Percutaneous absorption and metabolism of [14C]-ethoxycoumarin in a pig ear skin model

Toxicology in Vitro

Volumn 24, Issue 5, 2010, Pages 1426-1434

  Jacques, Carine ^a   Perdu, Elisabeth ^a   Dorio, Céline ^b   Bacqueville, Daniel ^b   Mavon, Alain ^b   Zalko, Daniel ^a  

^a CNRS   (France)

^b Centre d'Immunologie Pierre Fabre   (France)

Author keywords

Alternative; Dermal absorption; Ex vivo; Pig skin; Skin metabolism; Skin short term culture

Indexed keywords

CARBON 14; ETHOXYCOUMARIN C 14; GLUCURONIDE; SULFATE; UMBELLIFERONE; UNCLASSIFIED DRUG; XENOBIOTIC AGENT;

ABSORPTION; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BIOTRANSFORMATION; CONJUGATION; CONTROLLED STUDY; CULTURE MEDIUM; DIFFUSION; DRUG CYTOTOXICITY; EAR; ENZYME ACTIVITY; ENZYME METABOLISM; EX VIVO STUDY; EXPLANT; FEMALE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; INCUBATION TIME; METABOLIC CAPACITY; MICHAELIS MENTEN KINETICS; NONHUMAN; PROTEIN DETERMINATION; RADIOACTIVITY; SKIN ABSORPTION; SKIN PENETRATION; SKIN STRUCTURE; SWINE; XENOBIOTIC METABOLISM;

ABSORPTION; ANIMALS; BIOTRANSFORMATION; COUMARINS; EAR, EXTERNAL; MODELS, ANIMAL; SKIN; SWINE; XENOBIOTICS;

SUIDAE;

EID: 77953609273     PISSN: 08872333     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tiv.2010.04.006     Document Type: Article

References (40)

1. Bacqueville D., Mavon A. Caspase-3 activation and DNA damage in pig skin organ culture after solar irradiation. Photochem. Photobiol. 2008, 84:1164-1171.
2. Ball S.E., Thiel V.E., Tio C.O., Lim H.K., Kao J., Sisenwine S.F., Scatina J. [C-14]7-ethoxycoumarin metabolism by precision-cut rat hepatic slices. Drug Metab. Dispos. 1996, 24:383-389.
3. Barbero A.M., Frasch H.F. Pig and guinea pig skin as surrogates for human in vitro penetration studies: a quantitative review. Toxicol. In Vitro 2009, 23:1-13.
4. Beckley-Kartey S.A., Hotchkiss S.A., Capel M. Comparative in vitro skin absorption and metabolism of coumarin (1, 2-benzopyrone) in human, rat, and mouse. Toxicol. Appl. Pharmacol. 1997, 145:34-42.
5. Bickers D.R., Dutta-Choudhury T., Mukhtar H. Epidermis: a site of drug metabolism in neonatal rat skin. Studies on cytochrome P-450 content and mixed-function oxidase and epoxide hydrolase activity. Mol. Pharmacol. 1982, 21:239-247.
6. Carlile D.J., Stevens A.J., Ashforth E.I., Waghela D., Houston J.B. In vivo clearance of ethoxycoumarin and its prediction from in vitro systems. Use of drug depletion and metabolite formation methods in hepatic microsomes and isolated hepatocytes. Drug Metab. Dispos. 1998, 26:216-221.
7. Coomes M.W., Sparks R.W., Fouts J.R. Oxidation of 7-ethoxycoumarin and conjugation of umbelliferone by intact, viable epidermal cells from the hairless mouse. J. Invest. Dermatol. 1984, 82:598-601.
8. Damen F.J., Mier P.D. Cytochrome P-450-dependent O-dealkylase activity in mammalian skin. Br. J. Pharmacol. 1982, 75:123-127.
9. De Kanter R., De Jager M.H., Draaisma A.L., Jurva J.U., Olinga P., Meijer D.K., Groothuis G.M. Drug-metabolizing activity of human and rat liver, lung, kidney and intestine slices. Xenobiotica 2002, 32:349-362.
10. Duffy C.F., O'Kennedy R. Determination of 7-hydroxycoumarin and its glucuronide and sulphate conjugates in liver slice incubates by capillary zone electrophoresis. J. Pharm. Biomed. Anal. 1998, 17:1279-1284.
11. Eder C., Falkner E., Nehrer S., Losert U.M., Schoeffl H. Introducing the concept of the 3Rs into tissue engineering research. Altex 2006, 23:17-23.
12. Ekins S., Murray G.I., Burke M.D., Williams J.A., Marchant N.C., Hawksworth G.M. Quantitative differences in phases I and II metabolism between rat precision-cut liver slices and isolated hepatocytes. Drug Metab. Dispos. 1995, 23:1274-1279.
13. Ekins S., Williams J.A., Murray G.I., Burke M.D., Marchant N.C., Engeset J., Hawksworth G.M. Xenobiotic metabolism in rat, dog, and human precision-cut liver slices, freshly isolated hepatocytes, and vitrified precision-cut liver slices. Drug Metab. Dispos. 1996, 24:990-995.
14. Finnen M.J., Herdman M.L., Shuster S. Distribution and sub-cellular localization of drug metabolizing enzymes in the skin. Br. J. Dermatol. 1985, 113:713-721.
15. Finnen M.J., Shuster S. Phases 1 and 2 drug metabolism in isolated epidermal cells from adult hairless mice and in whole human hair follicles. Biochem. Pharmacol. 1985, 34:3571-3575.
16. Garcia, N., Doucet, O., Bayer, M., Fouchard, D., Zastrow, L., Marty, J.P., 2002. Characterization of the barrier function in a reconstructed human epidermis cultivated in chemically defined medium. Int. J. Cosmet. Sci.
17. Gelardi A., Morini F., Dusatti F., Penco S., Ferro M. Induction by xenobiotics of phases I and II enzyme activities in the human keratinocyte cell line NCTC 2544. Toxicol. In Vitro 2001, 15:701-711.
18. Gibbs S., Van de Sandt J.J.M., Merk H.F., Lockley D.J., Pendlington R.U., Pease C.K. Xenobiotic metabolism in human skin and 3D human skin reconstructs: a review. Current Drug Metabol. 2007, 8:758-772.
19. Hendriksen C.F. Refinement, reduction, and replacement of animal use for regulatory testing: current best scientific practices for the evaluation of safety and potency of biologicals. Ilar J. 2002, 43(Suppl.):S43-S48.
20. Jacobi U., Kaiser M., Toll R., Mangelsdorf S., Audring H., Otberg N., Sterry W., Lademann J. Porcine ear skin: an in vitro model for human skin. Skin Res. Technol. 2007, 13:19-24.
21. Khan W.A., Park S.S., Gelboin H.V., Bickers D.R., Mukhtar H. Epidermal cytochrome P-450: immunochemical characterization of isoform induced by topical application of 3-methylcholanthrene to neonatal rat. J. Pharmacol. Exp. Ther. 1989, 249:921-927.
22. Lademann J., Ilgevicius A., Zurbau O., Liess H.D., Schanzer S., Weigmann H.J., Antoniou C., Pelchrzim R.V., Sterry W. Penetration studies of topically applied substances: optical determination of the amount of stratum corneum removed by tape stripping. J. Biomed. Opt. 2006, 11:054026.
23. Laurent A., Perdu-Durand E., Alary J., Debrauwer L., Cravedi J.P. Metabolism of 4-hydroxynonenal, a cytotoxic product of lipid peroxidation, in rat precision-cut liver slices. Toxicol. Lett. 2000, 114:203-214.
24. Loft S., Poulsen H.E. Metabolism of metronidazole and antipyrine in isolated rat hepatocytes: influence of sex and enzyme induction and inhibition. Biochem. Pharmacol. 1989, 38:1125-1136.
25. Mavon A., Raufast V., Redoules D. Skin absorption and metabolism of a new vitamin E prodrug, delta-tocopherol-glucoside: in vitro evaluation in human skin models. J. Controlled Release 2004, 100:221-231.
26. Merk H.F., Abel J., Baron J.M., Krutmann J. Molecular pathways in dermatotoxicology. Toxicol. Appl. Pharmacol. 2004, 195:267-277.
27. Moloney S.J., Fromson J.M., Bridges J.W. Cytochrome P-450 dependent deethylase activity in rat and hairless mouse skin microsomes. Biochem. Pharmacol. 1982, 31:4011-4018.
28. Moloney S.J., Fromson J.M., Bridges J.W. The metabolism of 7-ethoxycoumarin and 7-hydroxycoumarin by rat and hairless mouse skin strips. Biochem. Pharmacol. 1982, 31:4005-4009.
29. Monteiro-Riviere N.A., Inman A.O., Barlow B.M., Baynes R.E. Dermatotoxicity of cutting fluid mixtures: in vitro and in vivo studies. Cutaneous Ocular Toxicol. 2006, 25:235-247.
30. Mukhtar M., Sharma R. Surgical pearl: the safety pin as a better alternative to the versatile paper clip comedo extractor. Int. J. Dermatol. 2004, 43:967-968.
31. Oesch F., Fabian E., Oesch-Bartlomowicz B., Werner C., Landsiedel R. Drug-metabolizing enzymes in the skin of man, rat, and pig. Drug Metab. Rev. 2007, 39:659-698.
32. Pham M.A., Magdalou J., Totis M., Fournel-Gigleux S., Siest G., Hammock B.D. Characterization of distinct forms of cytochromes P-450, epoxide metabolizing enzymes and UDP-glucuronosyltransferases in rat skin. Biochem. Pharmacol. 1989, 38:2187-2194.
33. Raffali F., Rougier A., Roguet R. Measurement and modulation of cytochrome-P450-dependent enzyme activity in cultured human keratinocytes. Skin Pharmacol. 1994, 7:345-354.
34. Rijnkels J.M., Whiteley L.O., Beijersbergen van Henegouwen G.M. Time and dose-related ultraviolet B damage in viable pig skin explants held in a newly developed organ culture system. Photochem. Photobiol. 2001, 73:499-504.
35. Robinson L.R., Fitzgerald N.C., Doughty D.G., Dawes N.C., Berge C.A., Bissett D.L. Topical palmitoyl pentapeptide provides improvement in photoaged human facial skin. Int. J. Cosmet. Sci. 2005, 27:155-160.
36. Roguet R., Cohen C., Leclaire J. The use of a reconstructed human epidermis Episkin for the assessment of safety and efficacy of cosmetic products. In Vitro Toxicol. 1995, 8:427-429.
37. Schaefer H., Filaquier C. Skin metabolism. Pathol. Biol. (Paris) 1992, 40:196-204.
38. Steensma A., Beamand J.A., Walters D.G., Price R.J., Lake B.G. Metabolism of coumarin and 7-ethoxycoumarin by rat, mouse, guinea pig, cynomolgus monkey and human precision-cut liver slices. Xenobiotica 1994, 24:893-907.
39. Storm J.E., Collier S.W., Stewart R.F., Bronaugh R.L. Metabolism of xenobiotics during percutaneous penetration: role of absorption rate and cutaneous enzyme activity. Fundam. Appl. Toxicol. 1990, 15:132-141.
40. Van de Sandt J.J.M., Meuling W.J.A., Elliott G.R., Cnubben N.H.P., Hakkert B.C. Comparative in vitro-in vivo percutaneous absorption of the pesticide propoxur. Toxicol. Sci. 2000, 58:15-22.