Lipid-based systems as a promising approach for enhancing the bioavailability of poorly water-soluble drugs

Acta Pharmaceutica

Volumn 63, Issue 4, 2013, Pages 427-445

  Čerpnjak, Katja ^a   Zvonar, Alenka ^b   Gašperlin, Mirjana ^b   Vrečer, Franc ^a,b  

^a KRKA D D   (Slovenia)

^b UNIVERSITY OF LJUBLJANA   (Slovenia)

Author keywords

Lipid based drug delivery systems (LBDDS); Microemulsions; Nanoemulsions; Self microemulsifying drug delivery systems (SMEDDS); Self emulsifying drug delivery systems (SEDDS); Self nanoemulsifying drug delivery systems (SNEDDS)

Indexed keywords

AMPRENAVIR; BEXAROTENE; CALCITRIOL; CYCLOSPORIN A; FENOFIBRATE; ISOTRETINOIN; LIPID; LOPINAVIR PLUS RITONAVIR; RETINOIC ACID; RITONAVIR; SAQUINAVIR; SURFACTANT; TIPRANAVIR; VALPROIC ACID;

ARTICLE; COMPARATIVE STUDY; DRUG BIOAVAILABILITY; DRUG DELIVERY SYSTEM; DRUG FORMULATION; DRUG SOLUBILITY; DRUG STABILITY; EMULSION; GASTROINTESTINAL ABSORPTION; MICROEMULSION; NANOEMULSION;

ADMINISTRATION, ORAL; ANIMALS; BIOLOGICAL AVAILABILITY; DRUG DELIVERY SYSTEMS; EMULSIONS; EXCIPIENTS; HUMANS; LIPIDS; MICROSPHERES; NANOPARTICLES; PARTICLE SIZE; PHARMACEUTICAL PREPARATIONS; SOLUBILITY; WATER;

EID: 84896125217     PISSN: 13300075     EISSN: 18469558     Source Type: Journal    
DOI: 10.2478/acph-2013-0040     Document Type: Article

References (61)

1. J. M. Custodio, C. Y. Wu and L. Z. Benet, Predicting drug disposition, absorption/elimination/ transporter interplay and the role of food on drug absorption, Adv. Drug Deliver. Rev. 60 (2008) 717-733; DOI: 10.1016/j.addr.2007. 08.043.
2. A. Chaudhary, U. Nagaich, N. Gulati, V. K. Sharma and R. L. Khosa, Enhancement of solubilization and bioavailability of poorly soluble drugs by physical and chemical modifications: A recent review, J. Adv. Pharm. Educ. Res. 2 (2012) 32-67.
3. K. Kohli, S. Chopra, D. Dhar, S. Arora and R. K. Khar, Self-emulsifying drug delivery systems: an approach to enhance oral bioavailability, Drug Discov. Today 15 (2010) 958-965; DOI: 10.1016/ j.drudis.2010.08.007.
4. Y. Kawabata, K. Wada, M. Nakatani, S. Yamada and S. Onoue, Formulation design for poorly water-soluble drugs based on biopharmaceutics classification system: Basic approaches and practical applications, Int. J. Pharm. 420 (2011) 1-10; DOI: 10.1016/j.ijpharm.2011.08.032.
5. T. Loftsson, E. M. Brewater and M. Masson, Role of cyclodextrins in improving oral drug delivery, Am. J. Drug Deliv. 2 (2004) 261-275; DOI: 10.2165/00137696-200402040-00006.
6. S. B. Murdandea and M. J. Gumkowskia, Development of a self-emulsifying formulation that reduces the food effect for torcetrapib: An overview, Int. J. Pharm. 51 (2008) 15-22; DOI: 10. 1016/j.ijpharm.2007.09.015.
7. J. Parul, A. Geeta and K. Amanpreet, Bioavailability enhancement of poorly soluble drugs by SMEDDS: A review, J. Drug Deliv. Ther. 3 (2013) 98-109.
8. S. Saroy, D. A. Baby and M. Sabitha, Current trends in lipid based delivery systems and its applications in drug delivery, Asian J. Pharm. Clin. Res. 5 (2012) 4-9.
9. H. J. C. Porter, L. N. Trevaskis and W. N. Charman, Lipids and lipid-based formulations: optimizing the oral delivery of lipophilic drugs, Nat. Rev. Drug Discov. 6 (2007) 231-248; DOI: 10. 1038/nrd2197.
10. B. K. Nanjwade, D. J. Patel, R. A. Udhani and F. V. Manvi, Function of lipids for enhancement of oral bioavailability of poorly water-soluble drugs, Sci. Pharm. 79 (2011) 705-727; DOI: 10.3797/ scipharm.1105-09.
11. W. C. Pouton and J. H. C. Porter, Formulation of lipid-based delivery systems for oral administration: Materials, methods and strategies, Adv. Drug Deliver. Rev. 60 (2008) 625-637; DOI: 10. 1016/j.addr.2007.10.010.
12. W. C. Pouton, Formulation of poorly water-soluble drugs for oral administration: Physicochemical and physiological issues and the lipid formulation classification system, Eur. J. Pharm. Sci. 29 (2006) 278-287; DOI: 10.1016/j.ejps.2006.04.016.
13. V. Jannin, J. Musakhanian and D. Marchaud, Approaches for the development of solid and semi-solid lipid-based formulations, Adv. Drug Deliver. Rev. 60 (2008) 734-746; DOI: 10.1016/j. addr.2007.09.006.
14. B. V. Rajesh, T. K. Reddy, G. Srikanth, V. Mallikarjun and P. Nivethithai, Lipid based self-emulsifying drug delivery system (SEDDS) for poorly water-soluble drugs: A review, J. Glob. Pharma Technol. 2 (2010) 47-55.
15. R. N. Gupta, R. Gupta and R. G. Singh, Enhancement of oral bioavailability of lipophilic drugs from self-microemulsifying drug delivery systems (SMEDDS), Int. J. Drug Dev. Res. 1 (2009) 10-18.
16. K. Mohsin, A. A. Shahba and F. K. Alanazi, Lipid based self-emulsifying formulations for poorly water soluble drugs-an excellent opportunity, Ind. J. Pharm. Edu. Res. 46 (2012) 88-96.
17. P. Gao and W. Morozowich, Development of supersaturatable self-emulsifying drug delivery system formulation for improving the oral absorption of poorly soluble drugs, Expert Opin. Drug Del. 3 (2006) 97-110; DOI: 10.1517/17425247.3.1.97.
18. B. D. Tarr and S. H. Yalkowsky, Enhanced intestinal absorption of cyclosporine in rats through the reduction of emulsion droplet size, Pharm. Res. 6 (1989), 40-43; DOI: 10.1023/A:10158435 17762.
19. B. Singh, S. Bandopadhyay, R. Kapil, R. Singh and O. Katare, Self-emulsifying drug delivery systems (SEDDS): Formulation development, characterization, and applications, Crit. Rev. Ther. Drug 26 (2009) 427-521.
20. J. H. Lin, W. Chen and J. King, The effect of dosage form on oral absorption of L-365, 260, a potent CCK receptor antagonist in dogs, Pharm. Res. 8 (1991) 272.
21. M. J. Groves and D. A. Degalindez, The self-emulsifying action of mixed surfactants in oil, Acta Pharm. Suec. 13 (1976) 361-372.
22. S. M. Khoo, A. J. Humberstone, C. J. H. Porter, G. A. Edwards and W. N. Charman, Formulation design and bioavailability assessment of lipidic self-emulsifying formulations of halofantrine, Int. J. Pharm. 167 (1998) 155-164; DOI: 10.1016/S0378-5173(98)00054-4.
23. K. J. Palin and C. G. Wilson, The effect of different oils on the absorption of probucol in the rat, J. Pharm. Pharmacol. 36 (1984) 641-643; DOI: 10.1111/j.2042-7158.1984.tb04919.
24. J. Rao and D. J. McClements, Formation of flavor oil microemulsions, nanoemulsions and emulsions: influence of composition and preparation method, J. Agric. Food Chem. 59 (2011) 5026-5035; DOI: 10.1021/jf200094m.
25. M. Stuchlik and S. @ák, Lipid-based vehicle for oral drug delivery, Biomed. Pap. 145 (2001) 17-26.
26. P. Constantinides, Lipid microemulsions for improving drug dissolution and oral absorption: physical and biopharmaceutical aspects, Pharm. Res. 12 (1995) 1561-1572; DOI: 10.1023/A: 1016268311867.
27. M. Kimura, M. Shizuki, K. Miyoshi, T. Sakai, H. Hidaka, H. Takamura and T. Matoba, Relationship between the molecular structures and emulsification properties of edible oils, Biosci. Biotech. Bioch. 58 (1994) 1258-1261; DOI: 10.1271/bbb.58.1258.
28. M. Grovea and A. Mullertzb, Bioavailability of seocalcitol II: development and characterisation of self-microemulsifying drug delivery systems (SMEDDS) for oral administration containing medium and long chain triglycerides, Eur. J. Pharm. Sci. 28 (2006) 233-234; DOI: 10.1016/j.ejps. 2006.02.005.
29. C. J. Porter, A. M. Kaukonen and B. J. Boyd, Susceptibility to lipase-mediated digestion reduces the oral bioavailability of danazol after administration as a medium-chain lipid-based microemulsion formulation, Pharm. Res. 8 (2004) 1405-1412; DOI: 10.1023/B:PHAM.0000036914. 22132.cc.
30. H. N. Prajapati, M. D. Dalrymple and T. M. A. Serajuddin, A comparative evaluation of mono-, di-and triglyceride of medium chain fatty acids by lipid/surfactant/water phase diagram, solubility determination and dispersion testing for application in pharmaceutical dosage form development, Pharm. Res. 29 (2012) 285-305; DOI: 10.1007/s11095-011-0541-3.
31. K. Bolko, A. Zvonar and M. Ga{perlin, Mixed lipid phase SMEDDS as an innovative approach to enhance resveratrol solubility, Drug Dev. Ind. Pharm. 2013, in press; DOI: 10.3109/03639045. 2012.749888.
32. P. P. Constantinides and J. P. Scalart, Formulation and physical characterization of water-in-oil microemulsions containing long-versus medium-chain glycerides, Int. J. Pharm. 158 (1997) 57-68; DOI: 10.1016/S0378-5173(97)00248-2.
33. D. M. Small, Surface and bulk interactions of lipids and water with a classification of biologically active lipids based on these interactions, Fed. Proc. 29 (1970) 1320-1326.
34. W. C. Pouton, Properties and uses of common formulation lipids, surfactants and cosolvents, in AAPS, Workshop, March 2007.
35. N. H. Shah, M. T. Carvajal, C. I. Patel, M. H. Infeld and A. W. Malick, Self-emulsifying drug delivery systems (SEDDS) with polyglycolized glycerides for improving in vitro dissolution and oral absorption of lipophilic drugs, Int. J. Pharm. 106 (1994) 15-23.
36. Pharmaceutical Excipients, Product Reference Quick Guide, Gattefosse, Version VIII, April 2012; http://www.drug-dev.com/Media/MarketPlaceMedia/ 2012%20GUSA%20PHARMA%20EXCIPIENT %20GUIDE%204.16.12.pdf; access date December 12, 2012.
37. J. B. Cannon, Strategies to formulate lipid-based drug delivery systems, Am. Pharm. Rev. 14 (2011) 4.
38. A. Zvonar, M. Ga{perlin and J. Kristl, Samo(mikro)emulgirajo~i sistemi -alternativen pristop za izbol{anje biolo{ke uporabnosti lipofilnih u~inkovin = Self(micro)emulsifying systems -alternative approach for improving bioavailability of lipophilic drugs, Farm. Vestn. 59 (2008), 263-268.
39. S. Charman, Self-emulsifying drug delivery systems: formulation and biopharmaceutic evaluation of an investigational lipophilic compound, Pharm. Res. 9 (1992) 87-93; DOI: 10.1023/A: 1018987928936.
40. R. Neslihan Gursoy and S. Benita, Self-emulsifying drug delivery systems (SEDDS) for improved oral delivery of lipophilic drugs, Biomed. Pharmacother. 58 (2004) 173-182; DOI: 10.1016/j. biopha.2004.02.001.
41. E. S. Swenson, W. B. Milisen and W. Curatolo, Intestinal permeability enhancement: efficacy, acute local toxicity and reversibility, J. Pharm. Res. 11 (1994) 1132-1142; DOI: 10.1023/A:1018984 731584.
42. T. G. Mason, J. N. Wilking, K. Meleson, C. B. Chang and S. M. Graves, Nanoemulsions: formation, structure and physical properties, J. Phys-Condens. Mat. 18 (2006) 635-666; DOI: 10.1088/ 0953-8984/18/41/R01.
43. H. D. Oh, H. J. Kang, W. D. Kim, J. B. Lee, O. J. Kim, S. C. Yong and G. H. Choi, Comparison of solid self-microemulsifying drug delivery system (solid SMEDDS) prepared with hydrophilic and hydrophobic solid carrier, Int. J. Pharm. 420 (2011) 412-418; DOI: 10.1016/j.ijpharm.2011. 09.007.
44. K. B. Kang, J. S. Lee and S. K. Chon, Development of self- microemulsifying drug delivery systems (SMEDDS) for oral bioavailability enhancement of simvastatin in beagle dogs, Int. J. Pharm. 274 (2004) 65-73; DOI: 10.1016/j.ijpharm.2003.12.028.
45. S. Nazzal, I. SmalyukhI, O. D. Lavrentovich and M. A. Khan, Preparation and in vitro characterization of a eutectic based semisolid self-nanoemulsified drug delivery system (SNEDDS) of ubiquinone: mechanism and progress of emulsion formation, Int. J. Pharm. 235 (2002) 247-65; DOI: 10.1016/S0378-5173(02)00003-0.
46. C. W. Pouton, Lipid formulations for oral administration of drugs: non-emulsifying, self-emulsifying and self-microemulsifying drug delivery systems, Eur. J. Pharm. Sci. 11 (2000) 93-98; DOI: 10.1016/S0928-0987(00)00167- 6.
47. N. Anton and T. F. Vandamme, Nano-emulsions and micro-emulsions: Clarifications of the critical differences, Pharm. Res. 28 (2011) 978-985; DOI: 10.1007/s11095-010-0309-1.
48. P. K. Suresh and S. Sharma, Formulation and in vitro characterization of self-nanoemulsifying drug delivery system of cinnarizine, Int. J. Compr. Pharm. 2011. ISSN 0976-8157.
49. D. Ghai and V. R. Sinha, Nanoemulsions as self-emulsified drug delivery carriers for enhanced permeability of the poorly water-soluble selective b1-adrenoreceptor blocker Talinolol, Nanomed.-Nanotechnol. 8 (2012) 618-626; DOI: 10.1016/j.nano.2011.08.015.
50. S. Tenjarla, Microemulsions: an overview and pharmaceutical applications, Crit. Rev. Ther. Drug. 16 (1999) 461-521.
51. P. V. Chavda, Are SMEDDs and SNEDDs same? A gimmick or pharmaceutically relevant, Mintage J. Pharm. Med. Sci. 1 (2012) 7-10.
52. D. J. McClements and J. Rao, Food-grade nanoemulsions: Formulation, fabrication, properties, performance, biological fate and potential toxicity, Crit. Rev. Food Sci. 51 (2011) 285-330; DOI: 10.1080/10408398.2011.559558.
53. A. Martin, Physical Pharmacy, 4th ed., Lea&Febriger, London 1993, pp.127-128.
54. H. Araya, M. Tomita and M. Hayashi, The novel formulation design of O/W microemulsion for improving the gastrointestinal absorption of poorly water soluble compounds, Int. J. Pharm. 305 (2005) 61-74; DOI: 10.1016/j.ijpharm.2002. 08.022.
55. J. M. Lawrence, Microemulsions as drug delivery vehicles, Colloid Interface Sci. 1 (1996) 826-832; DOI: 10.1016/S1359-0294(96)80087-2.
56. P. Solans, J. Nolla and N. Azemar, Nanoemulsions, Curr. Opin. Colloid In. 10 (2005) 102-110; DOI: 10.1016/j.cocis.2005.06.004.
57. M. Antonietti and K. Landfester, Polyreactions in miniemulsions, Prog. Polym. Sci. 27 (2002) 689-757; DOI: 10.1016/S0079-6700(01)00051-X.
58. V. Sadtler, M. Rondon-Gonzales, A. Acrement, A. Choplin and E. Marie, PEO-covered nanoparticles by emulsion. Inversion point (EIP) method, Macromol. Rapid Comm. 31 (2010) 998-1002; DOI: 10.1002/marc.200900835.
59. I. Sole, A. Maestro, C. Gonzales, C. Solans and J. M. Gutierrez, Optimization of nano-emulsion preparation by low-energy methods in an ionic surfactant system, Langmuir 22 (2006) 8326-8332; DOI: 10.1021/Ia0613676.
60. P. Shah, D. Bhalodia and P. Shelat, Nanoemulsion: A pharmaceutical review, Syst. Rev. Pharm. 1 (2010) 24-32; DOI: 10.4103/0975-8453.59509.
61. E. Mohajeri and G. D. Noudeh, Effect of temperature on the critical micelle concentration and micellization thermodynamic of nonionic surfactants: polyoxyethylene sorbitan fatty acid esters, E. J. Chem. 9 (2012) 2268-2274; DOI: 10.1155/2012/961739.