Aldehyde oxidase-dependent marked species difference in hepatic metabolism of the sedative-hypnotic, Zaleplon, between monkeys and rats

Drug Metabolism and Disposition

Volumn 27, Issue 3, 1999, Pages 422-428

  Kawashima, Kosuke ^a   Hosoi, Kenichi ^a   Naruke, Takeshi ^a   Shiba, Toshiharu ^a   Kitamura, Masataka ^a   Watabe, Tadashi ^b  

^a Department of Pharmacokinetics   (Japan)

^b TOKYO UNIVERSITY OF PHARMACY AND LIFE SCIENCES   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

3 METHYL 6 (3 TRIFLUOROMETHYLPHENYL) 1,2,4 TRIAZOLO[4,3 B]PYRIDAZINE; 5 OXOZALEPLON; ALDEHYDE OXIDASE; ALLOPURINOL; ALPHA NAPHTHOFLAVONE; CARBON MONOXIDE; CHLORZOXAZONE; DRUG METABOLITE; ENZYME INHIBITOR; FURAFYLLINE; HYPNOTIC SEDATIVE AGENT; MENADIONE; MEPACRINE; MEPHENYTOIN; METHOTREXATE; N DESETHYLZALEPLON; OXIPURINOL; POTASSIUM CYANIDE; PROADIFEN; QUINIDINE; QUININE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; SULFAPHENAZOLE; TOLBUTAMIDE; TROLEANDOMYCIN; UNCLASSIFIED DRUG; WATER; ZALEPLON;

ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DRUG METABOLISM; DRUG TRANSFORMATION; LIVER HOMOGENATE; LIVER METABOLISM; MALE; MONKEY; NONHUMAN; PRIORITY JOURNAL; RAT; SPECIES DIFFERENCE;

ANIMALIA; CINCHONA PUBESCENS; STAPHYLOCOCCUS PHAGE 3A;

EID: 0032962715     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (40)

1. Acheampong AA, Chien D-S, Lam S, Vekich S, Breau A, Usansky J, Harcourt D, Munk SA, Nguyen H, Grast M and Tang-liu D (1996) Characterization of bromonidine metabolism with rat, rabbit, dog, monkey and human liver fractions and rabbit liver aldehyde oxidase. Xenobiotica 26:1035-1055.
2. Beedham C (1987) Molybdenum hydroxylases: Biological distribution and substrate-inhibitor specificity. Prog Med Chem 24:85-127.
3. Beedham C, Bruce SE, Critchley DJ, Al-Tayib Y and Rance DJ (1987b) Species variation in hepatic aldehyde oxidase activity. Eur J Drug Metab Phrmacokinet 12:307-310.
4. Beedham C, Bruce SE and Rance DJ (1987a) Tissue distribution of the molybdenum hydroxylases, aldehyde oxidase and xanthine oxidase, in male and female guinea pig. Eur J Drug Metab Phrmacokinet 12:303-306.
5. Chaudhary I, DeMaio W and Kantrowitz J (1994) Species comparison of in vitro and in vivo metabolism of CL284,846, a non-benzodiazepine sedative/hypnotic agent. Pharm Res (NY) 11:319.
6. Clarke SE, Harrell AW and Chenery RJ (1995) Role of aldehyde oxidase in the in vitro conversion of famciclovir to penciclovir in human liver. Drug Metab Dispos 23:251-254.
7. Corte ED and Stirpe F (1972) The regulation of rat liver xanthine oxidase: Involvement of thiol groups in the conversion of the enzyme activity from dehydrogenase (type D) into oxidase (type O) and purification of the enzyme. Biochem J 126:739-745.
8. Coughlan MP, Johnson JL and Rajagopalan KV (1980) Mechanisms of inactivation of molybdoenzymes by cyanide. J Biol Chem 255:2694-2699.
9. Elion GB, Kovensky A and Hichings GH (1966) Metabolic studies of allopurinol, an inhibitor of xanthine oxidase. Biochem Pharmacol 15:86-880.
10. Guengrich FP, Muller-Enoch D and Blair IA (1986) Oxidation of quinidine by human liver cytochrome P-450. Mol Pharmacol 30:287-295.
11. Harrell AW, Wheeler SM, East P, Clarke SE and Chenery RJ (1994) Use of rat and human in vitro systems to assess the effectiveness and enzymology of deoxy-guanine analogues as prodrugs of an antiviral agent. Drug Metab Dispos 22:124-128.
12. Hill R and Sprecher H (1987) On the mechanism of action of xanthine oxidase: Evidence in support of an oxo transfer mechanism in the molybdenum-containing hydroxylases. J Biol Chem 262:10914-10917.
13. Ichida K, Amaya Y, Noda K, Minoshima S, Hosoya T, Sakai O, Shimizu N and Nishino T (1993) Cloning of the cDNA encoding human xanthine dehydrogenase (oxidase): Structural analysis of the protein and chromosomal location of the gene. Gene 133:279-284.
14. Johns DG (1967) Human liver aldehyde oxidase: Differential inhibition of oxidation of charged and uncharged substrates. J Clin Invest 46:1492-1505.
15. Johns DG, Spector T and Robins RK (1969) Studies on the mode of oxidation of pyrazolo(3,4-d)pyrimidine by aldehyde oxidase and xanthine oxidase. Biochem Pharmacol 18:2731-2383.
16. Krenitsky TA, Nril SM, Elion GB and Hitchings GH (1972) A comparison of the specificities of xanthine oxidase and aldehyde oxidase. Arch Biochem Biophys 150:585-599.
17. Krenitsky TA, Tuttle JV, Cattau Jr EL and Wang P (1974) A comparison of the distribution and electron acceptor specificities of xanthine oxidase and aldehyde oxidase. Comp Biochem Physiol B Comp Biochem 49:687-703.
18. Lewis AS, Murphy L, McCalla C, Fleary M and Purcell S (1984) Inhibition of mammalian xanthine oxidase by folate compounds and amethopterin. J Biol Chem 259:12-15.
19. Loft S, Otton SV, Lennard MS, Tucker GT and Poulsen HE (1991) Characterization of metronidazole metabolism by human liver microsomes. Biochem Pharmacol 41:1127-1134.
20. Lowry OH, Rosenbrough NJ, Farr AL and Randall AJ (1951) Protein measurement with folin phenol reagent. J Biol Chem 193:265-275.
21. Masimirembwa CM and Hasler JA (1994) Characterization of praziquantel metabolism by rat liver microsomes using cytochrome P450 inhibitors. Biochem Pharmacol 48:1779-1783.
22. Massey V, Komai H, Palmer G and Elion GB (1970) On the mechanism of inactivation of xanthine oxidase by allopurinol and other pyrazolo[3,4-d]pyrimidines. J Biol Chem 245:2837-2844.
23. Murray KN, Watson JG and Chaykin S (1966) Catalysis of the direct transfer of oxygen from nicotinamide N-oxide to xanthine oxidase. J Biol Chem 241:479-4801.
24. Newton DJ, Wang RW and Lu AYH (1995) Cytochrome P450 inhibitors: Evaluation of specificities in the in vitro metabolism of therapeutic agents by human liver microsomes. Drug Metab Dispos 23:154-158.
25. Peter R, Bocker R, Beaune PH, Iwasaki M, Guengerich FP and Yang CS (1990) Hydroxylation of chlorzoxazone as a specific probe for human liver cytochrome P-450IIE1. Chem Res Toxicol 3:566-573.
26. 1-methyl-4-pyridone-3-carboxamide. Arch Biochem Biophys 115:146-152.
27. Rajagopalan KV (1980) Xanthine oxidase and aldehyde oxidase, in Enzymatic Basis of Detoxication (Jakoby WB ed.) vol 1, pp 295-309, Academic Press, New York.
28. Rajagopalan KV, Fridovich I and Handler P (1962) Hepatic aldehyde oxidase I: Purification and properties. J Biol Chem 237:922-928.
29. Rajagopalan KV and Handler P (1964) Hepatic aldehyde oxidase. J Biol Chem 239:2027-2035.
30. Robertson IGC and Bland TJ (1993) Inhibition by SKF 525-A of the aldehyde oxidase-mediated metabolism of the experimental antitumour agent acridine carboxamide. Biochem Pharmacol 45:2159-2162.
31. Rodrigues AD (1994) Use of in vitro human metabolism studies in drug development; an industrial perspective. Biochem Pharmacol 48:2147-2156.
32. 6-benzylguanine. Biochem Pharmacol 50:1385-1389.
33. Stell JGP, Warne AJ and Lee-Woolley C (1989) Purification of rabbit liver aldehyde oxidase by affinity chromatography on benzamidine sepharose 6B. J Chromatogr 475:363-372.
34. Stirpe F and Corte ED (1968) The regulation of rat liver xanthine oxidase. J Biol Chem 244:3855-3863.
35. Vanover KE, Mangano RM and Barret JE (1994) CL284,846, a novel sedative-hypnotic: Evaluation of its metabolites for pharmacological activity in vitro and in vivo. Drug Dev Res 33:39-45.
36. 2-dependent form (type O). Arch Biochem Biophys 172:354-364.
37. Wislocki PG, Miwa GT and Lu AYH (1980) Reactions catalyzed by the cytochrome P-450 system, in Enzymatic Basis of Detoxication (Jakoby WB ed) vol 1, pp 135-182. Academic Press, New York.
38. Wright RM, Vaitaitis GM, Wilson CM, Repine TB, Terada LS and Repine JE (1993) cDNA cloning, characterization, and tissue-specific expression of human xanthine dehydrogenase/ xanthine oxidase. Proc Natl Acad Sci USA 90:10690-10694.
39. Xu P, Huecksteadt TP, Harrison R and Hoidal JR (1994) Molecular cloning, tissue expression of human xanthine dehydrogenase Biochem Biophys Res Commun 199:998-1004.
40. Yoshihara S and Tatsumi K (1985) Guinea pig liver aldehyde oxidase as a sulfoxide reductase: Its purification and characterization. Arch Biochem Biophys 242:213-224.