Utilizing food effects to overcome challenges in delivery of lipophilic bioactives: Structural design of medical and functional foods

Expert Opinion on Drug Delivery

Volumn 10, Issue 12, 2013, Pages 1621-1632

  McClements, David Julian ^a  

^a UNIVERSITY OF MASSACHUSETTS   (United States)

Author keywords

Bioactives; Delivery systems; Food effects; Functional foods; Lipophilic; Medical foods; Nutraceuticals; Pharmaceuticals

Indexed keywords

ALPHA TOCOPHEROL; BILE SALT; BIOPOLYMER; CALCIUM ION; CAROTENOID; CONJUGATED LINOLEIC ACID; FATTY ACID; LIPOPHILIC BIOACTIVE; LIPOSOME; MONOACYLGLYCEROL; NUTRACEUTICAL; OMEGA 3 FATTY ACID; PENETRATION ENHANCING AGENT; PHOSPHOLIPID; PHYTOSTEROL; POLYPHENOL; POLYSACCHARIDE; RETINOL; SOLID LIPID NANOPARTICLE; SURFACTANT; TRIACYLGLYCEROL; UBIDECARENONE; UNCLASSIFIED DRUG; VITAMIN D; DRUG;

BIOAVAILABILITY; BIOLOGICAL ACTIVITY; CELL MEMBRANE PERMEABILITY; CHEMICAL STRUCTURE; CHRONIC DISEASE; DIABETES MELLITUS; DIETARY FIBER; DIGESTION; DRUG ABSORPTION; DRUG DELIVERY SYSTEM; DRUG EXCRETION; DRUG METABOLISM; DRUG SOLUBILITY; EPITHELIUM CELL; FOOD; FOOD COMPOSITION; FOOD QUALITY; FOOD STRUCTURE; FUNCTIONAL FOOD; HEART DISEASE; HYDROLYSIS; HYPERTENSION; INTESTINE CELL; INTESTINE FLUID; LIPOPHILICITY; MEDICAL FOOD; MELTING POINT; MICELLE; MICROEMULSION; NEOPLASM; NUTRITIONAL PARAMETERS; PHYSICAL CHEMISTRY; QUALITY OF LIFE; REVIEW; SHELF LIFE; SOLUBILIZATION; ANIMAL; FOOD DRUG INTERACTION; HUMAN;

ANIMALS; BIOLOGICAL AVAILABILITY; FOOD; FOOD-DRUG INTERACTIONS; FUNCTIONAL FOOD; HUMANS; PHARMACEUTICAL PREPARATIONS;

EID: 84888990081     PISSN: 17425247     EISSN: 17447593     Source Type: Journal    
DOI: 10.1517/17425247.2013.837448     Document Type: Review

References (87)

1. Jingling Tang JS. Self-emulsifying drug delivery systems: strategy for improving oral delivery of poorly soluble drugs. Curr Drug Ther 2007;2:85-93
2. Porter CJ, Trevaskis NL, Charman WN. Lipids and lipid-based formulations: optimizing the oral delivery of lipophilic drugs. Nat Rev Drug Discov 2007;6:231-48 (Pubitemid 46344627)
3. Gonnet M, Lethuaut L, Boury F. New trends in encapsulation of liposoluble vitamins. J Controlled Release 2010;146:276-90
4. Weiss J, Decker EA, McClements DJ, et al. Solid lipid nanoparticles as delivery systems for bioactive food components. Food Biophys 2008;3:146-54
5. Rein MJ, Renouf M, Cruz-Hernandez C, et al. Bioavailability of bioactive food compounds: a challenging journey to bioefficacy. Br J Clin Pharmacol 2013;75:588-602
6. Yeap YY, Trevaskis NL, Quach T, et al. Intestinal bile secretion promotes drug absorption from lipid colloidal phases via induction of supersaturation. Mol Pharm 2013;10:1874-89
7. Porter CJH, Trevaskis NL, Charman WN. Lipids and lipid-based formulations: optimizing the oral delivery of lipophilic drugs. Nat Rev Drug Discov 2007;6:231-48 (Pubitemid 46344627)
8. Pouton CW, Porter CJ. Formulation of lipid-based delivery systems for oral administration: materials, methods and strategies. Adv Drug Deliv Rev 2008;60:625-37
9. Charman WN, Porter CJH, Mithani S, et al. Physicochemical and physiological mechanisms for the effects of food on drug absorption: the role of lipids and pH. J Pharm Sci 1997;86:269-82 (Pubitemid 27113759)
10. Clarysse S, Psachoulias D, Brouwers J, et al. Postprandial changes in solubilizing capacity of human intestinal fluids for BCS class II drugs. Pharm Res 2009;26:1456-66
11. McClements DJ, Decker EA, Park Y. Controlling lipid bioavailability through physicochemical and structural approaches. Crit Rev Food Sci Nutr 2009;49:48-67
12. Patel AR, Velikov KP. Colloidal delivery systems in foods: a general comparison with oral drug delivery. LWT Food Sci Technol 2011;44:1958-64
13. van Aken GA. Relating food emulsion structure and composition to the way it is processed in the gastrointestinal tract and physiological responses: what are the opportunities? Food Biophys 2010;5:258-83
14. Fredrick E, Walstra P, Dewettinck K. Factors governing partial coalescence in oil-in-water emulsions. Adv Colloid Interface Sci 2010;153:30-42
15. McClements DJ. Crystals and crystallization in oil-in-water emulsions: implications for emulsion-based delivery systems. Adv Colloid Interface Sci 2012;174:1-30
16. Williams HD, Trevaskis NL, Charman SA, et al. Strategies to address low drug solubility in discovery and development. Pharmacol Rev 2013;65:315-499
17. McClements DJ, Li Y. Structured emulsion-based delivery systems: controlling the digestion and release of lipophilic food components. Adv Colloid Interface Sci 2010;159:213-28
18. Mohanty C, Das M, Sahoo SK. Emerging role of nanocarriers to increase the solubility and bioavailability of curcumin. Expert Opin Drug Deliv 2012;9:1347-64
19. Sagalowicz L, Leser ME. Delivery systems for liquid food products. Curr Opin Colloid Interface Sci 2010;15:61-72
20. Velikov KP, Pelan E. Colloidal delivery systems for micronutrients and nutraceuticals. Soft Matter 2008;4:1964-80
21. McClements DJ. Advances in fabrication of emulsions with enhanced functionality using structural design principles. Curr Opin Colloid Interface Sci 2012;17:235-45
22. Dahan A, Miller JM. The solubility-permeability interplay and its implications in formulation design and development for poorly soluble drugs. AAPS J 2012;14:244-51
23. Fernandez-Garcia E, Carvajal-Lerida I, Jaren-Galan M, et al. Carotenoids bioavailability from foods: from plant pigments to efficient biological activities. Food Res Int 2012;46:438-50
24. Yu H, Hu YQ, Ip FCF, et al. Intestinal transport of bis(12)-hupyridone in Caco-2 cells and its improved permeability by the surfactant Brij-35. Biopharm Drug Dispos 2011;32:140-50
25. Brown JR, Collett JH, Attwood D, et al. Influence of monocaprin on the permeability of a diacidic drug BTA-243 across Caco-2 cell monolayers and everted gut sacs. Int J Pharm 2002;245:133-42 (Pubitemid 35299899)
26. Pillay V, Hibbins AR, Choonara YE, et al. Orally administered therapeutic peptide delivery: enhanced absorption through the small intestine using permeation enhancers. Int J Pept Res Ther 2012;18:259-80
27. Aungst BJ. Absorption enhancers: applications and advances. AAPS J 2012;14:10-18
28. Fasinu P, Pillay V, Ndesendo VMK, et al. Diverse approaches for the enhancement of oral drug bioavailability. Biopharm Drug Dispos 2011;32:185-209
29. Lesmes U, McClements DJ. Structure-function relationships to guide rational design and fabrication of particulate food delivery systems. Trends Food Sci Technol 2009;20:448-57
30. McClements DJ. Emulsion design to improve the delivery of functional lipophilic components. Annu Rev Food Sci Technol 2010;1:241-69
31. Lentz KA, Quitko M, Morgan DG, et al. Development and validation of a preclinical food effect model. J Pharm Sci 2007;96:459-72 (Pubitemid 46363575)
32. Bauer E, Jakob S, Mosenthin R. Principles of physiology of lipid digestion. Asian Australas J Anim Sci 2005;18:282-95 (Pubitemid 40180961)
33. Fave G, Coste TC, Armand M. Physicochemical properties of lipids: new strategies to manage fatty acid bioavailability. Cell Mol Biol 2004;50:815-31
34. Bermudez B, Pacheco YM, Lopez S, et al. Digestion and absorption of olive oil. Grasas Aceites 2004;55:1-10 (Pubitemid 40025892)
35. Mullertz A, Fatouros DG, Smith JR, et al. Insights into intermediate phases of human intestinal fluids visualized by atomic force microscopy and cryo-transmission electron microscopy ex vivo. Mol Pharm 2012;9:237-47
36. Singh H, Ye A, Horne D. Structuring food emulsions in the gastrointestinal tract to modify lipid digestion. Prog Lipid Res 2009;48(2):92-100
37. Haskell MJ. The challenge to reach nutritional adequacy for vitamin A: beta-carotene bioavailability and conversion-evidence in humans. Am J Clin Nutr 2012;96:1193S-203S
38. McClements DJ, Decker EA, Park Y. Controlling lipid bioavailability through physicochemical and structural approaches. Crit Rev Food Sci Nutr 2009;49:48-67
39. Singh H, Ye AQ, Horne D. Structuring food emulsions in the gastrointestinal tract to modify lipid digestion. Prog Lipid Res 2009;48:92-100
40. Arterburn LM, Oken HA, Hoffman JP, et al. Bioequivalence of docosahexaenoic acid from different algal oils in capsules and in a DHA-fortified food. Lipids 2007;42:1011-24 (Pubitemid 350127315)
41. Yep YL, Li D, Mann NJ, et al. Bread enriched with microencapsulated tuna oil increases plasma docosahexaenoic acid and total omega-3 fatty acids in humans. Asia Pac J Clin Nutr 2002;11:285-91 (Pubitemid 35464062)
42. Sanguansri L, Shen ZP, Weerakkody R, et al. Omega-3 fatty acids in ileal effluent after consuming different foods containing microencapsulated fish oil powder - an ileostomy study. Food Funct 2013;4:74-82
43. Matalanis A, Jones OG, McClements DJ. Structured biopolymer-based delivery systems for encapsulation, protection, and release of lipophilic compounds. Food Hydrocoll 2011;25:1865-80
44. Porter CJ, Charman SA, Charman WN. Lymphatic transport of halofantrine in the triple-cannulated anesthetized rat model: effect of lipid vehicle dispersion. J Pharm Sci 1996;85:351-6 (Pubitemid 26105699)
45. Qian C, Decker EA, Xiao H, et al. Nanoemulsion delivery systems: influence of carrier oil on beta-carotene bioaccessibility. Food Chem 2012;135:1440-7
46. McClements DJ. Food emulsions: principles, practice, and techniques. 2nd edition. CRC Press; Boca Raton: 2005
47. Mackie A, Macierzanka A. Colloidal aspects of protein digestion. Curr Opin Colloid Interface Sci 2010;15:102-8
48. Maldonado-Valderrama J, Gunning AP, Ridout MJ, et al. The effect of physiological conditions on the surface structure of proteins: setting the scene for human digestion of emulsions. Eur Phys J E Soft Matter 2009;30:165-74
49. Maldonado-Valderrama J, Woodward NC, Gunning AP, et al. Interfacial characterization of beta-lactoglobulin networks: displacement by bile salts. Langmuir 2008;24:6759-67
50. van Aken GA, de Hoog EHA. Oral processing and perception of food emulsions: relevence for fat reduction in foods. In: McClements DJ, Decker EA, editors. Designing functional foods: measuring and controlling food structure breakdown and nutrient absorption. CRC Press; Boca Raton, FL: 2009. p. 265-94
51. van Aken GA, Vingerhoeds MH, de Hoog EHA. Colloidal behavior of food emulsions under oral conditions. In: Dickinson E, editor. Food hydrocolloids, interactions, microstructure and processing. The Royal Society of Chemistry; Cambridge, UK: 2005. p. 356-66
52. Li Y, McClements DJ. New mathematical model for interpreting pH-stat digestion profiles: impact of lipid droplet characteristics on in vitro digestibility. J Agric Food Chem 2010;58:8085-92
53. Li Y, Hu M, Du YM, et al. Control of lipase digestibility of emulsified lipids by encapsulation within calcium alginate beads. Food Hydrocoll 2011;25:122-30
54. Li Y, Kim J, Park Y, et al. Modulation of lipid digestibility using structured emulsion-based delivery systems: comparison of in vivo and in vitro measurements. Food Funct 2012;3:528-36
55. Li Y, McClements DJ. Controlling lipid digestion by encapsulation of protein-stabilized lipid droplets within alginate-chitosan complex coacervates. Food Hydrocoll 2011;25:1025-33
56. Augustin MA, Patten G, De Luca A, et al. Intestinal passage of microencapsulated fish oil in rats following oral administration. Food Funct 2011;2:684-96
57. Kang W, Kim K, Kim EY, et al. Effect of food on systemic exposure to niflumic acid following postprandial administration of talniflumate. Eur J Clin Pharmacol 2008;64:1027-30
58. Failla ML, Chitchumroonchokchai C, Ishida BK. In vitro micellarization and intestinal cell uptake of cis isomers of lycopene exceed those of all-trans lycopene. J Nutr 2008;138:482-6 (Pubitemid 351355244)
59. Failla ML, Huo T, Thakkar SK. In vitro screening of relative bioaccessibility of carotenoids from foods. 10th Asian Congress of Nutrition; September 2007; Taipei, TAIWAN: H E C Press, Healthy Eating Club Pty Ltd; 2007. p. 200-3
60. Tyssandier V, Lyan B, Borel P. Main factors governing the transfer of carotenoids from emulsion lipid droplets to micelles. Biochim Biophys Acta Mol Cell Biol Lipids 2001;1533:285-92 (Pubitemid 33127279)
61. Huo T, Ferruzzi MG, Schwartz SJ, et al. Impact of fatty acyl composition and quantity of triglycerides on bloaccessibility of dietary carotenoids. J Agric Food Chem 2007;55:8950-7 (Pubitemid 350105541)
62. McClements DJ, Xiao H. Potential biological fate of ingested nanoemulsions: influence of particle characteristics. Food Funct 2012;3:202-20
63. Armand M. Milk fat digestibility. Sci Aliments 2008;28:84-98
64. Singh H, Sarkar A. Behaviour of protein-stabilised emulsions under various physiological conditions. Adv Colloid Interface Sci 2011;165:47-57
65. Lincoln J, Stewart ME, Preskorn SH. How sequential studies inform drug development: evaluating the effect of food intake on optimal bioavailability of ziprasidone. J Psychiatr Pract 2010;16:103-14
66. Shah RC. Medical foods for Alzheimer's disease. Drugs Aging 2011;28:421-8
67. Delorme V, Dhouib R, Canaan S, et al. Effects of surfactants on lipase structure, activity, and inhibition. Pharm Res 2011;28:1831-42
68. Li Y, McClements DJ. Inhibition of lipase-catalyzed hydrolysis of emulsified triglyceride oils by low-molecular weight surfactants under simulated gastrointestinal conditions. Eur J Pharm Biopharm 2011;79:423-31
69. Fernandez-Garcia E, Rincon F, Perez-Galvez A. Developing an emulsifier system to improve the bioaccessibility of carotenoids. J Agric Food Chem 2008;56:10384-90
70. Devraj R, Williams HD, Warren DB, et al. In vitro digestion testing of lipid-based delivery systems: calcium ions combine with fatty acids liberated from triglyceride rich lipid solutions to form soaps and reduce the solubilization capacity of colloidal digestion products. Int J Pharm 2013;441:323-33
71. Patton JS, Carey MC. Watching fat digestion. Science 1979;204:145-8
72. Patton JS, Vetter RD, Hamosh M, et al. The light-microscopy of triglyceride digestion. Food Microstructure 1985;4:29-41
73. Zangenberg NH, Mullertz A, Kristensen HG, et al. A dynamic in vitro lipolysis model II: evaluation of the model. Eur J Pharm Sci 2001;14:237-44 (Pubitemid 32884320)
74. Zangenberg NH, Mullertz A, Kristensen HG, et al. A dynamic in vitro lipolysis model I. Controlling the rate of lipolysis by continuous addition of calcium. Eur J Pharm Sci 2001;14:115-22 (Pubitemid 32737533)
75. Armand M, Borel P, Ythier P, et al. Effects of droplet size, triacylglycerol composition, and calcium on the hydrolysis of complex emulsions by pancreatic lipase - an invitro study. J Nutr Biochem 1992;3:333-41
76. Hwang S, Lee S, Ahn IS, et al. Highly efficient production of monoglycerides by the continuous removal of fatty acids from lipase-catalyzed oil hydrolysis. Biocatal Biotransform 2009;27:290-5
77. Lorenzen JK, Nielsen S, Holst JJ, et al. Effect of dairy calcium or supplementary calcium intake on postprandial fat metabolism, appetite, and subsequent energy intake. Am J Clin Nutr 2007;85:678-87 (Pubitemid 46393497)
78. Karupaiah T, Sundram K. Effects of stereospecific positioning of fatty acids in triacylglycerol structures in native and randomized fats: a review of their nutritional implications. Nutr Metab 2007;4:1-17
79. Scholz-Ahrens KE, Schrezenmeir J. Milk minerals and the metabolic syndrome. Int Dairy J 2006;16:1399-407 (Pubitemid 44331586)
80. Mukherjee M. Human digestive and metabolic lipases - a brief review. J Mol Catalysis B Enzymatic 2003;22:369-76 (Pubitemid 36802038)
81. Whayne TF, Felts JM. Activation of lipoprotein lipase - an evaluation of calcium as a cofactor. J Am Oil Chemists Soc 1971;48:A101
82. Whayne TF, Felts JM. Activation of lipoprotein lipase - evaluation of calcium, magnesium, and ammonium as cofactors. Circ Res 1971;28:649
83. Kimura H, Futami Y, Tarui S, et al. Activation of human pancreatic lipase activity by calcium and bile-salts. J Biochem 1982;92:243-51 (Pubitemid 13067746)
84. Ranheim T, Gedde-Dahl A, Rustan AC, et al. Effect of chronic incubation of CaCo-2 cells with eicosapentaenoic acid (20:5, n-3) and oleic acid (18:1, n-9) on triacylglycerol production. Biochem J 1994;303(Pt 1):155-61 (Pubitemid 24302913)
85. Hu M, Li Y, Decker EA, et al. Role of calcium and calcium-binding agents on the lipase digestibility of emulsified lipids using an in vitro digestion model. Food Hydrocoll 2010;24:719-25
86. McClements DJ, Decker EA, Park Y, et al. Structural design principles for delivery of bioactive components in nutraceuticals and functional foods. Crit Rev Food Sci Nutr 2009;49:577-606
87. Thomas C, Auwerx J, Schoonjans K. Bile acids and the membrane bile acid receptor TGR5 - connecting nutrition and metabolism. Thyroid 2008;18:167-74 (Pubitemid 351271532)