Highly specific cytochrome p450-like enzymes for all-trans-retinoic acid in T47D human breast cancer cells

Journal of Clinical Endocrinology and Metabolism

Volumn 81, Issue 6, 1996, Pages 2069-2075

  Han, In Suk ^a   Choi, Jee Ho ^b  

^a UNIVERSITY OF MICHIGAN   (United States)

^b UNIVERSITY OF MICHIGAN HEALTH SYSTEM   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3 METHYLCHOLANTHRENE; BETA NAPHTHOFLAVONE; CYTOCHROME P450; DIMETHYL SULFOXIDE; OXYGENASE; PHENOBARBITAL; RETINOIC ACID; XENOBIOTIC AGENT;

ARTICLE; BREAST CANCER; CANCER CELL; CELL DIFFERENTIATION; CELL FREE SYSTEM; COLONY FORMATION; ENZYME ACTIVITY; EPITHELIUM CELL; HUMAN; HUMAN CELL; MICROSOME MEMBRANE; PRIORITY JOURNAL; SQUAMOUS CELL; VITAMIN METABOLISM;

BREAST NEOPLASMS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CHROMATOGRAPHY, THIN LAYER; CYTOCHROME P-450 ENZYME SYSTEM; FEMALE; HUMANS; KINETICS; MIXED FUNCTION OXYGENASES; RETINOIDS; SUBSTRATE SPECIFICITY; TRETINOIN; TUMOR CELLS, CULTURED;

STAPHYLOCOCCUS PHAGE 3A;

EID: 0000370691     PISSN: 0021972X     EISSN: None     Source Type: Journal    
DOI: 10.1210/jc.81.6.2069     Document Type: Article

References (54)

1. Fuchs E, Green H, 1981 Regulation of terminal differentiation of cultured human keratinocytes by vitamin A. Cell. 25:617-625.
2. Lotan R, Lotan D. 1981 Stimulation of melanogenesis in a human melanoma cell line by retinoids. Cancer Res. 40:3345-3350.
3. Haussler M, Sidell N, Kelly M, Donaldson C, Altman A, Mangelsdorf D. 1983 Specific high-affinity binding and biologic action of retinoic acid in human neuroblastoma cell lines. Proc Natl Acad Sci USA. 80:5525-5529.
4. Breitman TR, Selonick SE, Collins SJ. 1980 Induction of differentiation of the human promyelocytic leukemic cell line (HL-60) by retinoic acid. Proc Natl Acad Sci USA. 77:2936-2940.
5. Shklar G, Schwartz J, Grau D, Trickler D, Wallace KD. 1980 Inhibition of hamster buccal pouch carcinogenesis by 13-cis-retinoic acid. Oral Surg. 50:45-52.
6. Bertram JS, Kolonel LN, Meyskenes Jr FL. 1987 Rationale and strategies for chemoprevention of cancer in humans. Cancer Res. 47:3012-3031.
7. Moon RC, Mehta RG. 1990 Retinoid inhibition of experimental carcinogenesis. In: Dawson MI, Okamura WH, eds. Chemistry and biology of synthetic retinoids. Boca Raton: CRC Press; 501-518.
8. Pollard M, Luckert P, Sporn M. 1991 Prevention of primary prostate cancer in Loblund-Wistar rats by N-(4-hydroxyphenyl)retinamide. Cancer Res. 51: 3610-3611.
9. Lotan R. 1994 Suppression of squamous cell carcinoma growth and differentiation by retinoids. Cancer Res. 54:1897s-1990s.
10. Hong WK, Lippman SM, Itri LM, et al. 1990 Prevention of secondary primary tumors with isotretinoin in squamous-cell carcinoma of the head and neck. N Engl J Med. 323:795-801.
11. Smith MA, Adamson PC, Balis FM, et al. 1992 Phase I and pharmacokinetic evaluation of all-trans-retinoic acid in pediatric patients with cancer. J Clin Oncol. 10:1666-1673.
12. Huang ME, Ye YC, Chen SR, et al. 1988 Use of all-trans-retinoic acid in the treatment of acute promyelocytic leukemia. Blood. 72:567-572.
13. Norum KR. 1993 Acute myeloid leukemia and retinoids. Eur J Clin Nutr. 47:77-87.
14. Roberts AB, Nichols MD, Newton DL, Sporn MB. 1979 In vitro metabolism of retinoic acid in hamster intestine and liver. J Biol Chem. 254:6296-6302.
15. Roberts AB, Frolik CA, Nichols MD, Sporn MB. 1979 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. 254:6303-6309.
16. Roberts AB, Lamb LC, Sporn MB. 1980 Metabolism of all-trans-retinoic acid in hamster liver microsomes: oxidation of 4-hydroxy-to 4-keto-retinoic acid. Arch Biochem Biophys. 199:374-383.
17. Gubler ML, Sherman MI. 1990 Metabolism of retinoic acid and retinol by intact cells and cell extracts. Methods Enzymol. 189:525-530.
18. Williams JB, Napoli JL. 1985 Metabolism of retinoic acid and retinol during differentiation of F9 embryonal carcinoma cells. Proc Natl Acad Sci USA. 82:4658-4662.
19. Rundhaug J, Gubler ML, Sherman MI, Blaner WS, Bertram J. 1987 Differential uptake, binding, and metabolism of retinol and retinoic acid by 10T1/2 cells. Cancer Res. 47:5637-5643.
20. Gubler ML, Sherman MI. 1985 Metabolism of retinoids by embryonal carcinoma cells. J Biol Chem. 260:9552-9558.
21. Napoli JL. 1986 Retinol metabolism in LLC-PK1 cells: characterization of retinoic acid synthesis by an established mammalian cell line. J Biol Chem. 261:13592-13597.
22. Duell EA, Astrom A, Griffiths CEM, Chambon P, Voorhees JJ. 1992 Human skin levels of retinoic acid and cytochrome P450-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.
23. Wouters W, van Dun D, Dillen A, Coene M-C, Cools W, De Coster R. 1992 Effects of liarozole, a new antitumoral compound, on retinoic acid-induced inhibition of cell growth and on retinoic acid metabolism in MCF-7 human breast cancer cells. Cancer Res. 52:2841-2846.
24. French J, Coon MJ. 1979 Properties of NADPH-cytochrome P450 reductase purified from rabbit liver microsomes. Arch Biochem Biophys. 195:565-577.
25. Leo MA, Iida S, Lieber CS. 1984 Retinoic acid metabolism by a system reconstituted with cytochrome P450. Arch Biochem Biophys. 269:305-312.
26. Martin R, Murray M. 1994 Retinal dehydrogenation and retinoic acid 4-hydroxylation in rat hepatic microsomes: developmental studies and effect of foreign compounds on the activities. Biochem Pharmacol. 47:905-909.
27. Porter TD, Coon MJ. 1990 Cytochrome P450: multiplicity of isoforms, substrates, and catalytic and regulatory mechanisms. J Biol Chem. 266:13469-13472.
28. Blohoff R, Green MH, Berg T, Norum KR. 1990 Transport and storage of vitamin A. Science. 250:399-404.
29. Okey AB. 1990 Enzyme induction in the cytochrome P450 system. Pharmacol Ther. 45:241-298.
30. Murray GI, Weaver RJ, Paterson PJ, Ewen SWB, Melvin WT, Burke MD. 1993 Expression of xenobiotic metabolizing enzymes in breast cancer. J Pathol. 169:347-353.
31. Robert ES, Vaz ADN, Coon MJ. 1992 Role of isozymes of rabbit microsomal cytochrome P-450 in the metabolism of retinoic acid, retinol, and retinal. Mol Pharmacol. 41:427-433.
32. Le Blanc GA, Waxman DJ. 1989 Interaction of anticancer drugs with hepatic monooxygenase enzymes. Drug Metab Rev. 20:395-439.
33. Graham MA, Riley RJ, Kerr DJ. 1991 Drug metabolism in carcinogenesis and chemotherapy. Pharmacol Ther. 51:275-289.
34. Reed MJ, Rea D, Duncan LJ, Parker MG. 1994 Regulation of estradiol 17-beta-hydroxysteroid dehydrogenase expression and activity by retinoic acid in T47D breast cancer cells. Endocrinology. 135:4-9.
35. Wetherall NT, Taylor CM. 1986 The effects of retinoid treatment and antiestrogens on the growth of T47D human breast cancer cells. Eur J Cancer Clin Oncol. 22:53-59.
36. Roman SD, Clarke CL, Hall RE, Alexander IE, Sutherland RL. 1992 Expression and regulation of retinoic acid receptor in human breast cancer cells. Cancer Res. 52:2236-2242.
37. Clark BJ, Waterman MR. 1991 Heterologous expression of mammalian P450 in COS cells. Methods Enzymol. 206:100-108.
38. Van Wauwe JP, Coene M-C, Goossens J, Cools W, Monbaliu J. 1990 Effects of cytochrome P450 inhibitors on the in vivo metabolism of all-trans-retinoic acid in rats. J Pharmacol Exp Ther. 252:365-369.
39. Miller VA, Rigas JR, Muindi JRF, et al. 1994 Modulation of all-trans retinoic acid pharmacokinetics by liarozole. Cancer Chemother Pharmacol. 34:522-526.
40. Achkar CC, Bentel JM, Boylan JF, Scher HI, Gudas LJ, Miller Jr WH. 1994 Differences in the pharmacokinetics of orally administered all-trans-retinoic acid and 9-cis-retinoic acid in the plasma of nude mice. Drug Metab Dispos. 22:451-458.
41. Fiorella PD, Napoli JL. 1994 Microsomal retinoic acid metabolism effects of cellular retinoic acid-binding protein (type I) and C18-hydroxylation as an initial step. J Biol Chem. 269:10538-10544.
42. Glass CK. 1994 Differential recognition of target genes by nuclear receptor monomers, dimers, and heterodimers. Endocr Rev. 15:391-407.
43. Snoek GT, Mummery CL, Van den Brink CE, Van der Saag PT, De Laat SW. 1986 Protein kinase C and phorbol ester receptor expression related to growth and differentiation of nullipotent and pluripotent embryonal carcinoma cells. Dev Biol. 115:282-292.
44. Kurie JM, Younes A, Miller WH, et al. 1993 Retinoic acid stimulates the protein kinase C pathway before activation of its β-nuclear receptor during human teratocarcinoma differentiation. Biochim Biophys Acta. 1179:203-207.
45. Ways DK, Dodd RC, Bennett TE, Hooker JL, Earp HS. 1987 Effect of on phorbol ester-stimulated differentiation and protein kinase C-dependent phosphorylation in the U937 human normoblastoid cell. Cancer Res. 48:5779-5787.
46. Halpert JR, Guengerich FP, Bend JR, Correia MA. 1994 Contemporary issues in toxicology: selective inhibitors of cytochrome P450. Toxicol Appl Pharmacol. 125:163-175.
47. Loose DS, Kan PB, Hirst MA, Marcus RA, Feldman D. 1983 Ketoconazole blocks adrenal steroidogenesis by inhibiting cytochrome P450-dependent enzymes. J Clin Invest. 71:1495-1499.
48. Maurice M, Pichard L, Daujat M, et al. 1992 Effects of imidazole derivatives on cytochrome P450 from human hepatocytes in primary culture. FASEB J. 6:752-758.
49. Swart P, Swart AC, Waterman MR, Estabrook RW, Mason JI. 1993 Progesterone 16α-hydroxylase activity is catalyzed by human cytochrome P450 17α-hydroxylase. J Clin Endocrinol Metab. 77:98-102.
50. Wetherall NT, Taylor CM. 1986 The effect of retinoid treatment and anties-trogens on the growth of T47D human breast cancer cells. Eur J Cancer Clin Oncol. 22:53-59.
51. Frankel SR, Eardley A, Lauwers G, Weiss M, Warrell RP. 1992 The "retinoic acid syndrome" in acute promyelocytic leukemia. Ann Intern Med. 117:292-296.
52. Guengerich FP. 1994 Catalytic selectivity of human cytochrome P450 enzymes: relevance to drug metabolism and toxicity. Toxicol Lett. 70:133-138.
53. Yang CS, Smith TJ, Hong J-Y. 1994 Cytochrome P450 enzymes as targets for chemoprevention against chemical carcinogenesis and toxicity: opportunities and limitations. Cancer Res. 54:1982s-1986s.
54. Leo MA, Lasker JM, Raucy JL, Kim CL, Black M, Lieber CS. 1989 Metabolism of retinol and retinoic acid by human liver cytochrome P450IIC8. Arch Biochem Biophys. 234:305-312.