ISSN 2410-776X (Online),
ISSN 2410-7751 (Print)
фс
"Biotechnologia Acta" v. 6, no. 5, 2013
https://doi.org/10.15407/biotech6.05.019
Р.19-40, Bibliography 104, Ukrainian
Universal Decimal classification: 547.953:615.012:665:372
LIPOSOMES AND NANOSOMES: STRUCTURE, PROPERTIES, PRODUCTION
SO «Institute for food biotechnology and genomics NAS of Ukraine», Kyiv, Ukraine
Liposomes are hollow particles which content is limited to a lipid membrane. They belong to a large family of vesicular (bubble) structures formed by amphiphilic molecules. Liposomes consisting of one or more phospholipid bilayers were first described in the mid 60s. In a relatively short period liposomes transformed from a simple model that mimics the cell membrane into the object of active research and variety of practical applications. Currently a large number of laboratory techniques create liposomes and relatively small number of technologies used in the industry are available. However, most of ones have limitations in conditions of the biologically active substances inclusion in liposomes due to their sensitivity to mechanical and/or chemical damage. In reviews the liposomes structure, properties and methods for creating and scaling in industrial production are described.
Key words: liposomes, phospholipids, phosphotydilholin, nanosomes, vesicles.
© Palladin Institute of Biochemistry of National Academy of Sciences of Ukraine, 2013
References
1. Bangham A. D. Negative Staining of Phospholipids and their Structured Modification by Surface Agents as Observed in the Electron Microscope. J. Mol. Biol. 1964, V. 8, P. 660–668.
2. Bangham A. D. Diffusion of Univalent Ions Across the Lamelae of Swollen Phospholipids. J. Mol. Biol. 1965, V. 13, P. 238–252.
3. Gregoriadis G., Leathwood P. D., Ryman B. E. Enzyme entrapment in liposomes. FEBS Lett. 1971, 14 (2), 95–99.
4. Rahman Y. E., Rosenthal M. W., Cerny E. A., Moretti E. S. Preparation and prolonged tissue retention of liposome encapsulated chelating agents. J. Lab. Clin. Med. 1974, 83 (4), 640–647.
5. Lasic D. D. Kinetic and thermodynamic effects on the structure and formation of phosphatidylcholine vesicles. Hepatology. 1991, 13 (5), 1010–1012.
6. Ulrich A. S. Biophysical aspects of using liposomes as delivery vehicles. Bioscience Reports. 2002, 22 (2), 129–150.
7. Moghimi S. M. Long-circulating and target-specific nanoparticles: theory to practice. Pharm. Rev. 2001, V. 53, Р. 283–318.
8. Gregoriadis Ed. G. Liposomes as Drug Carriers. New York. 1988, 885 p.
9. Knight Ed. C. G. Liposomes: From Physical Structure to Therapeutic Applications. Amsterdam. 1981, 497 p.
10. Ostro Ed. M. J. Liposomes. New York. 1983, 393 p.
11. Shaw A. W. Phospholipid phase transitions in homogeneous nanometer scale bilayer discs. FEBS Lett. 2004, V. 556, Р. 260–264.
12. Nesytova N. Yu. Trends in the development of research in the field of liposomes: a review of the patent literature. Vestn. AMN SSSR. 1990, P. 8–19. (In Russian).
13. Le Bang Son J. Liposome. Liposome Res. 1998, V. 8, P. 78.
14. Dapergolas G. Penetration of target areas in the rat by liposome — associated bleomycin, glucose oxidase and insulin. FEBS Lett. 1976, V. 63, P. 235–239.
15. Blume G. Role of liposomes and their application in the future. SOFW J. Eng. Vers. 2003, V. 8, P. 10–14. (In Russian).
16. Ernandes-Khimens E. I. Interaction of liposomes with erythrocytes: Author. diss. ... Cand. biol. sciences. Мoskva: Ros. gos. med. un-t. 1995, 22 p. (In Russian).
17. Korbinskiy G. Liposomes in medicine. Nauka i zhizn. 1988, N 6, P. 126–129. (In Russian).
18. Juliano B. L. The effect of particle size and change on the clerance rates of liposomes and liposome encapsulated drugs. Biochem. Biophys. Res. Com. 1975, V. 63, 651–658.
19. Burkhanov S. A. Liposomes in medicine. Vestn. AMN SSSR. 1990, N 8, P. 47–50. (In Russian).
20. WHO/CDS/NTD/IDM/2007.4. Report of a WHO informal consultation on liposomal amphotericin B in the treatment of visceral leishmaniasis, Rome, Italy, 16 April 2005: World Health Organization. 18 p.
21. Shulga S. M., Glukh I. S., Gamanukho V. I. Development and implementation of production facilities producing food and dietary supplements "Lecithin". Mater. nauk.-practical. Conf. "Food additives, ingredients, dietary supplements, their properties and use in food and beverages". Кyiv: Znannia. 2003, P. 68–70. (In Russian).
22. Shulga S. M., Glukh I. S., Gamanukho V. I. Aspects of sunflower lecithin in food industry. Odesa. nats. akad. pisch. tekhn. 2009, 36 (2), 177–179. (In Russian).
23. Pat. № 46226. A method for producing a 50% solution of phosphatidylcholine (L-?-lecithin). Shulga S. M., Glukh A. I., Gamanukho V. I., Glukh I. S., Shkola O. I. Publ. 10.12.2009. (In Ukrainian).
24. Mykytiuk V. V., Shulga S. M., Glukh I. S. Lecithin as a factor in obtaining animal products. Кyiv: Osvita Ukrainy. 2010, 114 p. (In Russian).
25. Shulga S. M., Glukh I. S. Dry powder lecithin and liposomal nanoemulsions from sunflower. Аbstracts of posters 10th ILPS Phospholipid Congress, Rotterdam, the Netherlands, 16–18 September 2011. Р. 6.
26. Shulga S., Glukh I. Liposomes and liposomal nanoememulsions from sunflower. Abstracts of 15th European Congress on Biotechnology (23-26 September 2012, Istanbul, Turkey), New biotechnology. 29 (S), S127.
27. Shulga S., Glukh I. Technology of dry powder sunflower lecithin for food, Feed and Pharmaceuticals. Lecithin from Alternative Sources, The 103rd AOCS Annual Conference & Expo in Long Beach, California, USA, April 29—May 2, 2012. PHO 1.
28. Cabezas D. M., Diehl B., Tom?s M. C. Sunflower Lecithin: Application of a Fractionation Process with Absolute Ethanol. J. Amer. Oil Chem. Soc. 2009, V. 86, Р. 189–196.
29. Nieuwenhuyzen W., Tom?s M. C. Update on vegetable lecithin and phospholipid technologies. Europ. J. Lipid Science Technol. 2008, V. 110, 472–486.
30. Pat. SU 1289440 A1. Method for phospholipids producing. Melnichuk D. A., Lishko V. K., Stefanov A. V. Publ. 15.02.1987, Bul. № 6. (In Russian).
31. Shulga S. M., Glukh I. S., Gamanukho V. I. Creation of food production and dietary supplement "Lecithin" from sunflower phosphatide concentrate. Coll. of scientific and practical articles. Conf. with int. participation "Topical issues of Nutrition. Role of dietary supplements to ensure public health.. Dnepropetrovsk. 2003, P. 96–97. (In Russian).
32. Pat. № 81822. The method of allocation of phospholipids phosphatidic concentrate. Shulga S. M., Glukh I. S.., Glukh A. I., Hamanukho V. I. Publ. 11.11.2008. (In Ukrainian).
33. Dzial H. V., Shulga S. M., Drozdov O. L. Comparative characteristics of chromatographic methods for determination of sunflower lecithin: Method. recommendations. Dnipropetrovsk. 2012, 70 p. (In Ukrainian).
34. Shulga S. M., Glukh A. I, Glukh I. S. Development of technology for dry lecithin from sunflower phosphatide concentrate. Nauka ta innovatsii. 2012, 8 (5), 62–71. (In Russian).
35. Dzial H. V., Shulga S. M., Drozdov A. L. Modern understanding of the biological properties of lecithin: Method. allowance. Dnepropetrovsk. 2010, 36 p. (In Russian).
36. Shulga S. M., Glukh A. I, Glukh I. S. The introduction of technology and of the production of essential phospholipids (50% solution of phosphatidylcholine) from sunflower phosphatide concentrate. Nauka nf innovatsii. 2010, 6 (1), 76–78. (In Russian).
37. Dzial H. V., Shulga S. M., Drozdov A. L. Biological properties of lecithin. Med. perspectyvy. 2010, 15 (2), 123–135. (In Russian).
38. Shulga S. M., Glukh I. S.., Drozdov O. L. Biological properties of lecithin from sunflower. Science. Labour Odes. nat. akad. food. technology. Odesa. 2012, 42 (1), 234–238. (In Ukrainian).
39. Allen T. M. Drugs. Suppl. 1997, V. 4, P. 8–14.
40. Torchilin V. P. Liposomes as delivery agents for medical imaging. Mol. Med. Today. 1996, 2 (6), 242–249.
41. Torchilin V. P. Targeting of liposomes within cardiovascular system. J. Liposome Res. 1997, 7 (4), 433–435.
42. Dass C. R., Walker T. L., Burton M. A., Decruz E. E. Enhanced anticancer therapy mediated by specialized liposomes. J. Pharm. Pharmcol. 1997, 49 (10), 4671–4674.
43. Aliсo S. F. Liposome. Biochem. Pharmacol. 1997, V. 54, Р. 9–13.
44. Harrington K. L. Liposomes as vehicles for targeted therapy of cancer. Part 2: Clinical development. Clin. Oncol. 2000, V. 12, Р. 16–24.
45. Liposomes in Biological Systems: Transl. from English. Edd. G. Gregoriadis, A. Allison. Мoskva. 1983, P. 36–39. (In Russian).
46. Liposome technology. Еd. by G. Gregoriadis. Boca Raton (Fla). 1984, V. 13, 229 p.
47. Bermudez M. Liposome. J. Liposome Res. 1996, 6 (1), 221.
48. Medda S., Das N., Mahato S. B. Glycoside-bearing liposomal delivery systems against macrophage-associated disorders involving Mycobacterium leprae and Mycobacterium tuberculosis. Ind. J. Biochem. Biophys. Jun. 1995, 32 (3), 147–151.
49. New R. C. Liposomes: А Practical Approach. IRL Press, Oxford. 1989, 161 p.
50. Lasic D. D. Liposomes: From Physics to Application. Amsterdam, New York: Elsevier. 1993, 575 p.
51. Bangham A. D., Standish M. M., Watkins J. C. Diffusion of univalent ions across the lamellae of swollen phospholipids. J. Mol. Biol. 1965, 13 (1), 238–252.
52. Huang C.-H. Studies on phosphatidylcholine vesicles. Formation and physical characteristics. Biochemistry. 1969, 8 (1), 344–352.
53. Barenholzt S. Y., Amselem L. D. A new method for preparation of phospholipid vesicles (liposomes)—French press. FEBS Lett. 1979, 99 (1), 210–214.
54. Mayhew E., Lazo R., Vail W. J. Characterization of liposomes prepared using a microemulsifier. Biochim. Biophys. Acta. 1984, 775 (2), 169–174.
55. Brandl M., Bachmann D., Drechsler M., Bauer K. H. Lipopsome preparation by a new high pressure homogenizer Journal of Drug Delivery 9 Gaulin Micron LAB 40. Drug Devel. Ind. Pharm. 1990, 16 (14), 2167–2191.
56. Olson F., Hunt C. A., Szoka F. C. Preparation of liposomes of defined size distribution by extrusion through polycarbonatemembranes. Biochim. Biophys. Acta. 1979, 557 (1), 9–23.
57. Mayer L. D., Hope M. J., Cullis P. R. Vesicles of variable sizes produced by a rapid extrusion procedure. Biochim. Biophys. Acta. 1986, 858 (1), 161–168.
58. Schneider T., Sachse A., Rossling G., Brandl M. Largescale production of liposomes of defined size by a new continuous high pressure extrusion device. Drug Devel. Ind. Pharm. 1994, 20 (18), 2787–2807.
59. Batzri S., Korn E. D. Single bilayer liposomes prepared without sonication. Biochim. Biophys. Acta. 1973, 298 (4), 1015–1019.
60. Lasic D. D. Mechanisms of liposome formation. J. Liposome Res. 1995, 5 (3), 431–441.
61. Kremer J. M. H., Esker M. W., Pathmamanoharan C., Wiersema P. H. Vesicles of variable diameter prepared by a modified injection method. Biochemistry. 1977, 16 (17), 3932–3935.
62. Maitani Y., Soeda H., Junping W., Takayama K. Modified ethanol injection method for liposomes containing ?-sitosterol ?-d-glucoside. J. Liposome Res. 2001, 11 (1), 115–125.
https://doi.org/10.1081/LPR-100103174
63. Stano P., Bufali S., Pisano C. Novel camptothecin analogue (Gimatecan)-containing liposomes prepared by the ethanol injection method. J. Liposome Res. 2004, 14 (1–2), 87–109.
https://doi.org/10.1081/LPR-120039794
64. Naeff R. Feasibility of topical liposome drugs produced on an industrial scale. Advanc. Drug Del. Rev. 1996, 18 (3), 343–347.
https://doi.org/10.1016/0169-409X(95)00080-Q
65. Wagner A., Vorauer-Uhl K., Kreismayr G., Katinger H.The crossflow injection technique: an improvement of the ethanol injection method. J. Liposome Research. 2002, 12 (3), 259–270.
https://doi.org/0.1081/LPR-120014761
66. Wagner A., Vorauer-Uhl K., Kreismayr G., Katinger H. Enhanced protein loading into liposomes by the multiple crossflow injection technique. J. Liposome Research. 2002, 12 (3), 271–283.
https://doi.org/10.1081/LPR-120014762
67. Wagner A., Vorauer-Uhl K., Katinger H. Liposomes produced in a pilot scale: production, purification and efficiency aspects. Europ. J. Pharm. Biopharm. 2002, 54 (2), 213–219.
https://doi.org/10.1016/S0939-6411(02)00062-0
68. Wagner A., Platzgummer M., Kreismayr G. et al. GMP production of liposomes—a new industrial approach. J. Liposom Research. 2006, 16 (3), 311–319.
https://doi.org/10.1080/08982100600851086
69. Wagner A., Stiegler G., Vorauer-Uhl K. One step membrane incorporation of viral antigens as a vaccine candidate against HIV. J. Liposom Research. 2007, 17 (3–4), 139–154.
https://doi.org/10.1080/08982100701530159
70. Deamer D., Bangham A. D. Large volume liposomes byan ether vaporization method. Biochim. Biophys. Acta. 1976, 443 (3), 629–634.
71. Turanek J., Kasna A., Zaluska D., Neca J. Preparation of sterile liposomes by proliposome-liposome method. Meth. Enzymol. 2003, V. 367, P. 111–125.
https://doi.org/10.1016/S0076-6879(03)67009-6
72. Turanek J., Zaluska D., Neca J. Linkup of a fast protein liquid chromatography system with a stirred thermostatedcell for sterile preparation of liposomes by the proliposomeliposome method: application to encapsulation of antibiotics, synthetic peptide immunomodulators, and a photosensitizer. Anal. Biochem. 1997, 249 (2), 131–139.
https://doi.org/10.1006/abio.1997.2146
73. Szoka F. Jr., Papahadjopoulos D. Procedure for preparation of liposomes with large internal aqueous space and high capture by reverse-phase evaporation. PNAS USA. 1978, 75 (9), 4194–4198.
https://doi.org/10.1073/pnas.75.9.4194
74. Frokjaer S. Double emulsion vesicles. Liposomes. A Practical Approach, R. R. C. New, Ed.: IRLPress, Oxford, UK. 1989.
75. Anholt R. R. H. Solubilization and reassembly of the mitochondrial benzodiazepine receptor. Biochemistry. 1986, 25 (8), 2120–2125.
https://doi.org/10.1021/bi00356a041
76. Jackson M. L., Litman B. J. Rhodopsin-phospholipid reconstitution by dialysis removal of octyl glucoside. Biochemistry. 1982, 21 (22), 5601–5608.
https://doi.org/10.1021/bi00265a033
77. Driessen A. J. M., Wickner W. Solubilization and functional reconstitution of the protein-translocation enzymes of Escherichia coli. Proc. Natl. Acad. Sciences USA. 1990, 87 (8), 3107–3111.
https://doi.org/10.1073/pnas.87.8.3107
78. Schurtenberger P., Mazer N., Waldvogel S., Kanzig W. Preparation of monodisperse vesicles with variable size by dilution of mixed micellar solutions of bile salt and phosphatidylcholine. Biochim. Biophys. Acta. 1984, 775 (1), 111–114.
https://doi.org/10.1016/0005-2736(84)90241-4
79. Brunner J., Skrabal P., Hauser H. Single bilayer vesicles prepared without sonication: physico chemical properties. Biochim. Biophys. Acta. 1976, 455 (2), 322–331.
https://doi.org/10.1016/0005-2736(76)90308-4
80. Goldin S. M. Formation of unilamellar lipid vesicles of controllable dimensions by detergent dialysis. Biochemistry. 1979, 18 (19), 4173–4176.
https://doi.org/10.1021/bi00586a020
81. Milsmann M. H. W., Schwendener R. A., Weder H. G. The preparation of large single bilayer liposomes by a fast and controlled dialysis. Biochim. Biophys. Acta. 1978, 512 (1), 147–155.
82. Kagawa Y., Racker E. Partial resolution of the enzymes catalysing oxidative phosphorylation. Reconstitution of vesicles catalysing adenosinetriphosphate exchange. J. Biol. Chem. 1971, V. 246, P. 5477–5487.
83. Kuziakova L. M. Construction of transdermal liposomal preparations with the desired properties. Vestn. Mosk. un-ta. Ser 2, Chemistry. 2005, 46 (1), 74–79. (In Russian).
84. Kuznetsov O. K., Kiselyov O. I., Avtushenko S. S. Experimental study of a dry liposome inactivated influenza vaccine (LIGA) for oral administration. Sovr. vaktsinologiya. 1998, P. 107–108. (In Russian).
85. Tikhonov N. G. Treatment of pneumonia with / farm animals liposomal streptomycin. Problems biol. Ecol. Safety: Mater. Intern. scientific. Conf. Obolensk, 22–24 May, 2000. P. 147. (In Russian).
86. Taganovich A. D. Preparation of liposomes from natural lipids, and results of a study of their effect on lung cells. http:// www.med.by/dmn/book.php?book=04-13_1 (In Russian).
87. Pat. RF 2306936, А61К 31/7105; А61К 9/127. Liposomal interferon inducer. Zolin V. V., Kolokoltsov A. A., Targonskii S. N., Bazhutin N. B. Appl. 25.02.2004; Publ. 10.08.2005. (In Russian).
88. Aebi H. Catalase in vitro. Methods Enzymol. 1984, V. 105, Р. 121–126.
89. Pat. RF 2216315 С2, 7А 61К 9/127. A process for preparing liposomes. Gregory Gregoriadis, Brahim Zadi, Dzhayasekera Pramukh Nalaka. Appl. 16.06.1999; Publ. 20.11.2003. (In Russian).
90. Pat. RF № 93029233. Liposome vesicles, stable in storage. Shan A. I., Yakovlev T. E., Bulusheva E. V. Appl. 04.06.1993; Publ. 20.07.1997. (In Russian).
91. Pat. RF № 96119991. Liposomes with enhanced encapsulating ability. Hiroshi Kikuchi, Kiyoto Yati. Publ. 27.12.1998. (In Russian).
92. Pat. RF № 96110886. Liposomes containing materials consisting of particles. Gregory Gregoriadis, Sophia George Antimisiaris, Ihsan Gursel. Appl. 07.10.1994; Publ. 10.02.2000. (In Russian).
93. Pat. RF № 2000110113. Liposome aerosols with a small particle size for delivery of anticancer drugs. J. Knight. Vernon Gilbert Brian J. Voldrep. Clifford. Appl. 23.09.1998; Publ. 20.02.2004. (In Russian).
94. Krasilnikov V. N. Liposomes: Structure, properties and manufacturing. SPb: Torgovo-ekon. in-t. 147 p. (In Russian).
95. Williams W. P. Liposomes and Pro-Liposome Method. SOFW J. 1992, V. 118, 377–378.
96. New R. C. Preparation of liposomes. In: Liposomes, a practical approach, ed. by RR. C. New. Oxford etc. IRZ press. 1990. Р. 33–104.
97. Payne N. J. Characterizftion of proliposomes. J. Pharm. Sci. 1986, 75 (4), 330–333.
98. Pat. RF № 2130771 С2, 6 А 61 К 9/127. The method for producing liposome preparations. Avtushenko S. S. Appl. 01.06.1998; Publ. 27.05.1999. (In Russian).
99. Jung B. H., Chung S. J., Shim C. K. Proliposomes as prolonged intranasal drug delivery systems. STP Pharma Sciences. 2002, 12 (1), 33–38.
100. Meyer L. Liposomes. The Pro-Liposome Approach. Publication 14 September. 1993, P. 43.
101. Pat. RF № 2217129 С2, 7 А 61 К 9/127. The method for producing liposome preparations. Sorokin E. M., Smirnova L. F., Mikhailova O. G. Appl. 28.10.2002; Publ. 27.11.2003. (In Russian).
102. Pat. RF N 2162689 С2, 7 А 61 К 9/127, 9/72, 31/56, 47/44. Proliposomalnye powders for inhalation. Katarina Byustrem, Per-Gunnar Nilsson. Appl. 20.12.1995; Publ. 10.02.2001. (In Russian).
103. Sorokoumova G. M. Phospholipids. Methods of isolation, detection and study of physicochemical properties of lipid dispersions in water. Мoskva: MITKhT. 2000, 100 p. (In Russian).
104. Perrett S. Method for the Preparation of Liposomes for Pharmaceutical Applications. J. Pharm. Pharmacol. 1991, V. 43, Р. 154–161.