Inhibition of lipase-catalyzed hydrolysis of emulsified triglyceride oils by low-molecular weight surfactants under simulated gastrointestinal conditions

European Journal of Pharmaceutics and Biopharmaceutics

Volumn 79, Issue 2, 2011, Pages 423-431

  Li, Yan ^a   McClements, David Julian ^a  

^a UNIVERSITY OF MASSACHUSETTS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CORN OIL; DODECYLTRIMETHYLAMMONIUM BROMIDE; POLIDOCANOL; POLYSORBATE 20; POLYSORBATE 80; TRIACYLGLYCEROL; TRIACYLGLYCEROL LIPASE; WATER OIL CREAM;

ARTICLE; DIGESTION; DRUG DELIVERY SYSTEM; ENZYME ACTIVITY; ENZYME INACTIVATION; ENZYME STRUCTURE; ENZYME SUBSTRATE; ENZYME SUBSTRATE COMPLEX; HYDROLYSIS; SIMULATION;

EID: 80055014535     PISSN: 09396411     EISSN: 18733441     Source Type: Journal    
DOI: 10.1016/j.ejpb.2011.03.019     Document Type: Article

References (50)

1. A. Muellertz, A. Ogbonna, S. Ren, T. Rades, New perspectives on lipid and surfactant based drug delivery systems for oral delivery of poorly soluble drugs, Journal of Pharmacy and Pharmacology 62 (2010) 1622-1636.
2. C.M. O'Driscoll, B.T. Griffin, Biopharmaceutical challenges associated with drugs with low aqueous solubility - the potential impact of lipid-based formulations, Advanced Drug Delivery Reviews 60 (2008) 617-624.
3. C.W. Pouton, C.J.H. Porter, Formulation of lipid-based delivery systems for oral administration: materials, methods and strategies, Advanced Drug Delivery Reviews 60 (2008) 625-637.
4. H. Lennernas, B. Abrahamsson, The use of biopharmaceutic classification of drugs in drug discovery and development: current status and future extension, Journal of Pharmacy and Pharmacology 57 (2005) 273-285. (Pubitemid 40326200)
5. D.J. McClements, Y. Li, Structured emulsion-based delivery systems: controlling the digestion and release of lipophilic food components, Advances in Colloid and Interface Science 159 (2010) 213-228.
6. S. Chakraborty, D. Shukla, B. Mishra, S. Singh, Lipid - an emerging platform for oral delivery of drugs with poor bioavailability, European Journal of Pharmaceutics and Biopharmaceutics 73 (2009) 1-15.
7. C.J.H. Porter, C.W. Pouton, J.F. Cuine, W.N. Charman, Enhancing intestinal drug solubilisation using lipid-based delivery systems, in: Annual Meeting of the American-Association-of-Pharmaceutical-Scientists, San Antonio, TX, 2006, pp. 673-691.
8. C.J.H. Porter, K.M. Wasan, Lipid-based systems for the enhanced delivery of poorly water soluble drugs, Advanced Drug Delivery Reviews 60 (2008) 615- 616.
9. D.J. McClements, E.A. Decker, Y. Park, Physicochemical and structural aspects of lipid digestion, in: D.J. McClements (Ed.), Understanding and Controlling the Microstructure of Complex Foods, CRC Press, Boca Raton, FL, 2007. pp. 483- 503.
10. D.J. McClements, E.A. Decker, Y. Park, Controlling lipid bioavailability through physicochemical and structural approaches, Critical Reviews in Food Science and Nutrition 49 (2009) 48-67.
11. H. Singh, A.Q. Ye, D. Horne, Structuring food emulsions in the gastrointestinal tract to modify lipid digestion, Progress in Lipid Research 48 (2009) 92-100.
12. C.J.H. Porter, N.L. Trevaskis, W.N. Charman, Lipids and lipid-based formulations: optimizing the oral delivery of lipophilic drugs, Nature Reviews Drug Discovery 6 (2007) 231-248. (Pubitemid 46344627)
13. K.J. MacGregor, J.K. Embleton, J.E. Lacy, E.A. Perry, L.J. Solomon, H. Seager, C.W. Pouton, Influence of lipolysis on drug absorption from the gastro-intestinal tract, Advanced Drug Delivery Reviews 25 (1997) 33-46. (Pubitemid 27107789)
14. G.A. Kossena, B.J. Boyd, C.J.H. Porter, W.N. Charman, Separation and characterization of the colloidal phases produced on digestion of common formulation lipids and assessment of their impact on the apparent solubility of selected poorly water-soluble drugs, Journal of Pharmaceutical Sciences 92 (2003) 634-648. (Pubitemid 36258978)
15. J.F. Cuine, C.L. McEvoy, W.N. Charman, C.W. Pouton, G.A. Edwards, H. Benameur, C.J.H. Porter, Evaluation of the impact of surfactant digestion on the bioavailability of danazol after oral administration of lipidic selfemulsifying formulations to dogs, Journal of Pharmaceutical Sciences 97 (2008) 995-1012. (Pubitemid 351293898)
16. J.F. Cuine, W.N. Charman, C.W. Pouton, G.A. Edwards, C.J.H. Porter, Increasing the proportional content of surfactant (Cremophor EL) relative to lipid in selfemulsifying lipid-based formulations of danazol reduces oral bioavailability in beagle dogs, Pharmaceutical Research 24 (2007) 748-757. (Pubitemid 46411963)
17. B.S. Chu, G.T. Rich, M.J. Ridout, R.M. Faulks, M.S.J. Wickham, P.J. Wilde, Modulating pancreatic lipase activity with galactolipids: effects of emulsion interfacial composition, Langmuir 25 (2009) 9352-9360.
18. J. Maldonado-Valderrama, A.P. Gunning, M.J. Ridout, P.J. Wilde, V.J. Morris, The effect of physiological conditions on the surface structure of proteins: setting the scene for human digestion of emulsions, European Physical Journal E 30 (2009) 165-174.
19. S.J. Hur, E.A. Decker, D.J. McClements, Influence of initial emulsifier type on microstructural changes occurring in emulsified lipids during in vitro digestion, Food Chemistry 114 (2009) 253-262.
20. S. Mun, E.A. Decker, D.J. McClements, Influence of emulsifier type on in vitro digestibility of lipid droplets by pancreatic lipase, Food Research International 40 (2007) 770-781. (Pubitemid 46669996)
21. N.H. Zangenberg, A. Mullertz, H.G. Kristensen, L. Hovgaard, A dynamic in vitro lipolysis model I. Controlling the rate of lipolysis by continuous addition of calcium, European Journal of Pharmaceutical Sciences 14 (2001) 115-122. (Pubitemid 32737533)
22. H. Ali, A. Siddiqui, S. Nazzal, The effect of media composition, pH, and formulation excipients on the in vitro lipolysis of self-emulsifying drug delivery systems (SEDDS), Journal of Dispersion Science and Technology 31 (2010) 226-232.
23. Y. Li, M. Hu, D.J. McClements, Factors affecting lipase digestibility of emulsified lipids using an in vitro digestion model: proposal for a standardised pH-stat method, Food Chemistry 126 (2011) 498-505.
24. Y. Li, D.J. McClements, New mathematical model for interpreting pH-stat digestion profiles: impact of lipid droplet characteristics on in vitro digestibility, Journal of Agricultural and Food Chemistry 58 (2010) 8085- 8092.
25. M. Armand, P. Borel, P. Ythier, G. Dutot, C. Melin, M. Senft, H. Lafont, D. Lairon, Effects of droplet size, triacylglycerol composition, and calcium on the hydrolysis of complex emulsions by pancreatic lipase - an invitro study, Journal of Nutritional Biochemistry 3 (1992) 333-341.
26. K. Kohli, S. Chopra, D. Dhar, S. Arora, R.K. Khar, Self-emulsifying drug delivery systems: an approach to enhance oral bioavailability, Drug Discovery Today 15 (2010) 958-965.
27. M. Hu, Y. Li, E.A. Decker, D.J. McClements, Role of calcium and calcium-binding agents on the lipase digestibility of emulsified lipids using an in vitro digestion model, Food Hydrocolloids 24 (2010) 719-725.
28. U. Klinkesorn, D.J. McClements, Impact of lipase, bile salts, and polysaccharides on properties and digestibility of tuna oil multilayer emulsions stabilized by lecithin-chitosan, Food Biophysics 5 (2010) 73-81.
29. Y. Gargouri, R. Julien, A.G. Bois, R. Verger, L. Sarda, Studies on the detergent inhibition of pancreatic lipase activity, Journal of Lipid Research 24 (1983) 1336-1342.
30. T.P. Johnston, I.J. Goldberg, Inhibition of pancreatic lipase by poloxamer 407 may provide an adjunct treatment strategy for weight loss, Journal of Pharmacy and Pharmacology 58 (2006) 1099-1105. (Pubitemid 44213643)
31. A. Christiansen, T. Backensfeld, W. Weitschies, Effects of non-ionic surfactants on in vitro triglyceride digestion and their susceptibility to digestion by pancreatic enzymes, European Journal of Pharmaceutical Sciences 41 (2010) 376-382.
32. R.E. Ostlund, S.B. Racette, A. Okeke, W.F. Stenson, Phytosterols that are naturally present in commercial corn oil significantly reduce cholesterol absorption in humans, American Journal of Clinical Nutrition 75 (2002) 1000- 1004. (Pubitemid 34547528)
33. H.J. Kim, E.A. Decker, D.J. McClements, Influence of free protein on flocculation stability of beta-lactoglobulin stabilized oil-in-water emulsions at neutral pH and ambient temperature, Langmuir 20 (2004) 10394-10398.
34. L. Moreau, H.J. Kim, E.A. Decker, D.J. McClements, Production and characterization of oil-in-water emulsions containing droplets stabilized by beta-lactoglobulin-pectin membranes, Journal of Agricultural and Food Chemistry 51 (2003) 6612-6617.
35. D. Guzey, D.J. McClements, Impact of electrostatic interactions on formation and stability of emulsions containing oil droplets coated by betalactoglobulin-pectin complexes, Journal of Agricultural and Food Chemistry 55 (2007) 475-485. (Pubitemid 46586335)
36. L.A. Pugnaloni, E. Dickinson, R. Ettelaie, A.R. Mackie, P.J. Wilde, Competitive adsorption of proteins and low-molecular-weight surfactants: computer simulation and microscopic imaging, Advances in Colloid and Interface Science 107 (2004) 27-49.
37. P.A. Gunning, A.R. Mackie, A.P. Gunning, P.J. Wilde, V.J. Morris, Molecular interactions in mixed protein plus ionic surfactant interfaces, in: E. Dickinson (Ed.), Food Colloids: Interactions, Microstructure and Processing, 2005, pp. 143-151.
38. P.J. Wilde, F.A. Husband, A.R. Mackie, M.J. Ridout, V.J. Morris, Proteinsurfactant interactions at interfaces, their influence on interfacial structure, and the stability of foams and emulsions, Abstracts of Papers of the American Chemical Society 223 (2002) U453.
39. N.C. Woodward, A.P. Gunning, J. Maldonado-Valderrama, P.J. Wilde, V.J. Morris, Probing the in situ competitive displacement of protein by nonionic surfactant using atomic force microscopy, Langmuir 26 (2010) 12560-12566.
40. A.R. Mackie, A.P. Gunning, P.J. Wilde, V.J. Morris, Competitive displacement of beta-lactoglobulin from the air/water interface by sodium dodecyl sulfate, Langmuir 16 (2000) 8176-8181.
41. D.J. McClements, Food Emulsions: Principles, Practice, and Techniques, second ed., CRC Press, Boca Raton, 2005.
42. L.T. Lee, B.K. Jha, M. Malmsten, K. Holmberg, Lipase-surfactant interactions studied by neutron reflectivity and ellipsometry, Journal of Physical Chemistry B 103 (1999) 7489-7494.
43. Y.H. Ding, Y. Shu, L.L. Ge, R. Guo, The effect of sodium dodecyl sulfate on the conformation of bovine serum albumin, Colloids and Surfaces A - Physicochemical and Engineering Aspects 298 (2007) 163-169. (Pubitemid 46441796)
44. D. Kelley, D.J. McClements, Interactions of bovine serum albumin with ionic surfactants in aqueous solutions, Food Hydrocolloids 17 (2003) 73-85.
45. E. Abuin, E. Lissi, R. Duarte, Kinetics of N-glutaryl-L-phenylalanine pnitroanilide hydrolysis catalyzed by alpha-chymotrypsin in aqueous solutions of dodecyltrimethylammonium bromide, Journal of Colloid and Interface Science 283 (2005) 539-543. (Pubitemid 40254985)
46. M.A. Biasutti, E.B. Abuin, J.J. Silber, N.M. Correa, E.A. Lissi, Kinetics of reactions catalyzed by enzymes in solutions of surfactants, Advances in Colloid and Interface Science 136 (2008) 1-24. (Pubitemid 350245642)
47. A. Dahan, A. Hoffman, Use of a dynamic in vitro lipolysis model to rationalize oral formulation development for poor water soluble drugs: correlation with in vivo data and the relationship to intra-enterocyte processes in rats, Pharmaceutical Research 23 (2006) 2165-2174.
48. M. le Maire, P. Champeil, J.V. Moller, Interaction of membrane proteins and lipids with solubilizing detergents, Biochimica et Biophysica Acta - Biomembrane 1508 (2000) 86-111.
49. A. Wangsakan, P. Chinachoti, D.J. McClements, Isothermal titration calorimetry study of the influence of temperature, pH and salt on maltodextrin-anionic surfactant interactions, Food Hydrocolloids 20 (2006) 461-467. (Pubitemid 43213128)
50. D.J. McClements, Isothermal titration calorimetry study of pectin-ionic surfactant interactions, Journal of Agricultural and Food Chemistry 48 (2000) 5604-5611.