Retinoic acid metabolism and mechanism of action: A review

Current Drug Metabolism

Volumn 4, Issue 1, 2003, Pages 1-10

  Marill, Julie ^a   Idres, Nadia ^a   Capron, Claude C ^a   Nguyen, Eric ^a   Chabot, Guy G ^a  

^a INSERM   (France)

Author keywords

[No Author keywords available]

Indexed keywords

4 OXORETINOIC ACID; 4 PHENYLBUTYRIC ACID; ALITRETINOIN; AROMATIC HYDROCARBON RECEPTOR; ARSENIC TRIOXIDE; BEXAROTENE; CELL NUCLEUS RECEPTOR; CYTOCHROME P450; DRUG BINDING PROTEIN; DRUG METABOLITE; FENRETINIDE; FLUCONAZOLE; GLYCOPROTEIN P; HISTONE ACETYLTRANSFERASE; HISTONE DEACETYLASE; HISTONE DEACETYLASE INHIBITOR; ISOTRETINOIN; KETOCONAZOLE; LIAROZOLE; R 116010; RETINAL; RETINOIC ACID; RETINOIC ACID DERIVATIVE; RETINOIC ACID RECEPTOR ALPHA; RETINOL BINDING PROTEIN; RETINOL DEHYDROGENASE; RETINOL DERIVATIVE; TAMIBAROTENE; TRICHOSTATIN A; UNCLASSIFIED DRUG; UNINDEXED DRUG;

CHEMOPROPHYLAXIS; COVALENT BOND; DRUG ACTIVITY; DRUG EFFICACY; DRUG GLUCURONIDATION; DRUG INHIBITION; DRUG MECHANISM; DRUG METABOLISM; DRUG OXIDATION; DRUG STRUCTURE; HUMAN; LEUKOPLAKIA; LIGAND BINDING; MACROMOLECULE; NONHUMAN; PLASMA CLEARANCE; PROMYELOCYTIC LEUKEMIA; PROTEIN DOMAIN; PROTEIN EXPRESSION; PROTEIN FAMILY; REVIEW; SIGNAL TRANSDUCTION; STRUCTURE ACTIVITY RELATION;

ANIMALS; HUMANS; RECEPTORS, RETINOIC ACID; TRETINOIN;

EID: 0037303259     PISSN: 13892002     EISSN: None     Source Type: Journal    
DOI: 10.2174/1389200033336900     Document Type: Review

References (97)

1. Gudas, L.J.; Sporn, M.B. and Roberts, A.B. (1994) in The Retinoids: Biology, Chemistry, and Medicine, (Sporn, M.B.; Roberts, A.B. and Goodman, D.S. Eds.), Raven Press, New York, pp. 443-520.
2. van der Burg, B.; Sonneveld, E.; Lemmen, J.G. and van der Saag, P.T. (1999) Int. J. Dev. Biol., 43, 735-743.
3. Collins, M.D. and Mao, G.E. (1999) Annu. Rev. Pharmacol. Toxicol., 39, 399-430.
4. Peck, G.L. and DiGiovanna, J.J. (1994) in The Retinoids: Biology, Chemistry, and Medicine, (Sporn, M.B.; Roberts, A.B. and Goodman, D.S. Eds.), Raven Press, New York, pp. 631-658.
5. Hong, W.K. and Itri, L.M. (1994) in The Retinoids: Biology, Chemistry, and Medicine, (Sporn, M.B.; Roberts, A.B. and Goodman, D.S. Eds.), Raven Press, New York, pp. 597-630.
6. Warrell, R.P. Jr.; de Thé, H.; Wang, Z.Y. and Degos, L. (1993) N. Engl. J. Med, 329, 177-189.
7. Muindi, J.; Frankel, S.R.; Miller, W.H. Jr.; Jakubowski, A.; Scheinberg, D.A.; Young, C.W.; Dmitrovsky, E. and Warrell, R.P. Jr. (1992) Blood, 79, 299-303.
8. Takatsuka, J.; Takahashi, N. and De Luca, L.M. (1996) Cancer Res., 56, 675-678.
9. Idres, N.; Benoit, G.; Flexor, M.A.; Lanotte, M. and Chabot, G.G. (2001) Cancer Res., 61, 700-705.
10. Mangelsdorf, D.J.; Umesono, K. and Evans, R.M. (1994) in The Retinoids: Biology, Chemistry, and Medicine, (Sporn, M.B.; Roberts, A.B. and Goodman, D.S. Eds.), Raven Press, New York, pp. 319-350.
11. Chambon, P. (1996) FASEB J., 10, 940-954.
12. Altucci, L. and Gronemeyer, H. (2001) Nature Reviews Cancer, 1, 181-193.
13. Benoit, G.; Altucci, L.; Flexor, M.; Ruchaud, S.; Lillehaug, J.; Raffelsberger, W.; Gronemeyer, H. and Lanotte, M. (1999) EMBO J., 18, 7011-7018.
14. Benoit, G.R.; Flexor, M.; Besancon, F.; Altucci, L.; Rossin, A.; Hillion, J.; Balajthy, Z.; Legres, L.; Segal-Bendirdjian, E.; Gronemeyer, H. and Lanotte, M. (2001) Mol. Endocrinol., 15, 1154-1169.
15. Takahashi, N. and Breitman, T.R. (1989) In Vitro Cell Dev. Biol, 25, 1199-1200.
16. Takahashi, N. and Breitman, T.R. (1989) J. Biol. Chem., 264, 5159-5163.
17. Takahashi, N. and Breitman, T.R. (1990) J. Biol. Chem., 265, 19158-19162.
18. Almagor, M. and Bar-Tana, J. (1990) Biochem. Biophys. Res. Commun., 172, 877-882.
19. Tounier, S.; Raynaud, F.; Gerbaud, P.; Lohmann, S.M.; Anderson, W.B. and Evain-Brion, D. (1996) J. Cell Physiol., 167, 196-203.
20. Pipkin, J.L.; Hinson, W.; Lyn-Cook, L.E.; Duffy, P.H.; Feuers, R.J.; Leakey, J.E.; Aly, K.B.; Hart, R.W. and Casciano, D.A. (1996) Aging (Milano), 8, 263-270.
21. Myhre, A.M.; Takahashi, N.; Blomhoff, R.; Breitman, T.R. and Norum, K.R. (1996) J. Lipid. Res., 37, 1971-1977.
22. Genchi, G. and Olson, J.A. (2001) Biochim. Biophys. Acta, 1530, 146-154.
23. Wada, M.; Fukui, T.; Kubo, Y. and Takahashi, N. (2001) J. Biochem. (Tokyo), 130, 457-463.
24. Takahashi, N.; Liapi, C.; Anderson, W.B. and Breitman, T.R. (1991) Arch. Biochem. Biophys., 290, 293-302.
25. Takahashi, N. and Breitman, T.R. (1994) J. Biol. Chem., 269, 5913-5917.
26. Breitman, T.R. and Takahashi, N. (1996) Biochem. Soc. Trans., 24, 723-727.
27. Takahashi, N.; De Luca, L.M. and Breitman, T.R. (1997) Biochem. Biophys. Res. Commun., 239, 80-84.
28. Ross, A.C.; Zolfaghari, R. and Weisz, J. (2001) Curr. Opin. Gastroenterol., 17, 184-192.
29. Blaner, W.S. and Olson, J.A. (1994) in The Retinoids: Biology, Chemistry, and Medicine, (Sporn, M.B.; Roberts, A.B. and Goodman, D.S. Eds.), Raven Press, New York, pp. 229-256.
30. Danielson, P.B. (2002) Current Drug Metabolism, 3(6), 561-597.
31. Mertz, J.R.; Shang, E.; Piantedosi, R.; Wei, S.; Wolgemuth, D.J. and Blaner, W.S. (1997) J. Biol. Chem., 272, 11744-11749.
32. Romert, A.; Tuvendal, P.; Simon, A.; Dencker, L. and Eriksson, U. (1998) Proc. Natl. Acad Sci. USA, 95, 4404-4409.
33. Chen, H.; Howald, W.N. and Juchau, M.R. (2000) Drug Metab. Dispos., 28, 315-322.
34. Duester, G. (1996) Biochemistry, 35, 12221-12227.
35. Napoli, J.L. (1999) Prog. Nucleic. Acid. Res., Mol. Biol., 63, 139-188.
36. Swindell, E.C. and Eichele, G. (1999) Biofactors, 10, 85-89.
37. Roos, T.C.; Jugert, F.K.; Merk, H.F. and Bickers, D.R. (1998) Pharmacol. Rev., 50, 315-333.
38. Zhang, Q.Y.; Dunbar, D. and Kaminsky, L. (2000) Drug Metab. Dispos., 28, 292-297.
39. Napoli, J.L. (1999) Biochim. Biophys. Acta, 1440, 139-162.
40. Boylan, J.F. and Gudas, L.J. (1992) J. Biol. Chem., 267, 21486-21491.
41. Fiorella, P.D. and Napoli, J.L. (1991) J. Biol. Chem., 266, 16572-16579.
42. Bastie, J.N.; Despouy, G.; Balitrand, N.; Rochette-Egly, C.; Chomienne, C. and Delva, L. (2001) FEBS Lett., 507(1), 67-73.
43. Chen, H. and Juchau, M.R. (1998) Drug Metab. Dispos., 26, 222-228.
44. Leo, M.A.; Iida, S. and Lieber, C.S. (1984) Arch. Biochem. Biophys., 234, 305-312.
45. Roberts, E.S.; Vaz, A.D. and Coon, M.J. (1992) Mol. Pharmacol., 41, 427-433.
46. Leo, M.A.; Lasker, J.M.; Raucy, J.L.; Kim, C.I.; Black, M. and Lieber, C.S. (1989) Arch. Biochem. Biophys., 269, 305-312.
47. Marill, J.; Cresteil, T.; Lanotte, M. and Chabot, G.G. (2000) Mol. Pharmacol., 58, 1341-1348.
48. McSorley, L.C. and Daly, A.K. (2000) Biochem. Pharmacol., 60, 517-526.
49. Nadin, L. and Murray, M. (1999) Biochem. Pharmacol., 58, 1201-1208.
50. Chen, H.; Fantel, A.G. and Juchau, M.R. (2000) Drug Metab. Dispos., 28, 1051-1057.
51. Marill, J.; Capron, C.C.; Idres, N. and Chabot, G.G. (2002) Biochem. Pharmacol., 63, 933-943.
52. White, J.A.; Guo, Y.D.; Baetz, K.; Beckett-Jones, B.; Bonasoro, J.; Hsu, K.E.; Dilworth, F.J.; Jones, G. and Petkovich, M. (1996) J. Biol. Chem., 271, 29922-29927.
53. Fujii, H.; Sato, T.; Kaneko, S.; Gotoh, O.; Fujii-Kuriyama, Y.; Osawa, K.; Kato, S. and Hamada, H. (1997) EM80 J., 16, 4163-4173.
54. Ray, W.J.; Bain, G.; Yao, M. and Gottlieb, D.I. (1997) J. Biol. Chem., 272, 18702-18708.
55. White, J.A.; Beckett-Jones, B.; Guo, Y.D.; Dilworth, F.J.; Bonasoro, J.; Jones, G. and Petkovich, M. (1997) J. Biol. Chem., 272, 18538-18541.
56. Nelson, D.R. (1999) Arch. Biochem. Biophys., 371, 345-347.
57. Sonneveld, E.; van den Brink, C.E.; van der Leede, B.M.; Schulkes, R.K.; Petkovich, M.; van der Burg, B. and van der Saag, P.T. (1998) Cell Growth Differ., 9, 629-637.
58. White, J.A.; Ramshaw, H.; Taimi, M.; Stangle, W.; Zhang, A.; Everingham, S.; Creighton, S.; Tam, S.P.; Jones, G. and Petkovich, M. (2000) Proc. Natl. Acad. Sci, USA. 97(12), 6403-6408.
59. Abu-Abed, S.S.; Beckett, B.R.; Chiba, H.; Chithalen, J.V.; Jones, G.; Metzger, D.; Chambon, P. and Petkovich, M. (1998) J. Biol. Chem., 273, 2409-2415.
60. White, J.A.; Beckett, B.; Scherer, S.W.; Herbrick, J.A. and Petkovich, M. (1998) Genomics, 48, 270-272.
61. Trofimova-Griffin, M.E.; Brzezinski, M.R. and Juchau, M.R. (2000) Brain Res Dev Brain Res, 120, 7-16.
62. Czernik, P.J.; Little, J.M.; Barone, G.W.; Raufman, J.P. and Radominska-Pandya, A. (2000) Drug Metab Dispos, 28, 1210-1216.
63. Samokyszyn, V.M.; Gall, W.E.; Zawada, G.; Freyaldenhoven, M.A.; Chen, G.; Mackenzie, P.I.; Tephly, T.R. and Radominska-Pandya, A. (2000) J. Biol. Chem., 275, 6908-6914.
64. Andreola, F.; Fernandez-Salguero, P.M.; Chiantore, M.V.; Petkovich, M.P.; Gonzalez, F.J. and De Luca, L.M. (1997) Cancer Res., 57, 2835-2838.
65. Ozpolat, B.; Lopez-Berestein, G. and Mehta, K. (2001) J. Biol. Regul. Homeost. Agents, 15, 107-122.
66. Muindi, J.R.; Young, C.W. and Warrell, R.P. Jr. (1994) Leukemia, 8, 1807-1812.
67. Warrell, R.P. Jr. (1993) Blood, 82, 1949-1953.
68. Iulianella, A.; Beckett, B.; Petkovich, M. and Lohnes, D. (1999) Dev. Biol., 205, 33-48.
69. Cornic, M.; Delva, L.; Castaigne, S.; Lefebvre, P.; Balitrand, N.; Degos, L. and Chomienne, C. (1994) Leukemia, 8, 914-917.
70. Cornic, M.; Delva, L.; Guidez, F.; Balitrand, N.; Degos, L. and Chomienne, C. (1992) Cancer Res., 52, 3329-3334.
71. Adamson, P.C.; Boylan, J.F.; Balis, F.M.; Murphy, R.F.; Godwin, K.A.; Gudas, L.J. and Poplack, D.G. (1993) Cancer Res., 53, 472-476.
72. Zhou, D.C.; Hallam, S.J.; Lee, S.J.; Klein, R.S.; Wiernik, P.H.; Tallman, M.S. and Gallagher, R.E. (1998) Cancer Res., 58, 5770-5776.
73. Kizaki, M.; Ueno, H.; Yamazoe, Y.; Shimada, M.; Takayama, N.; Muto, A.; Matsushita, H.; Nakajima, H.; Morikawa, M.; Koeffler, H.P. and Ikeda, Y. (1996) Blood, 87, 725-733.
74. Takeshita, A.; Shinjo, K.; Naito, K.; Ohnishi, K.; Sugimoto, Y.; Yamakawa, Y.; Tanimoto, M.; Kitamura, K.; Naoe, T. and Ohno, R. (2000) Br. J. Haematol., 108, 90-92.
75. Collins, S.J.; Robertson, K.A. and Mueller, L. (1990) Mol. Cell Biol., 10, 2154-2163.
76. Duprez, E.; Benoit, G.; Flexor, M.; Lillehaug, J.R. and Lanotte, M. (2000) Leukemia, 14, 255-261.
77. Shao, W.; Benedetti, L.; Lamph, W.W.; Nervi, C. and Miller, W.H. Jr. (1997) Blood, 89, 4282-4289.
78. Rosenauer, A., Raelson, J.V.; Nervi, C.; Eydoux, P.; DeBlasio, A. and Miller, W.H. Jr. (1996) Blood, 88, 2671-2682.
79. Cote, S.; Zhou, D.; Bianchini, A.; Nervi, C.; Gallagher, R.E. and Miller, W.H. Jr. (2000) Blood, 96, 3200-3208.
80. Imaizumi, M.; Suzuki, H.; Yoshinari, M.; Sato, A.; Saito, T.; Sugawara, A.; Tsuchiya, S.; Hatae, Y.; Fujimoto, T.; Kakizuka, A.; Konno, T. and Iinuma, K. (1998) Blood, 92, 374-382.
81. Ding, W.; Li, Y.P.; Nobile, L.M.; Grills, G.; Carrera, I.; Paietta, E.; Tallman, M.S.; Wiernik, P.H. and Gallagher, R.E. (1998) Blood, 92, 1172-1183.
82. Niederreither, K.; Abu-Abed, S.; Schuhbaur, B.; Petkovich, M.; Chambon, P. and Dolle, P. (2002) Nat. Genet., 31, 84-88.
83. Pijnappel, W.W.; Hendriks, H.F.; Folkers, G.E.; van den Brink, C.E.; Dekker, E.J.; Edelenbosch, C.; van der Saag, P.T.. and Durston, A.J. (1993) Nature, 366, 340-344.
84. van der Leede, B.M.; van den Brink, C.E.; Pijnappel, W.W.; Sonneveld, E.; van der Saag, P.T. and van der Burg, B. (1997) J. Biol. Chem., 272, 17921-17928.
85. van Heusden, J.; Wouters, W.; Ramaekers, F.C.; Krekels, M.D.; Dillen, L.; Borgers, M. and Smets, G. (1998) Br. J. Cancer, 77, 26-32.
86. Ramp, U.; Gerharz, C.D.; Eifler, E.; Biesalski, H.K. and Gabbert, H.E. (1994) Biol. Cell, 81, 31-37.
87. Reynolds, N.J.; Fisher, G.J.; Griffiths, C.E.; Tavakkol, A.; Talwar, H.S.; Rowse, P.E.; Hamilton, T.A. and Voorhees, J.J. (1993) J. Pharmacol. Exp. Ther., 266, 1636-1642.
88. Idres, N.; Marill, J.; Flexor, M.A. and Chabot, G.G. (2002) J. Biol. Chem., 277, 31491-31498.
89. Formelli, F.; Barua, A.B. and Olson, J.A. (1996) FASEB J., 10, 1014-1024.
90. Zile, M.H.; Cullum, M.E.; Simpson, R.U.; Barua, A.B. and Swartz, D.A. (1987) Proc. Natl. Acad. Sci. USA, 84, 2208-2212.
91. Gallup, J.M.; Barua, A.B.; Furr, H.C. and Olson, J.A. (1987) Proc. Soc. Exp. Biol. Med., 186, 269-274.
92. Janick-Buckner, D.; Barua, A.B. and Olson, J.A. (1991) FASEB J., 5, 320-325.
93. Mehta, R.G.; Barua, A.B.; Olson, J.A. and Moon, R.C. (1992) Int. J. Vitam. Nutr. Res., 62, 143-147.
94. Sani, B.P.; Barua, A.B.; Hill, D.L.; Shih, T.W. and Olson, J.A. (1992) Biochem. Pharmacol., 43, 919-922.
95. Schwartz, E.L.; Hallam, S.; Gallagher, R.E. and Wiernik, P.H. (1995) Biochem. Pharmacol., 50(7), 923-928.
96. van Heusden, J.; Borgers, M.; Ramaekers, F.; Xhonneux, B.; Wouters, W.; De Coster, R. and Smets, G. (1996) Eur. J. Cell Biol., 71, 89-98.
97. van Heusden, J.; Van Ginckel, R.; Bruwiere, H.; Moelans, P.; Janssen, B.; Floren, W.; Der Leede, B.J.; van Dun, J.; Sanz, G.; Venet, M.; Dillen, L.; Van Hove, C.; Willemsens, G.; Janicot, M. and Wouters, W. (2002) Br. J Cancer, 86, 605-611.