange membranes. J. Membr. Sci., 2002, 197, 231-242.
50. Yaghmur, A.; Rappolt, M. Liquid crystalline nanoparticles as drug nanocarriers. In: Colloids in Drug Delivery; Fanun, M. Ed.; Taylor & Francis Group, CRC Press, London, 2010, pp. 337-353.
51. Malmsten, M. Soft drug delivery systems. Soft Matter, 2006, 2, 760-769.
52. Nguyen, T.H.; Hanley, T.; Porter, C.J.; Boyd, B.J. Nanostructured liquid crystalline particles provide long duration sustained-release effect for a poorly water soluble drug after oral administration. J. Control. Release, 2011, 153, 180-186.
53. Chung, H.; Kim J.; Um, J.Y.; Kwon, I.C.; Jeong, S.Y. Selfassembled ‘nanocubicle’ as a carrier for peroral insulin delivery. Diabetologia, 2002, 45, 448-451.
54. Lai, J.; Chen, J.; Lu, Y.; Sun, J.; Hu, F.; Yin, Z.; Wu, W. Glyceryl monooleate/poloxamer 407 cubic nanoparticles as oral drug delivery systems: I. In vitro evaluation and enhanced oral bioavailability of the poorly water-soluble drug simvastatin. AAPS PharmSciTech, 2009, 10, 960-966.
55. Yang, Z.; Chen, M.; Yang, M.; Chen, J.; Fang, W.; Xu, P. Evaluating the potential of cubosomal nanoparticles for oral delivery of amphotericin B in treating fungal infection. Int. J. Nanomed., 2014, 9, 327-336.
56. Esposito, E.; Cortesi, R.; Drechsler, M.; Paccamiccio, L.; Mariani, P.; Contado, C.; Stellin, E.; Menegatti, E.; Bonina, F.; Puglia, C. Cubosome dispersions as delivery systems for percutaneous administration of indomethacin. Pharm. Res., 2005, 22, 2163-2173.
57. Johnsson, M.; Barauskas, J.; Norlin, A.; Tiberg, F. Physicochemical and drug delivery aspects of lipid-based liquid crystalline nanoparticles: A case study of intravenously administered propofol. J. Nanosci. Nanotechnol., 2006, 6, 3017-3024.
58. Geraghty, P.B.; Attwood, D.; Collett, J.H.; Dandiker, Y. The invitro release of some antimuscarinic drugs from monoolein/water lyotropic liquid crystalline gels. Pharm. Res., 1996, 13, 1265-1271.
59. Atiyeh, B.S.; Costagliola, M.; Hayek, S.N.; Dibo, S.A. Effect of silver on burn wound infection control and healing: Review of the literature. Burns, 2007, 33, 139-148.
60. Salas Campos, L.; Fernandes Mansilla, M.; Martinez de la Chica, A.M. Topical chemotherapy for the treatment of burns. Rev. Enferm., 2005, 28, 67-70.
61. Taddonio, T.E.; Thomson, P.D.; Smith Jr., D.J.; Prasad, J.K. A survey of wound monitoring and topical antimicrobial therapy practices in the treatment of burn injury. J. Burn Care Rehabil., 1990, 11, 423-427.
62. Russell, A.D.; Hugo, W.B. Antimicrobial activity and action of silver. Prog. Med. Chem., 1994, 31, 351-370.
63. Gear, A.J.; Hellewell, T.B.; Wright, H.R.; Mazzarese, P.M.; Arnold, P.B.; Rodeheaver, G.T.; Edlich, R.F. A new silver sulfadiazine water soluble gel. Burns, 1997, 23, 387-391.
64. Morsi, N.M.; Abdelbary, G.A.; Ahmed, M.A. Silver sulfadiazine based cubosome hydrogels for topical treatment of burns: Development and in vitro/in vivo characterization. Eur. J. Pharm Biopharm., 2014, 86, 178-189.
65. Lens, M.B.; Eisen, T.G. Systemic chemotherapy in the treatment of malignant melanoma. Expert Opin. Pharmacother., 2003, 4, 2205-2211.
66. Barauskas, J.; Johnsson, M.; Tiberg, F. Self-assembled lipid superstructures: Beyond vesicles and liposomes. Nano Lett., 2005, 5, 1615-1619.
67. Bei, D.; Marszalek, J.; Youan, B.B.C. Formulation of dacarbazineloaded cubosomes-Part I: Influence of formulation variables. AAPS PharmSciTech., 2009, 10, 1032-1039.
68. Gan, L.; Wang, J.; Jiang, M.; Bartlett, H.; Ouyang, D.; Eperjesi, F.; Liu, J.; Gan, Y. Recent advances in topical ophthalmic drug delivery with lipid-based nanocarriers. Drug Discov. Today., 2013, 18, 290-297.
69. Gan, L.; Han, S.; Shen, J.; Zhu, J.; Zhu, C.; Zhang, X.; Gan, Y. Self-assembled liquid crystalline nanoparticles as a novel ophthalmic delivery system for dexamethasone: Improving preocular retention and ocular bioavailability. Int. J. Pharm., 2010, 396, 179-187.
70. Li, J.; Wu, L.; Wu, W.; Wang, B.; Wang, Z.; Xin, H.; Xu, Q. A potential carrier based on liquid crystal nanoparticles for ophthalmic delivery of pilocarpine nitrate. Int. J. Pharm., 2013, 455, 75-84.
71. Biwenga, G.; Haenan, G.R.; Bast, A. The pharmacology of the antioxidant lipoic acid. Gen. Pharmacol., 1997, 29, 315-331.
72. Sherif, S.; Bendas, E.R.; Badawy, S. The clinical efficacy of cosmeceutical application of liquid crystalline nanostructured dispersions of alpha lipoic acid as anti-wrinkle. Eur. J. Pharm. Biopharm., 2014, 86, 251-259.
73. Svenson, S. Theranostics: are we there yet? Mol. Pharmaceut., 2013, 10, 848-856.
74. Nilsson, C.; Barrios-Lopez, B.; Kallinen, A.; Laurinmaki, P.; Butcher, S.J.; Raki, M.; Weisell, J.; Bergstrom, K.; Larsen, S.W.; Ostergaard, J.; Larsen, C.; Urtti, A.; Airaksinen, A.J.; Yaghmur, A. SPECT/CT imaging of radiolabeled cubosomes and hexosomes for potential theranostic applications. Biomaterials, 2013, 34, 8491-8503.
75. Murgia, S.; Bonacchi, S.; Falchi, A.M.; Lampis, S.; Lippolis, V.; Meli, V.; Monduzzi, M.; Prodi, L.; Schmidt, J.; Talmon, Y.; Caltagirone, C. Drug loaded fluorescent cubosomes: Versatile nanoparticles for potential theranostic applications. Langmuir, 2013, 29, 6673-6679.
76. Caltagirone, C.; Falchi, A.M.; Lampis, S.; Lippolis, V.; Meli, V.; Monduzzi, M.; Prodi, L.; Schmidt, J.; Sgarzi, M.; Talmon, Y.; Bizzarri, R.; Murgia, S. Cancer-cell-targeted theranostic cubosomes. Langmuir, 2014, 30, 6228-6236.
77. Myschik, J.; Rades, T.; Hook, S. Advances in lipid-based subunit vaccine formulations. Curr. Immunol. Rev., 2009, 5, 42-48.
78. Perrie, Y.; Mohammed, A.F.; Kirby, D.J.; McNeil, S.E.; Bramwell, V.W. Vaccine adjuvant systems: Enhancing the efficacy of sub-unit protein antigens. Int. J. Pharm., 2008, 364, 272-280.
79. O’Hagan, D.T. Recent developments in vaccine delivery systems. Curr. Drug Targets-Infect. Disord., 2001, 1, 273-286.
80. Rizwan, S.B.; Assmus, D.; Boehnke, A.; Hanley, T.; Boyd, B.J.; Rades, T.; Hook, S. Preparation of phytantriol cubosomes by solvent precursor dilution for the delivery of protein vaccines. Eur. J. Pharm. Biopharm., 2011, 79, 15-22.
81. Rattanapak, T.; Birchall, J.; Young, K.; Ishii, M.; Meglinski, I.; Rades, T.; Hook, S. Transcutaneous immunization using microneedles and cubosomes: Mechanistic investigations using optical coherence tomography and two-photon microscopy. J. Control. Release, 2013, 172, 894-903.
82. Nazaruk, E.; Szlęzak, M.; Górecka, E.; Bilewicz, R.; Osornio, Y.M.; Uebelhart, P.; Landau, E.M. Design and assembly of pHsensitive lipidic cubic phase matrices for drug release. Langmuir, 2014, 30, 1383-1390.
83. Angelova, A.; Ollivon, M.; Campitelli, A.; Bourgaux, C. Lipid cubic phases as stable nanochannel network structures for protein biochip development: X-ray diffraction study. Langmuir, 2003, 19, 6928-6935.
84. Angelova, A.; Angelov, B.; Papahadjopoulos-Sternberg, B.; Bourgaux, C.; Couvreur, P. Protein driven patterning of self-assembled cubosomic nanostructures: Long oriented nanoridges. J. Phys. Chem. B, 2005, 109, 3089-3093.
85. Angelov, B.; Angelova, A.; Filippov, S.K.; Narayanan, T.; Drechsler, M.; Stepanek, P.; Couvreur, P.; Lesieur, S. DNA/fusogenic lipid nanocarrier assembly: Millisecond structural dynamics. J. Phys. Chem. Lett., 2013, 4, 1959-1964.
86. Angelova, A.; Angelov, B.; Papahadjopoulos-Sternberg, B.; Ollivon, M.; Bourgaux, C. Proteocubosomes: Nanoporous vehicles with tertiary organized fluid interfaces. Langmuir, 2005, 21, 4138-4143.
87. Angelova, A.; Angelov, B.; Papahadjopoulos-Sternberg, B.; Ollivon, M.; Bourgaux, C. Structural organisation of proteocubosome carriers involving medium-and large-size proteins. J. Drug Deliv. Sci. Tech., 2005, 15, 108-112.
88. Nilsson, C.; Ostergaard, J.; Larsen, S.W.; Larsen, C.; Urtti, A.; Yaghmur, A. PEGylation of phytantriol-based lyotropic liquid crystalline particles-The effect of lipid composition, PEG chain length, and temperature on the internal nanostructure. Langmuir, 2014, 30, 6398-6407.
89. Angelov, B.; Angelova, A.; Papahadjopoulos-Sternberg, B.; Hoffmann, S.V.; Nicolas, V.; Lesieur, S. Protein-containing PEGylated cubosomic particles: Freeze-fracture electron microscopy and synchrotron radiation circular dichroism study. J. Phys. Chem. B, 2012, 116, 7676-7686.
90. Angelov, B.; Angelova, A.; Filippov, S.; Karlsson, G.; Terrill, N.; Lesieur, S.; Stepanek, P. Topology and internal structure of PEGylated lipid nanocarriers for neuronal transfection: Synchrotron radiation SAXS and cryo-TEM studies. Soft Matter, 2011, 7, 9714-9720.
91. Angelov, B.; Angelova, A.; Filippov, S.; Drechsler, M.; Stepanek, P.; Lesieur, S. Multicompartment lipid cubic nanoparticles with high protein upload: Millisecond dynamics of formation. ACS Nano., 2014, 8, 5216-5226.
92. Ribier, A.; Biatry, B. Cosmetic or dermatologic oil/water dispersion stabilized with cubic gel particles and method of preparation. European Patent EP0711540 B1, May 10, 2000.
93. Ribier, A.; Biatry, B. Oily phase in aqueous phase dispersion stabilized by cubic gel particles and method of making. U.S. Patent 6,071,524, June 6, 2000.
94. Afriat, I.; Biatry, B. Use of cubic gel particles as agents against pollutants, especially in a cosmetic composition. European Patent EP1161935 A2, December 12, 2001.