Oral drug delivery of therapeutic gases - Carbon monoxide release for gastrointestinal diseases

Journal of Controlled Release

Volumn 189, Issue , 2014, Pages 46-53

  Steiger, Christoph ^a   Lühmann, Tessa ^a   Meinel, Lorenz ^a  

^a UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

Carbon monoxide; Drug delivery; Gastrointestinal use; Oral tablet; Therapeutic gas

Indexed keywords

DRUG DELIVERY;

CELLULOSE ACETATE COATING; CONTROLLED RELEASE SYSTEMS; GASTROINTESTINAL DISEASE; GASTROINTESTINAL USE; IN-VIVO EXPERIMENTS; ORAL TABLET; THERAPEUTIC POTENTIALS; TOXICOLOGICAL ASSESSMENT;

CARBON MONOXIDE;

BUFFER; CARBON MONOXIDE; CARBON MONOXIDE RELEASING MOLECULE 2; CELLULOSE ACETATE; RUTHENIUM; UNCLASSIFIED DRUG; ORGANOMETALLIC COMPOUND; SODIUM SULFITE; SULFITE; TRICARBONYLDICHLORORUTHENIUM (II) DIMER;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CHEMICAL COMPOSITION; COLON; CONTROLLED STUDY; DIABETES MELLITUS; DRUG COATING; DRUG DELIVERY SYSTEM; DRUG RELEASE; GASTROINTESTINAL DISEASE; IN VIVO STUDY; INTESTINE; MOUSE; NONHUMAN; ORAL CARBON MONOXIDE RELEASE SYSTEM; POSTOPERATIVE ILEUS; PRIORITY JOURNAL; RAT; STOMACH; STOMACH PARESIS; STOMACH ULCER; TABLET FORMULATION; CHEMISTRY; ORAL DRUG ADMINISTRATION;

ADMINISTRATION, ORAL; CARBON MONOXIDE; DRUG DELIVERY SYSTEMS; DRUG LIBERATION; GASTROINTESTINAL DISEASES; ORGANOMETALLIC COMPOUNDS; RUTHENIUM; SULFITES;

EID: 84903960907     PISSN: 01683659     EISSN: 18734995     Source Type: Journal    
DOI: 10.1016/j.jconrel.2014.06.025     Document Type: Article

References (49)

1. S.J. Gibbons, P.J. Verhulst, A. Bharucha, and G. Farrugia Review article: carbon monoxide in gastrointestinal physiology and its potential in therapeutics Aliment. Pharmacol. Ther. 38 2013 689 702
2. R. Tenhunen, H.S. Marver, and R. Schmid Microsomal heme oxygenase - characterization of enzyme J. Biol. Chem. 244 1969 (6388-&)
3. B.S. Lee, J. Heo, Y.M. Kim, S.M. Shim, H.O. Pae, Y.M. Kim, and H.T. Chung Carbon monoxide mediates heme oxygenase 1 induction via Nrf2 activation in hepatoma cells Biochem. Biophys. Res. Commun. 343 2006 965 972
4. A.M. Choi, and J. Alam Heme oxygenase-1: function, regulation, and implication of a novel stress-inducible protein in oxidant-induced lung injury Am. J. Respir. Cell Mol. Biol. 15 1996 9 19 (Pubitemid 126439851)
5. M.D. Maines, G.M. Trakshel, and R.K. Kutty Characterization of two constitutive forms of rat liver microsomal heme oxygenase. Only one molecular species of the enzyme is inducible J. Biol. Chem. 261 1986 411 419 (Pubitemid 16103962)
6. L.E. Otterbein, F.H. Bach, J. Alam, M. Soares, H.T. Lu, M. Wysk, R.J. Davis, R.A. Flavell, and A.M.K. Choi Carbon monoxide has anti-inflammatory effects involving the mitogen-activated protein kinase pathway Nat. Med. (N. Y.) 6 2000 422 428 (Pubitemid 30208159)
7. L. Rochette, Y. Cottin, M. Zeller, and C. Vergely Carbon monoxide: mechanisms of action and potential clinical implications Pharmacol. Ther. 137 2013 133 152
8. R. Motterlini, and L.E. Otterbein The therapeutic potential of carbon monoxide Nat. Rev. Drug Discov. 9 2010 728 743
9. D. Babu, R. Motterlini, and R.A. Lefebvre CO and CO-releasing molecules (CO-RMs) in acute gastrointestinal inflammation Br. J. Pharmacol. 2014 (in press)
10. R.A.F. Hegazi Carbon monoxide ameliorates chronic murine colitis through a heme oxygenase 1-dependent pathway J. Exp. Med. 202 2005 1703 1713 (Pubitemid 41815876)
11. T. Takagi, Y. Naito, K. Mizushima, S. Akagiri, T. Suzuki, I. Hirata, T. Omatsu, O. Handa, S. Kokura, H. Ichikawa, and T. Yoshikawa Inhalation of carbon monoxide ameliorates TNBS-induced colitis in mice through the inhibition of TNF-α expression Dig. Dis. Sci. 55 2010 2797 2804
12. S.Z. Sheikh, R.A. Hegazi, T. Kobayashi, J.C. Onyiah, S.M. Russo, K. Matsuoka, A.R. Sepulveda, F. Li, L.E. Otterbein, and S.E. Plevy An anti-inflammatory role for carbon monoxide and heme oxygenase-1 in chronic Th2-mediated murine colitis J. Immunol. 186 2011 5506 5513
13. M.J. Uddin, S.O. Jeong, M. Zheng, Y. Chen, G.J. Cho, H.T. Chung, and Y. Joe Carbon monoxide attenuates dextran sulfate sodium-induced colitis via inhibition of GSK-3beta signaling Oxid. Med. Cell. Longev. 2013 2013 210563
14. J.C. Onyiah, S.Z. Sheikh, N. Maharshak, E.C. Steinbach, S.M. Russo, T. Kobayashi, L.C. Mackey, J.J. Hansen, A.J. Moeser, J.F. Rawls, L.B. Borst, L.E. Otterbein, and S.E. Plevy Carbon monoxide and heme oxygenase-1 prevent intestinal inflammation in mice by promoting bacterial clearance Gastroenterology 144 2013 789 798
15. T. Takagi, Y. Naito, K. Uchiyama, T. Suzuki, I. Hirata, K. Mizushima, H. Tsuboi, N. Hayashi, O. Handa, T. Ishikawa, N. Yagi, S. Kokura, H. Ichikawa, and T. Yoshikawa Carbon monoxide liberated from carbon monoxide-releasing molecule exerts an anti-inflammatory effect on dextran sulfate sodium-induced colitis in mice Dig. Dis. Sci. 56 2011 1663 1671
16. R. Motterlini, J.E. Clark, R. Foresti, P. Sarathchandra, B.E. Mann, and C.J. Green Carbon monoxide-releasing molecules. Characterization of biochemical and vascular activities Circ. Res. 90 2002 e17 e24
17. M.A. Gonzalez, M.A. Yim, S. Cheng, A. Moyes, A.J. Hobbs, and P.K. Mascharak Manganese carbonyls bearing tripodal polypyridine ligands as photoactive carbon monoxide-releasing molecules Inorg. Chem. 51 2012 601 608
18. C. Bischof, T. Joshi, A. Dimri, L. Spiccia, and U. Schatzschneider Synthesis, spectroscopic properties, and photoinduced CO-release studies of functionalized ruthenium(II) polypyridyl complexes: versatile building blocks for development of CORM-peptide nucleic acid bioconjugates Inorg. Chem. 52 2013 9297 9308
19. P. Govender, S. Pai, U. Schatzschneider, and G.S. Smith Next generation photoCORMs: polynuclear tricarbonylmanganese(I)-functionalized polypyridyl metallodendrimers Inorg. Chem. 52 2013 5470 5478
20. U. Hasegawa, A.J. van der Vlies, E. Simeoni, C. Wandrey, and J.A. Hubbell Carbon monoxide-releasing micelles for immunotherapy J. Am. Chem. Soc. 132 2010 18273 18280
21. S. McLean, B.E. Mann, and R.K. Poole Sulfite species enhance carbon monoxide release from CO-releasing molecules: implications for the deoxymyoglobin assay of activity Anal. Biochem. 427 2012 36 40
22. R. Motterlini Carbon monoxide-releasing molecules: characterization of biochemical and vascular activities Circ. Res. 90 2002 17e 24e
23. E.g.m. services Eco-Sure X Sensor 2014 (Devon, UK)
24. R. Motterlini, P. Sawle, J. Hammad, S. Bains, R. Alberto, R. Foresti, and C.J. Green CORM-A1: a new pharmacologically active carbon monoxide-releasing molecule FASEB J. 19 2005 284 286 (Pubitemid 40189283)
25. Evonik Eudragit E PO - technical information in: http://eudragit.evonik. com/product/eudragit/Documents/evonik-quickstart-eudragit-e-po-protective- coating-with-talc-as-anti-tacking-agent.pdf (1.2.2014)
26. Natrii sulfis anhydricus - Pharmacopoea Europaea 6.0 2008 3423
27. United States Pharmacopeia (USP) 37.
28. J.E. Clark, P. Naughton, S. Shurey, C.J. Green, T.R. Johnson, B.E. Mann, R. Foresti, and R. Motterlini Cardioprotective actions by a water-soluble carbon monoxide-releasing molecule Circ. Res. 93 2003 e2 e8
29. A.J. Atkin, J.M. Lynam, B.E. Moulton, P. Sawle, R. Motterlini, N.M. Boyle, M.T. Pryce, and I.J.S. Fairlamb Modification of the deoxy-myoglobin/ carbonmonoxy-myoglobin UV-vis assay for reliable determination of CO-release rates from organometallic carbonyl complexes Dalton Trans. 40 2011 5755
30. S.S. Park, J. Kim, and Y. Lee Improved electrochemical microsensor for the real-time simultaneous analysis of endogenous nitric oxide and carbon monoxide generation Anal. Chem. 84 2012 1792 1796
31. C. Bohlender, S. Gläser, M. Klein, J. Weisser, S. Thein, U. Neugebauer, J. Popp, R. Wyrwa, and A. Schiller Light-triggered CO release from nanoporous non-wovens J. Mater. Chem. B 2 2014 1454
32. R. Alberto, K. Ortner, N. Wheatley, R. Schibli, and A.P. Schubiger Synthesis and properties of boranocarbonate: a convenient in situ CO source for the aqueous preparation of [99m Tc(OH 2) 3 (CO) 3] + J. Am. Chem. Soc. 123 2001 3135 3136 (Pubitemid 32884177)
33. Y. Nakai, Y. Tsujita, and H. Yoshimizu Control of gas permeability for cellulose acetate membrane by microwave irradiation Desalination 145 2002 375 377
34. Y. Nakai, H. Yoshimizu, and Y. Tsujita Enhanced gas permeability of cellulose acetate membranes under microwave irradiation J. Membr. Sci. 256 2005 72 77 (Pubitemid 40725116)
35. F. Theeuwes Elementary osmotic pump J. Pharm. Sci. 1975 1987 1991
36. V. Malaterre, J. Ogorka, N. Loggia, and R. Gurny Oral osmotically driven systems: 30 years of development and clinical use Eur. J. Pharm. Biopharm. 73 2009 311 323
37. S. Hellmig, F. Von Schoening, C. Gadow, S. Katsoulis, J. Hedderich, U.R. Foelsch, and E. Stueber Gastric emptying time of fluids and solids in healthy subjects determined by C-13 breath tests: influence of age, sex and body mass index J. Gastroenterol. Hepatol. 21 2006 1832 1838 (Pubitemid 44657005)
38. S. Wagener, K.R. Shankar, R.R. Turnock, G.L. Lamont, and C.T. Baillie Colonic transit time - what is normal? J. Pediatr. Surg. 39 2004 166 169 (Pubitemid 38146430)
39. T. Takagi, Y. Naito, K. Uchiyama, T. Okuda, T. Suzuki, H. Tsuboi, K. Mizushima, O. Handa, N. Yagi, H. Ichikawa, and T. Yoshikawa Colonic insufflation with carbon monoxide gas inhibits the development of intestinal inflammation in rats Med. Gas Res. 2 2012 23
40. I.C. Winburn, K. Gunatunga, R.D. McKernan, R.J. Walker, I.A. Sammut, and J.C. Harrison Cell damage following carbon monoxide releasing molecule exposure: implications for therapeutic applications Basic Clin. Pharmacol. Toxicol. 111 2012 31 41
41. C. Reboul, J. Thireau, G. Meyer, L. Andre, P. Obert, O. Cazorla, and S. Richard Carbon monoxide exposure in the urban environment: an insidious foe for the heart? Respir. Physiol. Neurobiol. 184 2012 204 212
42. W.H. Organization Carbon Monoxide 2nd ed. 1999
43. I.C. Winburn, K. Gunatunga, R.D. McKernan, R.J. Walker, I.A. Sammut, and J.C. Harrison Cell damage following carbon monoxide releasing molecule exposure: implications for therapeutic applications Basic Clin. Pharmacol. Toxicol. 111 2012 31 41
44. T. Takagi, Y. Naito, K. Uchiyama, T. Okuda, T. Suzuki, H. Tsuboi, K. Mizushima, O. Handa, N. Yagi, H. Ichikawa, and T. Yoshikawa Med Gas Res. 2 2012 23
45. P.C. Kashyap, K.M. Choi, N. Dutta, D.R. Linden, J.H. Szurszewski, S.J. Gibbons, and G. Farrugia Carbon monoxide reverses diabetic gastroparesis in NOD mice AJP Gastrointest. Liver Physiol. 298 2010 G1013 G1019
46. B.A. Moore, L.E. Otterbein, A. TÜrler, A.M.K. Choi, and A.J. Bauer Inhaled carbon monoxide suppresses the development of postoperative ileus in the murine small intestine Gastroenterology 124 2003 377 391 (Pubitemid 36169255)
47. O. Backer, E. Elinck, B. Blanckaert, L. Leybaert, R. Motterlini, and R.A. Lefebvre Water-soluble CO-releasing molecules reduce the development of postoperative ileus via modulation of MAPK/HO-1 signalling and reduction of oxidative stress Gut 58 2009 347 356
48. A. Uc, X. Zhu, B.A. Wagner, G.R. Buettner, and D.J. Berg Heme oxygenase-1 is protective against nonsteroidal anti-inflammatory drug-induced gastric ulcers J. Pediatr. Gastroenterol. Nutr. 54 2012 471 476
49. K. Ueda, K. Ueda, U.T., M. Oka, T. Ito, Y. Tsuruo, and M. Ichinose Polaprezinc (zinc l-carnosine) is a potent inducer of anti-oxidative stress enzyme, heme oxygenase (HO)-1 - a new mechanism of gastric mucosal protection J. Pharmacol. Sci. 110 2009 285 294