Esterase activities in the blood, liver and intestine of several preclinical species and humans

Drug Metabolism Letters

Volumn 3, Issue 2, 2009, Pages 70-77

  Berry, Loren M ^a   Wollenberg, Lance ^a,b   Zhao, Zhiyang ^a  

^a AMGEN INC   (United States)

^b NONE   (United States)

Author keywords

Carboxylesterase; Cholinesterase; Paraoxonase; Species difference

Indexed keywords

1 NAPHTHYL ACETATE; ACETYLCHOLINESTERASE; ACETYLTHIOCHOLINE; ALBUMIN; ARYLDIALKYLPHOSPHATASE; BUTYRYLTHIOCHOLINE; CARBOXYLESTERASE; CHOLINESTERASE; DYFLOS; ECOTHIOPATE; ESTER DERIVATIVE; PARAOXON; PHYSOSTIGMINE;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; BLOOD; CONTROLLED STUDY; DOG; DRUG HALF LIFE; DRUG METABOLISM; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME SPECIFICITY; ERYTHROCYTE; HUMAN; HUMAN CELL; HUMAN TISSUE; HUMAN VERSUS ANIMAL COMPARISON; LIVER; MONKEY; MOUSE; NONHUMAN; POLYACRYLAMIDE GEL ELECTROPHORESIS; PRIORITY JOURNAL; RAT; SMALL INTESTINE; SPECIES COMPARISON; SPECIES DIFFERENCE; TISSUE SPECIFICITY;

ANIMALS; ARYLDIALKYLPHOSPHATASE; BUTYRYLCHOLINESTERASE; CARBOXYLESTERASE; DOGS; DRUG DESIGN; DRUG EVALUATION, PRECLINICAL; HUMANS; MACACA FASCICULARIS; MICE; MODELS, ANIMAL; RATS; SPECIES SPECIFICITY;

CANIS FAMILIARIS; RATTUS;

EID: 69949103013     PISSN: 18723128     EISSN: None     Source Type: Journal    
DOI: 10.2174/187231209788654081     Document Type: Article

References (25)

1. Testa, B.; Mayer, J.M. Hydrolysis in Drug and Prodrug Metabolism. Verlag Helvetica Chimica Acta, Postfach, Zurich, Switzerland, 2003.
2. Imai, T. Human carboxylesterase isozymes: catalytic properties and rational drug design. Drug Metab. Pharmacokinet., 2006, 21(3), 173-85.
3. Stella, V.J.; Nti-Addae, K.W. Prodrug strategies to overcome poor water solubility. Adv Drug Deliv. Rev., 2007, 59(7), 677-94.
4. Rautio, J.; Kumpulainen, H.; Heimbach, T.; Oliyai, R.; Oh, D.; Järvinen, T.; Savolainen, J. Prodrugs: design and clinical applications. Nat. Rev. Drug Discov., 2008, 7(3), 255-70. Erratum in: Nat. Rev. Drug Discov., 2008, 7(3), 272.
5. Tunek, A.; Levin, E.; Svensson, L.A. Hydrolysis of 3H-bambuterol, a carbamate prodrug of terbutaline, in blood from humans and laboratory animals in vitro. Biochem. Pharmacol., 1998, 37, 3867-76.
6. Meyers, C.; Lockridge, O.; La Du, B.N. Hydrolysis of methylprednisolone acetate by human serum cholinesterase. Drug Metab. Dispos., 1982, 10, 279-80.
7. Masson, P.; Froment, M.T.; Fortier, P.L.; Visicchio, J.E.; Bartels, C.F.; Lockridge, O. Butyrylcholinesterase-catalysed hydrolysis of aspirin, a negatively charged ester, and aspirin-related neutral esters. Biochem. Biophys. Acta, 1998, 1387(1-2), 41-52.
8. Satoh, T.; Hosokawa, M.; Atsumi, R.; Suzuki, W.; Hakusui, H.; Nagai, E. Metabolic activation of CPT-11, 7-ethyl-10-[4-(1-piperidino)-1- piperidino]carbonyloxycamptothecin, a novel antitumor agent, by carboxylesterase. Biol. Pharm. Bull, 1994, 17(5), 662-4.
9. Miwa, M.; Ura, M.; Nishida, M.; Sawada, N.; Ishikawa, T.; Mori, K.; Shimma, N.; Umeda, I.; Ishitsuka, H. Design of a novel oral fluoropyrimidine carbamate, capecitabine, which generates 5-fluorouracil selectively in tumours by enzymes concentrated in human liver and cancer tissue. Eur. J. Cancer, 1998, 34, 1274-81.
10. Shi, D.; Yang, J.; Yang, D.; LeCluyse, E.L.; Black, C.; You, L.; Akhlaghi, F.; Yan, B. Anti-influenza prodrug oseltamivir is activated by carboxylesterase human carboxylesterase 1, and the activation is inhibited by antiplatelet agent clopidogrel. J. Pharmacol. Exp. Ther., 2006, 319(3), 1477-84.
11. Tougou, K.; Nakamura, A.; Watanabe, S.; Okuyama, Y.; Morino, A. Paraoxonase has a major role in the hydrolysis of prulifloxacin (NM441), a prodrug of a new antibacterial agent. Drug Metab. Dispos., 1998, 26(4), 355-59.
12. Draganov, D.I.; La Du, B.N. Pharmacogenetics of paraoxonases: A brief review. Naunyn Schmiedebergs Arch. Pharmacol., 2004, 369, 78-88.
13. Ecobichon, D.J. Relative amounts of hepatic and renal carboxylesterases in mammalian species. Res. Commun. Chem. Pathol. Pharmacol., 1972, 3(3), 629-36.
14. Inoue, M.; Morikawa, M.; Tsuboi, M.; Sugiura, M. Species difference and characterization of intestinal esterase on the hydrolizing activity of ester-type drugs. Jpn. J. Pharmacol., 1979, 29(1), 9-16.
15. Hosokawa, M.; Maki, T.; Satoh, T. Characterization of molecular species of liver microsomal carboxylesterases of several animal species and humans. Arch. Biochem. Biophys., 1990, 277(2), 219-27.
16. McCracken, N.W.; Blain, P.G.; Williams, F.M. Nature and role of xenobiotic metabolizing esterases in rat liver, lung, skin and blood. Biochem. Pharmacol., 1993, 45(1), 31-6.
17. McCracken, N.W.; Blain, P.G.; Williams, F.M. Human xenobiotic metabolizing esterases in liver and blood. Biochem. Pharmacol., 1993, 46(7), 1125-9.
18. Li, B.; Sedlacek, M.; Manoharan, I.; Boopathy, R.; Duysen, E.G.; Masson, P.; Lockridge, O. Butyrylcholinesterase, paraoxonase, and albumin esterase, but not carboxylesterase, are present in human plasma. Biochem. Pharmacol., 2005, 70(11), 1673-84.
19. Taketani, M.; Shii, M.; Ohura, K.; Ninomiya, S.; Imai, T. Carboxylesterase in the liver and small intestine of experimental animals and human. Life Sci., 2007, 81(11), 924-32.
20. Bradford, M.M. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem., 1976, 7(72), 248-54.
21. Maxwell, D.M.; Lieske, C.N.; Brecht, K.M. Oxime-induced reactivation of carboxylesterase inhibited by organophosphorus compounds. Chem. Res. Toxicol., 1994, 7(3), 428-33.
22. Hosokawa, M.; Maki, T.; Satoh, T. Multiplicity and regulation of hepatic microsomal carboxylesterases in rats. Mol. Pharmacol., 1987, 31(6), 579-84.
23. Tang, J.; Chambers, J.E. Detoxication of paraoxon by rat liver homogenate and serum carboxylesterases and A-esterases. J. Biochem. Mol. Toxicol., 1999, 13(5), 261-8.
24. Timchalk, C.; Kousba, A.; Poet, T.S. Monte Carlo analysis of the human chlorpyrifos-oxonase (PON1) polymorphism using a physiologically based pharmacokinetic and pharmacodynamic (PBPK/PD) model. Toxicol. Lett., 2002, 135(1-2), 51-9.
25. Inaba, M.; Ohnishi, Y.; Ishii, H.; Tanioka, Y.; Yoshida, Y.; Sudoh, K.; Hakusui, H.; Mizuno, N.; Ito, K.; Sugiyama, Y. Pharmacokinetics of CPT-11 in rhesus monkeys. Cancer Chemother. Pharmacol., 1998, 41(2), 103-8.