Characterization of the inhibitory activity of tenatoprazole on the gastric H+,K+-ATPase in vitro and in vivo

Biochemical Pharmacology

Volumn 71, Issue 6, 2006, Pages 837-849

  Shin, Jai Moo ^a,b   Homerin, Michel ^c   Domagala, Florence ^c   Ficheux, Hervé ^c   Sachs, George ^a,b  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b VA GREATER LOS ANGELES HEALTHCARE SYSTEM   (United States)

^c Laboratoires Negma   (France)

Author keywords

Binding stoichiometry; Inhibition of acid secretion; Omeprazole; Proton pump inhibitor; Tenatoprazole; The gastric H,K ATPase

Indexed keywords

ACID; BENATOPRAZOLE; CYSTEINE DERIVATIVE; DISULFIDE; HYDROGEN POTASSIUM ADENOSINE TRIPHOSPHATASE; OMEPRAZOLE; PRODRUG; PROTON PUMP INHIBITOR; REDUCING AGENT; SULFENAMIDE DERIVATIVE; SULFENIC ACID DERIVATIVE; THERMOLYSIN;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; BINDING SITE; CELL STIMULATION; CHEMICAL LABELING; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG ACTIVITY; DRUG BIOAVAILABILITY; DRUG DECOMPOSITION; DRUG HALF LIFE; DRUG PROTEIN BINDING; DRUG STRUCTURE; ENZYME ACTIVE SITE; ENZYME BINDING; ENZYME INHIBITION; ENZYME METABOLISM; HYDROPHOBICITY; IN VITRO STUDY; IN VIVO STUDY; INHIBITION KINETICS; MALE; NONHUMAN; PLASMA HALF LIFE; PRIORITY JOURNAL; RAT; STOICHIOMETRY; STOMACH ACID SECRETION; STOMACH PARIETAL CELL;

ANIMALS; BINDING SITES; DOGS; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME INHIBITORS; GASTRIC ACID; GASTRIC MUCOSA; GLUTATHIONE; H(+)-K(+)-EXCHANGING ATPASE; HALF-LIFE; IMIDAZOLES; MALE; OMEPRAZOLE; PROTON PUMPS; PYRIDINES; RATS; RATS, SPRAGUE-DAWLEY; STOMACH; SWINE;

EID: 32144435586     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bcp.2005.11.030     Document Type: Article

References (34)

1. M. Robinson Proton pump inhibitors: update on their role in acid-related gastrointestinal diseases Int J Clin Pract 59 6 2005 709 715
2. P. Lindberg, P. Nordberg, T. Alminger, A. Brandstrom, and B. Wallmark The mechanism of action of the gastric acid secretion inhibitor omeprazole J Med Chem 29 8 1986 1327 1329
3. J.M. Shin, Y.M. Cho, and G. Sachs Chemistry of covalent inhibition of the gastric (H+,K+)-ATPase by proton pump inhibitors J Am Chem Soc 126 25 2004 7800 7811
4. K. Uchiyama, D. Wakatsuki, B. Kakinoki, Y. Takeuchi, T. Araki, and Y. Morinaka The long-lasting effect of TU-199, a novel H+,K(+)-ATPase inhibitor, on gastric acid secretion in dogs J Pharm Pharmacol 51 4 1999 457 464
5. K. Uchiyama, D. Wakatsuki, B. Kakinoki, Y. Takeuchi, T. Araki, and Y. Morinaka Effects of TU-199, a novel H+, K(+)-ATPase inhibitor, on gastric acid secretion and gastroduodenal ulcers in rats Methods Find Exp Clin Pharmacol 21 2 1999 115 122
6. J.P. Galmiche, S. Bruley des Varannes, P. Ducrotte, S. Sacher-Huvelin, F. Vavasseur, and A. Taccoen Tenatoprazole, a novel proton pump inhibitor with a prolonged plasma half-life: effects on intragastric pH and comparison with esomeprazole in healthy volunteers Aliment Pharmacol Ther 19 6 2004 655 662
7. J.P. Galmiche, S. Sacher-Huvelin, S. Bruley des Varannes, F. Vavasseur, A. Taccoen, and P. Fiorentini A comparative study of the early effects of tenatoprazole 40 mg and esomeprazole 40 mg on intragastric pH in healthy volunteers Aliment Pharmacol Ther 21 5 2005 575 582
8. R.H. Hunt, D. Armstrong, C. James, S.K. Chowdhury, Y. Yuan, and P. Fiorentini Effect on intragastric pH of a PPI with a prolonged plasma half-life: comparison between tenatoprazole and esomeprazole on the duration of acid suppression in healthy male volunteers Am J Gastroenterol 100 9 2005 1949 1956
9. J.M. Shin, and G. Sachs Restoration of acid secretion following treatment with proton pump inhibitors Gastroenterology 123 5 2002 1588 1597
10. J.M. Shin, and G. Sachs Differences in binding properties of two proton pump inhibitors on the gastric H(+),K(+)-ATPase in vivo Biochem Pharmacol 68 11 2004 2117 2127
11. E.C. Rabon, W. Bin Im, and G. Sachs Preparation of gastric H+,K+-ATPase Methods Enzymol 157 1988 649 654
12. K. Hall, G. Perez, D. Anderson, C. Gutierrez, K. Munson, and S.J. Hersey Location of the carbohydrates present in the HK-ATPase vesicles isolated from hog gastric mucosa Biochemistry 29 3 1990 701 706
13. M. Besancon, A. Simon, G. Sachs, and J.M. Shin Sites of reaction of the gastric H,K-ATPase with extracytoplasmic thiol reagents J Biol Chem 272 36 1997 22438 22446
14. M. Morii, H. Takata, H. Fujisaki, and N. Takeguchi The potency of substituted benzimidazoles such as E3810, omeprazole, Ro 18-5364 to inhibit gastric H+,K(+)-ATPase is correlated with the rate of acid-activation of the inhibitor Biochem Pharmacol 39 4 1990 661 667
15. J.M. Shin, M. Besancon, A. Simon, and G. Sachs The site of action of pantoprazole in the gastric H+/K(+)-ATPase Biochim Biophys Acta 1148 2 1993 223 233
16. M. Besancon, J.M. Shin, F. Mercier, K. Munson, M. Miller, and S. Hersey Membrane topology and omeprazole labeling of the gastric H+,K(+)- adenosinetriphosphatase Biochemistry 32 9 1993 2345 2355
17. M. Morii, Y. Hayata, K. Mizoguchi, and N. Takeguchi Oligomeric regulation of gastric H+,K+-ATPase J Biol Chem 271 8 1996 4068 4072
18. K. Gedda, D. Scott, M. Besancon, P. Lorentzon, and G. Sachs Turnover of the gastric H+,K(+)-adenosine triphosphatase alpha subunit and its effect on inhibition of rat gastric acid secretion Gastroenterology 109 4 1995 1134 1141
19. J.M. Wolosin, and J.G. Forte Functional differences between K+-ATPase rich membranes isolated from resting or stimulated rabbit fundic mucosa FEBS Lett 125 2 1981 208 212
20. W.B. Im, J.P. Davis, and D.P. Blakeman Preparation of rat gastric heavy and light microsomal membranes enriched in (H+-K+)-ATPase using 2H2O and Percoll gradients Biochem Biophys Res Commun 131 2 1985 905 911
21. C.R. Hung Importance of histamine, glutathione and oxyradicals in modulating gastric haemorrhagic ulcer in septic rats Clin Exp Pharmacol Physiol 27 4 2000 306 312
22. E. Rabon, H. Chang, and G. Sachs Quantitation of hydrogen ion and potential gradients in gastric plasma membrane vesicles Biochemistry 17 16 1978 3345 3353
23. H.C. Lee, and J.G. Forte A study of H+ transport in gastric microsomal vesicles using fluorescent probes Biochim Biophys Acta 508 2 1978 339 356
24. D.J. Keeling, C. Fallowfield, and A.H. Underwood The specificity of omeprazole as an (H+ + K+)-ATPase inhibitor depends upon the means of its activation Biochem Pharmacol 36 3 1987 339 344
25. P. Lorentzon, R. Jackson, B. Wallmark, and G. Sachs Inhibition of (H+ + K+)-ATPase by omeprazole in isolated gastric vesicles requires proton transport Biochim Biophys Acta 897 1 1987 41 51
26. G. Sachs, J.M. Shin, M. Besancon, and C. Prinz The continuing development of gastric acid pump inhibitors Aliment Pharmacol Ther 7 Suppl. 1 1993 4 12 [discussion 29-31]
27. B. Wallmark, H. Larsson, and L. Humble The relationship between gastric acid secretion and gastric H+,K+-ATPase activity J Biol Chem 260 25 1985 13681 13684
28. W.B. Im, J.C. Sih, D.P. Blakeman, and J.P. McGrath Omeprazole, a specific inhibitor of gastric (H+-K+)-ATPase, is a H+-activated oxidizing agent of sulfhydryl groups J Biol Chem 260 8 1985 4591 4597
29. W.B. Im, D.P. Blakeman, and J.P. Davis Irreversible inactivation of rat gastric (H+-K+)-ATPase in vivo by omeprazole Biochem Biophys Res Commun 126 1 1985 78 82
30. D.R. Scott, H.F. Helander, S.J. Hersey, and G. Sachs The site of acid secretion in the mammalian parietal cell Biochim Biophys Acta 1146 1 1993 73 80
31. D.R. Scott, M. Besancon, G. Sachs, and H. Helander Effects of antisecretory agents on parietal cell structure and H/K-ATPase levels in rabbit gastric mucosa in vivo Dig Dis Sci 39 10 1994 2118 2126
32. B.H. Hirst, and J.G. Forte Redistribution and characterization of (H+ + K+)-ATPase membranes from resting and stimulated gastric parietal cells Biochem J 231 3 1985 641 649
33. K. Munson, R. Garcia, and G. Sachs Inhibitor and ion binding sites on the gastric H,K-ATPase Biochemistry 44 14 2005 5267 5284
34. C.A. Stedman, and M.L. Barclay Review article: comparison of the pharmacokinetics, acid suppression and efficacy of proton pump inhibitors Aliment Pharmacol Ther 14 8 2000 963 978