Retinoic acid isomers applied to human skin in vivo each induce a 4-hydroxylase that inactivates only trans retinoic acid

Journal of Investigative Dermatology

Volumn 106, Issue 2, 1996, Pages 316-320

  Duell, Elizabeth A ^a,b   Kang, Sewon ^a   Voorhees, John J ^a  

^a UNIVERSITY OF MICHIGAN MEDICAL SCHOOL   (United States)

^b UNIVERSITY OF MICHIGAN HEALTH SYSTEM   (United States)

Author keywords

Cytochrome P450; Isomerization; Metabolism; Pharmacology

Indexed keywords

4 HYDROXYLASE; ALITRETINOIN; ISOTRETINOIN; OXYGENASE; RETINAL; RETINOIC ACID; RETINOL; UNCLASSIFIED DRUG;

ADULT; ARTICLE; CONTROLLED STUDY; DRUG METABOLISM; ENZYME INDUCTION; HUMAN; HUMAN EXPERIMENT; HUMAN TISSUE; NORMAL HUMAN; PRIORITY JOURNAL; PSORIASIS; TOPICAL DRUG ADMINISTRATION;

EID: 0030003842     PISSN: 0022202X     EISSN: None     Source Type: Journal    
DOI: 10.1111/1523-1747.ep12342972     Document Type: Article

References (15)

1. Duell EA, Aström A, Griffiths CEM, Chambon P. Vourhees JJ: Human skin levels of retinoic acid and cytochrome P-450-derived 4-hydroxyretinoic acid after topical application of retinoic acid in vivo compared to concentrations required to stimulate retinoic acid receptor-mediated transcription in vitro. J Clin Invest 90:1269-1274, 1992
2. Vanden Bossche H, Willemsens G, Janssen PAJ: Cytochrome-P-450-dependent metabolism of retinoic acid in rat skin microsomes: inhibition by ketoconazole. Skin Pharmacol 1:176-185, 1988
3. Lowry OH, Rosebrough NJ, Farr AL, Randall RJ: Protein measurements with the Folin phenol reagent. J Biol Chem 193:265-275, 1951
4. Buggé CJL, Rodriguez LC, Vane FM: Determination of isotretinoin or etretinate and their major metabolites in human blood by reversed-phase high-performance liquid chromatography. J Pharm Biomed Anal 3:269-277, 1985
5. Vane FM, Buggé CJL, Williams TH: Metabolism of 13-cis-retinoic acid by a rat liver 9000g supernatant preparation. Drug Metab Dispos 10:212-219, 1982
6. Sass JO, Forster A, Bock KW, Nau H: Glucuronidation and isomerization of all-trans-and 13-cis-retinoic acid by liver microsomes of phenobarbital-or 3-methylcholanthrene-treated rats. Biochim Pharmacol 47:485-492, 1994
7. Kalin JR, Wells MJ, Hill DL: Effects of phenobarbital, 3-methylcholanthrene, and retinoid pretreatment on disposition of orally administered retinoids in mice. Drug Metab Dispos 12:63-67, 1984
8. Oldfield N: The metabolic fate of 13-cis-retinoic acid in mouse skin microsomal preparations. Drug Metab Dispos 18:1105-1107, 1990
9. Leo MA, Lasker JM, Raucy JL, Kim C-I, Black M, Lieber CS: Metabolism of retinol and retinoic acid by human liver cytochrome P450IIC8. Arch Biochem Biophys 269:305-312, 1989
10. Roberts ES, Vaz AD, Coon MJ: Role of isozymes of rabbit microsomal cytochrome P-450 in the metabolism of retinoic acid, retinol and retinal. Mol Pharmacol 41:427-433, 1992
11. Kang S, Duell EA, Fisher GJ, Datta SC, Wang ZQ, Reddy AP, Tavakkol A, Yi JY, Griffiths CEM, Eldur JT, Voorhees JJ: Application of retinol to human skin in vivo induces epidermal hyperplasia and cellular retinoid binding proteins characteristic of retinoic acid but without measurable retinoic acid levels or irritation. J Invest Dermatol 105:549-556, 1995
12. Buchan P, Eckhoff C, Caron D, Nau H, Shroot B, Schaefer H: Repeated topical administration ot all-trans-retinoic acid and plasma levels of retinoic acids in humans. J Am Acad Dermatol 30:428-434, 1994
13. Jensen BK, McGann LA, Kachevsky V, Franz TJ: The negligible systemic availability of retinoids with multiple and excessive topical application of isotretinoin 0.05% gel (Isotrex) in patients with acne vulgaris. J Am Acad Dermatol 24:425-428, 1991
14. Lippman SM, Benner SE, Hong WK: Retinoid chemoprevention studies in upper aerodigestive tract and lung carcinogensis. Cancer Res 54:2025s-2028s, 1994
15. 2) in acute promyelocytic leukemia. Blood 82:3560-3563, 1993