The role of vitamin A status in the conversion of all-trans retinoyl β- glucuronide to retinoic acid in male Sprague-Dawley rats

Journal of Nutritional Biochemistry

Volumn 9, Issue 1, 1998, Pages 8-16

  Barua, Arun B ^a   Duitsman, Pamela K ^a   Olson, James A ^a  

^a IOWA STATE UNIVERSITY   (United States)

Author keywords

Metabolism; Retinoic acid; Retinol; Retinoyl glucuronide; Vitamin A status

Indexed keywords

CORN OIL; RETINOIC ACID; RETINOIC ACID DERIVATIVE; RETINOIC ACID GLUCURONIDE; RETINOL; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; DRUG BLOOD LEVEL; DRUG HYDROLYSIS; MALE; NONHUMAN; ORAL DRUG ADMINISTRATION; RAT; RETINOL DEFICIENCY;

EID: 0031962809     PISSN: 09552863     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0955-2863(97)00133-2     Document Type: Article

References (28)

1. Blaner W.S., Olson J.A. Retinol and retinoic acid metabolism. Sporn M.B., Roberts A.B., Goodman D.S. Retinoids. 1994;229-255 Raven Press, New York, NY USA.
2. Nau H. Teratogenesis, transplacental pharmacokinetics, and metabolism of some retinoids in the mouse, monkey and human. Livrea M.A., Packer L. Retinoids. 1993;329-339 Marcel Dekker, New York, NY USA.
3. Formelli F., Barua A.B., Olson J.A. Bioactivities of N-(4-hydroxyphenyl)retinamide and retinoyl β-glucuronide. FASEB J. 10:1996;1014-1024.
4. Barua, A.B. and Olson, J.A. (1989). Method of producing water-soluble glucuronic acid derivatives of vitamin A. U.S. Patent Number 4,855,463.
5. Gallup J.M., Barua A.B., Furr H.C., Olson J.A. Effects of retinoid β-glucuronide and N-retinoyl amines on the differentiation of HL-60 cells in vitro. Proc. Soc. Exp. Biol. Med. 186:1987;269-274.
6. Zile M.H., Cullum M.E., Simpson R.U., Barua A.B., Swartz D.A. Induction of differentiation of human promyelocytic leukemia cell line HL-60 by retinoyl β-glucuronide, a biologically active metabolite of vitamin A. Proc. Natl. Acad. Sci. USA. 84:1987;2208-2219.
7. Janick-Buckner D., Barua A.B., Olson J.A. Induction of HL-60 cell differentiation by water-soluble and nitrogen-containing conjugates of retinoic acid and retinol. FASEB J. 5:1991;320-325.
8. Becker B., Barua A.B., Barua M., Olson J.A. Relative effects of various carbohydrate conjugates of retinoic acid on the differentiation and viability of HL-60 cells. FASEB J. 7:1993;A304.
9. Gunning D.B., Barua A.B., Lloyd R.A., Olson J.A. Retinoyl β-glucuronide a nontoxic retinoid for the topical treatment of acne . J. Dermatol. Treat. 5:1994;181-185.
10. Barua A.B., Olson J.A. Percutaneous absorption, excretion and metabolism of all-trans retinoyl β-glucuronide and of all-trans retinoic acid in the rat. Skin Pharmacol. 9:1996;17-26.
11. Gunning D.B., Barua A.B., Olson J.A. Comparative teratogenicity and metabolism of all-trans retinoic acid, all-trans retinoyl β-glucose, and all-trans retinoyl β-glucuronide in pregnant Sprague-Dawley rats. Teratology. 47:1993;29-36.
12. Nau H., Elmazar M.M.A., Ruhl R., Thiel R., Sass J.O. All-trans retinoyl β-glucuronide is a potent teratogen in mouse because of extensive metabolism to all-trans retinoic acid. Teratology. 54:1996;150-156.
13. Mehta R., Barua A.B., Moon R.C., Olson J.A. Interactions between retinoid β-glucuronides and cellular retinol- and retinoic acid-binding proteins. Int. J. Vitamin. Nutr. Res. 62:1992;143-147.
14. Sani B.P., Barua A.B., Hill D.L., Shih T.-W., Olson J.A. Retinoyl β-glucuronide lack of binding to receptor proteins of retinoic acid as related to biological activity . Biochem. Pharmacol. 43:1992;919-922.
15. Olson J.A., Moon R.C., Anders M.W., Fenselau C., Shane B. Enhancement of biological activity by conjugation reactions. J. Nutr. 122:1992;615-624.
16. Benhye S. Morphine New aspects in the study of an ancient compound . Life Sci. 55:1994;969-979.
17. Biesalski, H.K., Doepner, G., and Gerharz, C.D. (1993). All-trans retinyl- and all-trans retinoyl β-D-glucuronides: synthesis, pharmacology and biological activity. In Retinoids (M.A. Livrea M.A. and L. Packer, eds.), pp. 329-339, Marcel Dekker, New York, NY USA.
18. 3-H]retinoyl β-glucuronide and its metabolism in rats in vivo. Biochem. J. 263:1989;403-409.
19. Becker B., Barua A.B., Olson J.A. All-trans retinoyl β-glucuronide New procedures for chemical synthesis and its metabolism in vitamin A-deficient rats . Biochem. J. 314:1996;249-252.
20. Creech Kraft J., Juchau M.R. Correlations between conceptal concentrations of all-trans-retinoic acid and dysmorphogenesis after microinjections of all-trans-retinoic acid, 13-cis-retnoic acid, all-trans-retinoyl-β-glucuronide, or retinol in cultured whole rat embryos. Drug Metabol. Dispos. 20:1992;218-225.
21. Barua B.A., Kostic D., Olson J.A. New simplified procedures for the extraction and simultaneous high-performance liquid chromatographic analysis of retinol, tocopherols and carotenoids in human serum. J. Chromatogr. 617:1993;257-264.
22. Shore L.J., Fenselau C., King A.R., Dickinson R.G. Characterization and formation of the glutathione conjugate of clofibric acid. Drug Metab. Dispos. 23:1995;119-123.
23. Williams A.M., Dickinson R.G. Studies on the reactivity of acyl glucuronides. Biochem. Pharmacol. 47:1994;457-467.
24. Kaul S., Olson J.A. Effects of vitamin A deficiency on the hydrolysis of retinoyl β-glucuronide to retinoic acid by organelles of rat tissues in vitro. FASEB J. 11:1997;A410.
25. Ross A.C. Cellular metabolism and activation of retinoids Roles of cellular retinoid-binding proteins . FASEB J. 7:1993;317-327.
26. Napoli J.L., Posch K.P., Fiorella P.D., Boerman M.H.E.M. Physiological occurrence, biosynthesis and metabolism of retinoic acid Evidence for roles of cellular retinol-binding protein (CRBP) and cellular retinoic acid-binding protein (CRABP) in the pathway of retinoic acid homeostasis . Biomed. and Pharmacother. 45:1991;131-143.
27. Breitman T.R., Takahashi N. Retinoylation of proteins in mammalian cells. Biochem. Soc. Trans. 24:1996;723-727.
28. Myhre A.M., Takahashi N., Blomhoff R., Breitman T.R., Norum K.R. Retinoylation of proteins in rat liver, kidney, and lung in vivo. J. Lipid Res. 37:1996;1971-1977.