Cytochrome-P-450-dependent metabolism of retinoic acid in rat skin microsomes: Inhibition by ketoconazole

Skin Pharmacology and Physiology

Volumn 1, Issue 3, 1988, Pages 176-185

  Vanden Bossche, Hugo ^a   Willemsens, Gustaaf ^a   Janssen, Paul A J ^a  

^a JANSSEN RESEARCH FOUNDATION   (Belgium)

Author keywords

Cytochrome P 450; Epidermis; Itraconazole; Ketoconazole; Miconazole; Microsomes; Neonatal rats; Retinoic acid

Indexed keywords

CYTOCHROME P450; ITRACONAZOLE; KETOCONAZOLE; MICONAZOLE; RETINOIC ACID;

ANIMAL CELL; ANIMAL EXPERIMENT; EPIDERMIS; MICROSOME; NONHUMAN; RAT;

ANIMAL; ANIMALS, NEWBORN; ANTIMETABOLITES; BIOTRANSFORMATION; CARBON MONOXIDE; CYTOCHROME P-450 ENZYME SYSTEM; HAMSTERS; IN VITRO; ITRACONAZOLE; KETOCONAZOLE; MESOCRICETUS; MICONAZOLE; MICROSOMES; MICROSOMES, LIVER; OXYGEN; RATS; RATS, INBRED STRAINS; SKIN; TRETINOIN;

EID: 0024154832     PISSN: 16605527     EISSN: 16605535     Source Type: Journal    
DOI: 10.1159/000210771     Document Type: Article

References (35)

1. Goodman DS: Retinoid binding proteins in plasma and cells; in Saural JH (ed): Retinoids: New Trends in Research and Therapy. Basel, Kargcr. 1985, pp 2–11.
2. Wolbach SB. Howe PR: Tissue changes following deprivation of fat-soluble vitamin A. J Exp Med1925:47:753–777.
3. Vahlquist A: The identification of dehydrorctinol (vitamin A2) in human skin. Experientia 1980:36: 317–318.
4. Mandel HG, Cohn VH: Fat soluble vitamins; in Gilman AG, Goodman LS. Rail LS, Murad F (eds): Goodman and Gilman’s The Pharmacolical Basis of Therapeutics, ed 7. New York, Macmillian, 1985. pp 1573–1591.
5. DeLuca HF: Peripheral metabolism of retinoids; in Saurat JH (ed): Retinoids: New Trends in Research and Therapy. Basel, Karger, 1985, pp 12–19.
6. Roberts AB, DeLuca HF: Pathways of retinol and retinoic acid metabolism in the rat. Biochem J1967;102:600–605.
7. Leo MA, Lieber CS: New pathway for retinol metabolism in liver microsomes. J Biol Chem1985;260:5228–5231.
8. Leo MA, Iida S, Lieber CS: Retinoic acid metabolism by a system reconstituted with cytochrome P-450. Arch Biochem Biophys 1984;234:305–311.
9. Roberts AB: Microsomal oxidation of retinoic acid in hamster liver, intestine, and testis. Ann NY Acad Sc 1981;359:45–53.
10. Roberts AB. Nichols MD. Newton DL. et al: In vitro metabolism of retinoic acid in hamster intestine and liver. J Biol Chem 1979:254:6296–6302.
11. Roberts, AB, Frolik CA, Nichols MD, et al: Retinoid-dependent induction of the in vivo and in vitro metabolism of retinoic acid in tissues of the vitamin A-deficient hamster. J Biol Chem 1979; 254:6303–6309.
12. Frolik CA: In vitro and in vivo metabolism of all-trans and 13-ci5-rctinoic acid in the hamster. Ann NY Acad Sci 1981;359:37–44.
13. Epstein EH Jr, Munderloh NL. Fukuyama K: Di-thiotreitol separation of newborn rodent dermis and epidermis. J Invest Dermatol 1979:73:207–210.
14. Bickers DR, 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.
15. Van Wauwe JP, Coene M-C, Goossens J, et al: Ketoconazole inhibits in vitro and in vivo metabolism of all-tran5-retinoic acid. J Pharm Exp Ther1988;245:718–722.
16. Vanden Bossche H, Willemsens G, Cools W, et al: Biochemical effects of miconazole on fungi: II. Inhibition of ergosterol biosynthesis in Candida albicans. Chem Biol Interact 1978;21:59–78.
17. Nebert DW, Gonzalez FJ: P450 genes: Structure, evolution, and regulation. Annu Rev Biochem1987;56:945–993.
18. Waterman MR, Simpson ER: Regulation of the biosynthesis of cytochromes P-450 involved in the steroid hormone synthesis. Mol Cell Endocrin1985;39:81–91.
19. Miller WL: Structure of genes encoding steroidogenic enzymes. J Steroid Biochem 1987;27:759–766.
20. Waterman MR, John ME, Simpson ER: Regulation of synthesis and activity of cytochrome P-450 enzymes in physiological pathways; in Ortiz de Montellano PR (ed): Cytochrome P-450. New York, Plenum Press, 1986, pp 345–386.
21. Vanden Bossche H, Janssen PAJ: Biological activities of modifiers of cytochrome P-450 activities; in Benford DJ, Bridges JW, Gibson GG (eds):Drug Metabolism: from Molecules to Man. London, Taylor & Francis, 1987, pp 244–262.
22. Yang CS, Lu AYH: The diversity of substrates for cytochrome P-450; in Guengerich FP (ed): Mammalian cytochromes P-450. Boca Raton, CRC Press. 1987, vol 2, pp 1–17
23. Bickers DR, Kappas A, Alvares AP: Differences in inducibility of cutaneous and hepatic drug metabolising enzymes and cytochrome P-450 by polychlorinated biphenils and l, i, l-trichloro-2,2-bis(p-chlorophenyl)ethanc (DDT). J Pharmacol Exp Ther 1974;188:300–309.
24. Pohl R, Philpot RM, Fouts JR: Cytochrome P-450 content and mixed function oxidase in micro-somes isolated from mouse skin. Drug Metab Dis-pos 1976;4:442–450.
25. Alvares AP, Kappas A, Levin W et al: Inducibility of benzo[a]pyrene hydroxylase in human skin by polycyclic hydrocarbons. Clin Pharmacol Ther1973;14:30–40.
26. Bickers DR, Kappas A: Human skin aryl hydrocarbon hydroxylase: induction by coal tar. J Clin Invest 1978:62:1061–1068.
27. Mukhtar H, Athar M, Bickers DR: Cytochrome P-450 dependent metabolism of testosterone in rat skin. Biochem Biophys Res Commun 1987; 145:749–753.
28. Vanden Bossche H, Willemsens G. Marichal P: Anti-Candida drugs - biochemical basis of their activity. CRC Crit Rev Microbiol 1987; 15:57–72.
29. Vanden Bossche H, De Coster F, Amery WK: Pharmacology and clinical uses of ketoconazole; in Furr BJA, Wakeling AE (eds): Pharmacology and Clinical Uses of Inhibitors of Hormone Secretion and Action. London, Bailliere Tindall, 1987, pp 288–307.
30. Ioannides C, Parke DV: The cytochrome P-448. A unique family of enzymes involved in chemical toxicity and carcinogenesis. Biochem Pharmacol1987;36:4197–4207.
31. Merk HF, Mukhtar H, Schutte B, et al: 7-Ethoxy-resorufin-O-deethylase in human hair roots: A potential marker for toxifying species of cytochrome P-450 isozymes. Biochem Biophys Res Commun1987;148:755–761.
32. Merk HF, Jugert F, Khan WA: Human skin cytochrome P-450, electrophoretic and immunochemical analysis. Skin Pharmacol 1988; 1:61.
33. Merk HF, Kaufmann I, Vopel F, et al: Influence of imidazoles on cutaneous cytochrome P-450 activity after topical and systemic application. Pharmacol Skin 1987;1:184–189.
34. Pasanen M, Taskinen T, Sotaniemi EA, et al: Inhibitor panel studies of human hepatic and placental cytochrome P-450-associated monoxygenase activities. Pharmacol Toxicol 1988;62:311–317.
35. Williams JB, Napoli JL: Inhibition of retinoic acid metabolism by imidazole antimycotics in F9 embryonal carcinoma cells. Biochem Pharmacol1987;36:1386–1388.