Self-emulsifying drug delivery systems in oral (poly)peptide drug delivery

Bibliography

• Espiritu MJ, Collier AC, Bingham JP. A 21st-century approach to age-old problems: the ascension of biologics in clinical therapeutics. Drug Discov Today 2014;19(8):1109-13
   PubMed Web of Science ®Google Scholar
• Uhlig T, Kyprianou T, Martinelli FG, et al. The emergence of peptides in the pharmaceutical business: From exploration to exploitation. EuPA Open Proteomics 2014;4:58-69
   Google Scholar
• Kaspar AA, Reichert JM. Future directions for peptide therapeutics development. Drug Discov Today 2013;18(17-18):807-17
   PubMed Web of Science ®Google Scholar
• Du AW, Stenzel MH. Drug carriers for the delivery of therapeutic peptides. Biomacromolecules 2014;15(4):1097-114
   PubMed Web of Science ®Google Scholar
• Bruno BJ, Miller GD, Lim CS. Basics and recent advances in peptide and protein drug delivery. Ther Deliv 2013;4(11):1443-67
   PubMedGoogle Scholar
• Ma E-l, Ma H, Liu Z, et al. In vitro and in vivo evaluation of a novel oral insulin formulation1. Acta Pharmacol Sin 2006;27(10):1382-8
   PubMed Web of Science ®Google Scholar
• Kohli K, Chopra S, Dhar D, et al. Self-emulsifying drug delivery systems: an approach to enhance oral bioavailability. Drug Discov Today 2010;15(21-22):958-65
   PubMed Web of Science ®Google Scholar
• Chaudhury A, Das S. Recent advancement of chitosan-based nanoparticles for oral controlled delivery of insulin and other therapeutic agents. AAPS PharmSciTech 2011;12(1):10-20
   PubMed Web of Science ®Google Scholar
• Delie F, Blanco-Prieto MJ. Polymeric particulates to improve oral bioavailability of peptide drugs. Molecules (Basel, Switzerland) 2005;10(1):65-80
   PubMed Web of Science ®Google Scholar
• Shi J, Schellinger JG, Pun SH. Engineering biodegradable and multifunctional peptide-based polymers for gene delivery. J Biol Eng 2013;7(1):25
   PubMedGoogle Scholar
• Sakloetsakun D, Dünnhaupt S, Barthelmes J, et al. Combining two technologies: multifunctional polymers and self-nanoemulsifying drug delivery system (SNEDDS) for oral insulin administration. Int J Biol Macromol 2013;61:363-72
   PubMed Web of Science ®Google Scholar
• Pauletti GM, Gangwar S, Siahaan TJ, et al. Improvement of oral peptide bioavailability: Peptidomimetics and prodrug strategies. Adv Drug Deliv Rev 1997;27(2-3):235-56
   PubMed Web of Science ®Google Scholar
• Yun Y, Cho YW, Park K. Nanoparticles for oral delivery: targeted nanoparticles with peptidic ligands for oral protein delivery. Adv Drug Deliv Rev 2013;65(6):822-32
   PubMed Web of Science ®Google Scholar
• Peppas NA, Carr DA. Impact of Absorption and Transport on Intelligent Therapeutics and Nano-scale Delivery of Protein Therapeutic Agents. Chem Eng Sci 2009;64(22):4553-65
   PubMed Web of Science ®Google Scholar
• Pawar VK, Meher JG, Singh Y, et al. Targeting of gastrointestinal tract for amended delivery of protein/peptide therapeutics: Strategies and industrial perspectives. J Control Release 2014;196:168-83
   PubMed Web of Science ®Google Scholar
• Wu S-H, Núnez D, Hu S-Y, et al. The effect of acidic pH on the inhibitory efficacy of peptides against the interaction ICAM-1/LFA-1 studied by surface plasmon resonance (SPR). Biosensors and Bioelectronics 2014;56:159-66
   PubMed Web of Science ®Google Scholar
• Wilkinson GR. The effects of diet, aging and disease-states on presystemic elimination and oral drug bioavailability in humans. Adv Drug Deliv Rev 1997;27(2-3):129-59
   PubMed Web of Science ®Google Scholar
• Fuhrmann G, Leroux J-C. Improving the stability and activity of oral therapeutic enzymes-recent advances and perspectives. Pharm Res 2014;31(5):1099-105
   PubMed Web of Science ®Google Scholar
• Bernkop-Schnurch A, Schmitz T. Presystemic metabolism of orally administered peptide drugs and strategies to overcome it. Curr Drug Metab 2007;8(5):509-17
   PubMed Web of Science ®Google Scholar
• Woodley J. Enzymatic Barriers. In: Bernkop-Schnürch A, editor. Oral delivery of macromolecular drugs. Springer; US: 2009. p. 1-19
   Google Scholar
• Demirkol O, Adams C, Ercal N. Biologically important thiols in various vegetables and fruits. J Agric Food Chem 2004;52(26):8151-4
   PubMed Web of Science ®Google Scholar
• Huck CW, Pezzei V, Schmitz T, et al. Oral peptide delivery: are there remarkable effects on drugs through sulfhydryl conjugation? J Drug Target 2006;14(3):117-25
   PubMed Web of Science ®Google Scholar
• Ensign LM, Cone R, Hanes J. Oral drug delivery with polymeric nanoparticles: The gastrointestinal mucus barriers. Adv Drug Deliv Rev 2012;64(6):557-70
   PubMed Web of Science ®Google Scholar
• Sigurdsson HH, Kirch J, Lehr CM. Mucus as a barrier to lipophilic drugs. Int J Pharm 2013;453(1):56-64
   PubMed Web of Science ®Google Scholar
• Johansson ME, Ambort D, Pelaseyed T, et al. Composition and functional role of the mucus layers in the intestine. Cell Mol Life Sci 2011;68(22):3635-41
   PubMed Web of Science ®Google Scholar
• Pelaseyed T, Bergstrom JH, Gustafsson JK, et al. The mucus and mucins of the goblet cells and enterocytes provide the first defense line of the gastrointestinal tract and interact with the immune system. Immunol Rev 2014;260(1):8-20
   PubMed Web of Science ®Google Scholar
• Chakraborty S, Shukla D, Mishra B, et al. Lipid-an emerging platform for oral delivery of drugs with poor bioavailability. Eur J Pharm Biopharm 2009;73(1):1-15
   PubMed Web of Science ®Google Scholar
• Bernkop-Schnürch A, Fragner R. Investigations into the diffusion behaviour of polypeptides in native intestinal mucus with regard to their peroral administration. Pharm Pharmacol Communicat 1996;2(8):361-3
   Google Scholar
• Larhed AW, Artursson P, Gråsjö J, et al. Diffusion of drugs in native and purified gastrointestinal mucus. J Pharm Sci 1997;86(6):660-5
   PubMed Web of Science ®Google Scholar
• Khanvilkar K, Donovan MD, Flanagan DR. Drug transfer through mucus. Adv Drug Deliv Rev 2001;48(2–3):173-93
   PubMed Web of Science ®Google Scholar
• Cone RA. Barrier properties of mucus. Adv Drug Deliv Rev 2009;61(2):75-85
   PubMed Web of Science ®Google Scholar
• Salama NN, Eddington ND, Fasano A. Tight junction modulation and its relationship to drug delivery. Adv Drug Deliv Rev 2006;58(1):15-28
   PubMed Web of Science ®Google Scholar
• Laffleur F, Bernkop-Schnurch A. Strategies for improving mucosal drug delivery. Nanomedicine (London, England) 2013;8(12):2061-75
   PubMed Web of Science ®Google Scholar
• Pauletti GM, Gangwar S, Knipp GT, et al. Structural requirements for intestinal absorption of peptide drugs. J Control Release 1996;41(1):3-17
   Web of Science ®Google Scholar
• Cleland JL, Daugherty A, Mrsny R. Emerging protein delivery methods. Curr Opin Biotechnol 2001;12(2):212-19
   PubMed Web of Science ®Google Scholar
• Morishita M, Peppas NA. Is the oral route possible for peptide and protein drug delivery? Drug Discov Today 2006;11(19):905-10
   PubMed Web of Science ®Google Scholar
• Renukuntla J, Vadlapudi AD, Patel A, et al. Approaches for enhancing oral bioavailability of peptides and proteins. Int J Pharm 2013;447(1):75-93
   PubMed Web of Science ®Google Scholar
• Bernkop-Schnürch A. Nanocarrier systems for oral drug delivery: Do we really need them? Eur J Pharm Sci 2013;49(2):272-7
   PubMed Web of Science ®Google Scholar
• Meyer J, Manning M. Hydrophobic Ion Pairing: Altering the Solubility Properties of Biomolecules. Pharm Res 1998;15(2):188-93
   PubMed Web of Science ®Google Scholar
• Li P, Nielsen HM, Fano M, et al. Preparation and characterization of insulin-surfactant complexes for loading into lipid-based drug delivery systems. J Pharm Sci 2013;102(8):2689-98
   PubMed Web of Science ®Google Scholar
• Sun S, Liang N, Kawashima Y, et al. Hydrophobic ion pairing of an insulin-sodium deoxycholate complex for oral delivery of insulin. Int J Nanomedicine 2011;6:3049-56
   PubMed Web of Science ®Google Scholar
• Dai WG, Dong LC. Characterization of physiochemical and biological properties of an insulin/lauryl sulfate complex formed by hydrophobic ion pairing. Int J Pharm 2007;336(1):58-66
   PubMed Web of Science ®Google Scholar
• Hintzen F, Perera G, Hauptstein S, et al. In vivo evaluation of an oral self-microemulsifying drug delivery system (SMEDDS) for leuprorelin. Int J Pharm 2014;472(1-2):20-6
   PubMed Web of Science ®Google Scholar
• Choi SH, Park TG. Hydrophobic ion pair formation between leuprolide and sodium oleate for sustained release from biodegradable polymeric microspheres. Int J Pharm 2000;203(1-2):193-202
   PubMed Web of Science ®Google Scholar
• Alcock R, Blair JA, O’Mahony DJ, et al. Modifying the release of leuprolide from spray dried OED microparticles. J Control Release 2002;82(2-3):429-40
   PubMed Web of Science ®Google Scholar
• Yuan H, Jiang SP, Du YZ, et al. Strategic approaches for improving entrapment of hydrophilic peptide drugs by lipid nanoparticles. Colloids Surf B Biointerfaces 2009;70(2):248-53
   PubMed Web of Science ®Google Scholar
• Zheng JY, Fulu MY. Decrease of genital organ weights and plasma testosterone levels in rats following oral administration of leuprolide microemulsion. Int J Pharm 2006;307(2):209-15
   PubMed Web of Science ®Google Scholar
• Qi X, Wang L, Zhu J, et al. Self-double-emulsifying drug delivery system (SDEDDS): A new way for oral delivery of drugs with high solubility and low permeability. Int J Pharm 2011;409(1-2):245-51
   PubMed Web of Science ®Google Scholar
• Guo L, Ma E, Zhao H, et al. Preliminary evaluation of a novel oral delivery system for rhPTH1-34: In vitro and in vivo. Int J Pharm 2011;420(1):172-9
   PubMed Web of Science ®Google Scholar
• Zhang G, Wang T, Gao L, et al. Oral delivery of oil-based formulation for a novel synthetic cationic peptide of GnRH (gonadotropin-releasing hormone) antagonist for prostate cancer treatment. Int J Pharm 2013;450(1–2):138-44
   PubMed Web of Science ®Google Scholar
• Suzuki H, Ito M, Kimura T, et al. Inhibitory activity of sulphoglycolipid derivatives towards pancreatic trypsin. Glycoconj J 2000;17(11):787-93
   PubMed Web of Science ®Google Scholar
• Liu D, Kobayashi T, Russo S, et al. In vitro and in vivo evaluation of a water-in-oil microemulsion system for enhanced peptide intestinal delivery. AAPS J 2013;15(1):288-98
   PubMed Web of Science ®Google Scholar
• Mu H, Høy C-E. The digestion of dietary triacylglycerols. Prog Lipid Res 2004;43(2):105-33
   PubMed Web of Science ®Google Scholar
• Fernandez S, Rodier J-D, Ritter N, et al. Lipolysis of the semi-solid self-emulsifying excipient Gelucire® 44/14 by digestive lipases. Biochim Biophys Acta BBAMol Cell Biol Lipids 2008;1781(8):367-75
   PubMed Web of Science ®Google Scholar
• Fernandez S, Jannin V, Chevrier S, et al. In vitro digestion of the self-emulsifying lipid excipient Labrasol® by gastrointestinal lipases and influence of its colloidal structure on lipolysis rate. Pharm Res 2013;30(12):3077-87
   PubMed Web of Science ®Google Scholar
• Li P, Tan A, Prestidge CA, et al. Self-nanoemulsifying drug delivery systems for oral insulin delivery: in vitro and in vivo evaluations of enteric coating and drug loading. Int J Pharm 2014;477(1-2):390-8
   PubMed Web of Science ®Google Scholar
• Pereira de Sousa I, Bernkop-Schnurch A. Pre-systemic metabolism of orally administered drugs and strategies to overcome it. J Control Release 2014;192c:301-9
   Web of Science ®Google Scholar
• Desmarchelier C, Tourniaire F, Prévéraud DP, et al. The distribution and relative hydrolysis of tocopheryl acetate in the different matrices coexisting in the lumen of the small intestine during digestion could explain its low bioavailability. Mol Nutr Food Res 2013;57(7):1237-45
   PubMed Web of Science ®Google Scholar
• Williams HD, Trevaskis NL, Yeap YY, et al. Lipid-based formulations and drug supersaturation: Harnessing the unique benefits of the lipid digestion/absorption pathway. Pharm Res 2013;30(12):2976-92
   PubMed Web of Science ®Google Scholar
• Mohsin K. Design of lipid-based formulations for oral administration of poorly water-soluble drug fenofibrate: effects of digestion. AAPS PharmSciTech 2012;13(2):637-46
   PubMed Web of Science ®Google Scholar
• 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(2):423-31
   PubMed Web of Science ®Google Scholar
• Goddeeris C, Coacci J, Van den Mooter G. Correlation between digestion of the lipid phase of SMEDDS and release of the anti-HIV drug UC 781 and the anti-mycotic drug enilconazole from SMEDDS. Eur J Pharm Biopharm 2007;66(2):173-81
   PubMed Web of Science ®Google Scholar
• Delorme V, Dhouib R, Canaan S, et al. Effects of Surfactants on Lipase Structure, Activity, and Inhibition. Pharm Res 2011;28(8):1831-42
   PubMed Web of Science ®Google Scholar
• Mahjub R, Dorkoosh FA, Rafiee-Tehrani M, Bernkop Schnürch A. Oral self-nanoemulsifying peptide drug delivery systems: impact of lipase on drug release. J Microencapsul 2015;32(4):401-7
   PubMed Web of Science ®Google Scholar
• Griessinger J, Dünnhaupt S, Cattoz B, et al. Methods to determine the interactions of micro- and nanoparticles with mucus. Eur J Pharm Biopharm 2015. [Epub ahead of print]
   PubMedGoogle Scholar
• Friedl H, Dünnhaupt S, Hintzen F, et al. Development and evaluation of a novel mucus diffusion test system approved by self-nanoemulsifying drug delivery systems. J Pharm Sci 2013;102(12):4406-13
   PubMed Web of Science ®Google Scholar
• Araya H, Tomita M, Hayashi M. The novel formulation design of self-emulsifying drug delivery systems (SEDDS) type O/W microemulsion III: the permeation mechanism of a poorly water soluble drug entrapped O/W microemulsion in rat isolated intestinal membrane by the Ussing chamber method. Drug Metab Pharmacokinet 2006;21(1):45-53
   PubMed Web of Science ®Google Scholar
• Sha X, Yan G, Wu Y, et al. Effect of self-microemulsifying drug delivery systems containing Labrasol on tight junctions in Caco-2 cells. Eur J Pharm Sci 2005;24(5):477-86
   PubMed Web of Science ®Google Scholar
• Ma EL, Ma H, Liu Z, et al. In vitro and in vivo evaluation of a novel oral insulin formulation. Acta Pharmacol Sin 2006;27(10):1382-8
   PubMed Web of Science ®Google Scholar
• Ujhelyi Z, Fenyvesi F, Varadi J, et al. Evaluation of cytotoxicity of surfactants used in self-micro emulsifying drug delivery systems and their effects on paracellular transport in Caco-2 cell monolayer. Eur J Pharm Sci 2012;47(3):564-73
   PubMed Web of Science ®Google Scholar
• Brayden DJ, Bzik V, Lewis A, et al. CriticalSorb™ promotes permeation of flux markers across isolated rat intestinal mucosae and Caco-2 monolayers. Pharm Res 2012;29(9):2543-54
   PubMed Web of Science ®Google Scholar
• Cerpnjak K, Zvonar A, Gasperlin M, et al. Lipid-based systems as a promising approach for enhancing the bioavailability of poorly water-soluble drugs. Acta Pharmaceutica (Zagreb Croatia) 2013;63(4):427-45
   PubMed Web of Science ®Google Scholar
• Qi X, Wang L, Zhu J, et al. Self-double-emulsifying drug delivery system (SDEDDS): a new way for oral delivery of drugs with high solubility and low permeability. Int J Pharm 2011;409(1-2):245-51
   PubMed Web of Science ®Google Scholar
• Sander C, Holm P. Porous magnesium aluminometasilicate tablets as carrier of a cyclosporine self-emulsifying formulation. AAPS PharmSciTech 2009;10(4):1388-95
   PubMed Web of Science ®Google Scholar
• Zhang X, Yi Y, Qi J, et al. Controlled release of cyclosporine A self-nanoemulsifying systems from osmotic pump tablets: near zero-order release and pharmacokinetics in dogs. Int J Pharm 2013;452(1-2):233-40
   PubMed Web of Science ®Google Scholar
• Rao SV, Shao J. Self-nanoemulsifying drug delivery systems (SNEDDS) for oral delivery of protein drugs: I. Formulation development. Int J Pharm 2008;362(1-2):2-9
   PubMed Web of Science ®Google Scholar
• Rao SVR, Yajurvedi K, Shao J. Self-nanoemulsifying drug delivery system (SNEDDS) for oral delivery of protein drugs: III. In vivo oral absorption study. Int J Pharm 2008;362(1):16-19
   PubMed Web of Science ®Google Scholar
• Zhang X, Yi Y, Qi J, et al. Controlled release of cyclosporine A self-nanoemulsifying systems from osmotic pump tablets: Near zero-order release and pharmacokinetics in dogs. Int J Pharm 2013;452(1-2):233-40
   PubMed Web of Science ®Google Scholar
• Bernkop-Schnürch A, Krajicek ME. Mucoadhesive polymers as platforms for peroral peptide delivery and absorption: synthesis and evaluation of different chitosan-EDTA conjugates. J Control Release 1998;50(1-3):215-23
   PubMed Web of Science ®Google Scholar
• Patel AR, Vavia PR. SMEDDS incorporated polymer matrix: a floating dosage form solution for drugs with poor. gastric solubility. Pharma Technol Eur 2010;22:3
   Google Scholar
• Park M-J, Balakrishnan P, Yang S-G. Polymeric nanocapsules with SEDDS oil-core for the controlled and enhanced oral absorption of cyclosporine. Int J Pharm 2013;441(1–2):757-64
   PubMed Web of Science ®Google Scholar
• Bonengel S, Bernkop-Schnürch A. Thiomers - From bench to market. J Control Release 2014;195:120-9
   PubMed Web of Science ®Google Scholar
• Bernkop-Schnürch A. The use of inhibitory agents to overcome the enzymatic barrier to perorally administered therapeutic peptides and proteins. J Control Release 1998;52(1–2):1-16
   PubMed Web of Science ®Google Scholar
• Marschütz MK, Bernkop-Schnürch A. Oral peptide drug delivery: polymer-inhibitor conjugates protecting insulin from enzymatic degradation in vitro. Biomaterials 2000;21(14):1499-507
   PubMed Web of Science ®Google Scholar
• ALEXANDER Project. Research project within the 7th European Framework Programme for Research and. Technological Development 2012. Available from: http://www.alexander-fp7.eu/ [Last accessed 27 April 2015]
   Google Scholar
• Li Y, Hu M, McClements DJ. Factors affecting lipase digestibility of emulsified lipids using an in vitro digestion model: Proposal for a standardised pH-stat method. Food Chem 2011;126(2):498-505
   Web of Science ®Google Scholar
• Christiansen A, Backensfeld T, Weitschies W. Effects of non-ionic surfactants on in vitro triglyceride digestion and their susceptibility to digestion by pancreatic enzymes. Eur J Pharm Sci 2010;41(2):376-82
   PubMed Web of Science ®Google Scholar
• Pouton CW, Porter CJ. Formulation of lipid-based delivery systems for oral administration: materials, methods and strategies. Adv Drug Deliv Rev 2008;60(6):625-37
   PubMed Web of Science ®Google Scholar
• 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(8):719-25
   Web of Science ®Google Scholar
• Rao SV, Agarwal P, Shao J. Self-nanoemulsifying drug delivery systems (SNEDDS) for oral delivery of protein drugs: II. In vitro transport study. Int J Pharm 2008;362(1-2):10-15
   PubMed Web of Science ®Google Scholar