Synthesis of the 1β-Hydroxylated Bile Acids, Unusual Bile Acids in Human Biological Fluids

Chemical and Pharmaceutical Bulletin

Volumn 34, Issue 7, 1986, Pages 2890-2899

  Tohma, Masahiko ^a   Mahara, Reijiro ^a   Takeshita, Hiromi ^a   Kurosawa, Takao ^a   Ikegawa, Shigeo ^a  

^a HEALTH SCIENCES UNIVERSITY OF HOKKAIDO   (Japan)

Author keywords

1 ,3a dihydroxy 5 cholan 24 oic acid; 1 ,3 , 7 ,12 tetrahydroxy 5 cholan 24 oic acid; 1 ,3 ,12 trihydroxy 5 cholan 24 oic acid; 1 ,3 ,7 trihydroxy 5 cholan 24 oic acid; 1 hydroxylated bile acid synthesis; GC MS; human meconium; methyl ester trimethylsilyl ether derivative; urine

Indexed keywords

BILE ACID;

ARTICLE; BODY FLUID; CHEMISTRY; HUMAN; SYNTHESIS;

BILE ACIDS AND SALTS; BODY FLUIDS; CHEMISTRY; HUMAN;

EID: 0022749043     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.34.2890     Document Type: Article

References (26)

1. M. Tohma, R. Mahara, H. Takeshita, T. Kurosawa, S. Ikegawa, and H. Nittono, Chem. Pharm. Bull., 33, 3071 (1985).
2. I. Makino, J. Sjovall, A. Norman, and B. Strandvik, FEBS Lett., 15, 161 (1971).
3. I. Makino and S. Nakagawa, “Advances in Bile Acid Research,” ed. by S. Matern, J. Hackenschmidt, P. Back, W. Gerok, and F. K. Schattauer Verlag, Stuttgart, 1975, pp. 135—138
4. A. Bremmelgaard and J. Sjövall, Eur. J. Clin. Invest., 9, 341 (1979)
5. A. Bremmelgaard and B. Almé, Scand. J. Gastroent., 15, 593 (1980).
6. B. Alme, A. Bremmelgaard, J. Sjovall, and P. Thomassen, J. Lipid Res., 18, 339 (1977).
7. P. A. Thomassen, Eur. J. Clin. Invest., 9, 425 (1979).
8. B. Strandvik and S-A. Wikström, Eur. J. Clin. Invest., 12, 301 (1982).
9. P. Back and K. Walter, Gastroenterology, 78, 671 (1980).
10. K. Carlstrom, D. N. Kirk, and J. Sjovall, J. Lipid Res., 22, 1225 (1981).
11. J. E. Herz and R. Ocampo, Steroids, 40, 661 (1982).
12. M. Tohma, H. Wajima, R. Mahara, T. Kurosawa, and I. Makino, Steroids, 44, 47 (1984)
13. S. Ikegawa, J. Kinoshita, H. Onodera, and M. Tohma, Chem. Pharm. Bull., 33, 831 (1985).
14. K.-Y. Tserng, J. Lipid Res., 19, 501 (1978).
15. R. Joly and J. Warnant, Bull. Soc. Chim. Fr., 1958, 367.
16. M. Tohma, A. Fujino, K. Yamazaki, and M. Kimura, Chem. Pharm. Bull., 20, 2240 (1972).
17. E. Glotter, M. Weissenberg, and D. Lavie, Tetrahedron, 26, 3857 (1970).
18. D. M. S. Wheeler and M. M. Wheeler, “Organic Reactions in Steroid Chemistry,” Vol. 1, ed. by J. Fried and J. A. Edwards, Van Nostrand Reinhold Co., New York, 1972, pp. 61—110.
19. J.-A. Gustafsson, R. Ryhage, J. Sjovall, and R. M. Moriarty, J. Am. Chem. Soc., 91, 1234 (1969).
20. P. A. Szczepanik, D. L. Hachey, and P. D. Klein, J. Lipid Res., 17, 314 (1976).
21. N. L. Wendler and T. Reichstein, Helv. Chim. Acta, 31, 1713 (1948).
22. T. Kazuno and T. Baba, Proc. Jpn. Acad., 27, 255 (1951).
23. L. F. Fieser and R. Ettorre, J. Am. Chem. Soc., 75, 1700 (1953).
24. H. H. Inhoffen, G. Kolling, G. Koch, and I. Nebel, Chem. Ber., 84, 361 (1951).
25. Y. Yanuka and G. Harperin, J. Org. Chem., 39, 3047 (1974).
26. C. H. Issidorides, M. Fieser, and L. F. Fieser, J. Am. Chem. Soc., 82, 2002 (1960).