Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – 9,10-seco- cyclopentanohydrophenanthrene ring system doai
Patent
1995-06-07
1998-07-28
Dees, Jose G.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
9,10-seco- cyclopentanohydrophenanthrene ring system doai
A61K 3159
Patent
active
057863482
ABSTRACT:
1.alpha.,24(S)-Dihydroxy vitamin D.sub.2 which is useful as an active compound of pharmaceutical compositions for the treatment of disorders of calcium metabolism and for various skin disorders. The invention also includes preparation of synthetic 1.alpha.,24(S)-dihydroxy vitamin D.sub.2 starting from ergosterol which is converted in six steps to 24-hydroxyergosterol. 24-Hydroxyergosterol is irradiated and thermally converted to 24-hydroxy vitamin D.sub.2 which is converted in six steps to 1.alpha.,24(S)-dihydroxy vitamin D.sub.2. The syntheses also produced novel intermediates.
REFERENCES:
patent: 3880894 (1975-04-01), DeLuca et al.
patent: 4022891 (1977-05-01), Takeshita et al.
patent: 4159326 (1979-06-01), Barton et al.
patent: 4195027 (1980-03-01), DeLuca et al.
patent: 4338250 (1982-07-01), DeLuca et al.
patent: 4588716 (1986-05-01), DeLuca et al.
patent: 4670190 (1987-06-01), Hesse et al.
patent: 4755329 (1988-07-01), DeLuca et al.
patent: 4866048 (1989-09-01), Calverley et al.
patent: 4973584 (1990-11-01), DeLuca et al.
patent: 5098899 (1992-03-01), Gilbert et al.
patent: 5247104 (1993-09-01), DeLuca et al.
patent: 5260290 (1993-11-01), DeLuca et al.
patent: 5532391 (1996-07-01), DeLuca et al.
R. Belsey, H. F. DeLuca and J. T. Potts, Jr., Rapid Communications, pp. 554-557 (1971).
E. G. Bligh and W. J. Dyer, Canadian Journal of Biochemistry and Physiology, vol. 37, pp. 911-917 (1959).
Harrison's Principles of Internal Medicine: Part Seven, "Disorders of Bone and Mineral Metabolism: Chap. 35," in E. Braunwald, K. J. Isselbacher, R. G. Petersdorf, J. D. Wilson, J. B. Martin and H. S. Fauci (eds.), Calcium, Phosphorus and Bone Metabolism: Calcium Regulating Hormones, McGraw-Hill, New York, pp. 1860-1865.
H. F. DeLuca and V. K. Ostrem, Prog. Clin. Biol. Res., vol. 259, pp. 41-55 (1988).
M. F. Holick, A. Kleiner-Bossallier, H. K. Schnoes, P. M. Kasten, I. T. Boyle and H. F. DeLuca, J. Biol. Chem., vol. 248, pp. 6691-6696 (1973).
B. W. Hollis, Clin. Chem., vol. 32, No. 11, pp. 2060-2063 (1986).
R. L. Horst, N. J. Koszewski and T. A. Reinhardt, Biochem., vol. 29, pp. 578-582 (1990).
S. Ishizuka, K. Bannai, T. Naruchi and Y. Hashimoto, Steroids, vol. 37, No. 1, pp. 33-42 (1981).
S. Ishizuka, K. Bannai, T. Naruchi and Y. Hashimoto, Steroids, vol. 39, No. 1, pp. 53-62 (1982).
G. Jones, Clin. Chem., vol. 24, No. 2, pp. 287-298 (1978).
G. Jones, A. Rosenthal, D. Segev, Y. Mazur, F. Frolow, Y. Halfon, D. Rabinovich, and Z. Shakked, Biochemistry, vol. 18, No. 6, pp. 1094-1101 (1979).
G. Jones, H. K. Schnoes, L. Levan and H. F. DeLuca, Archives of Biochemistry and Biophysics, vol. 202, No. 2, pp. 450-457 (1980).
H. E. Paaren, H. F. DeLuca and H. K. Schnoes, J. Org. Chem., vol. 45, pp. 3253-3258 (1980).
J. G. Rheinwald and H. Green, Cell, vol. 6, pp. 331-343 (1975).
H. L. Shieh, J. M. Pezzuto and G. A. Cordell, Chem.-Biol. Interact., vol. 81, pp. 35-55 (1992).
S. Strugnell, M. J. Calverley and G. Jones, Biochemical Pharmacology, vol. 40, pp. 333-341 (1990).
S. Tam, S. Strugnell, R. G. Deeley and G. Jones, Journal of Lipid Research, vol. 29, pp. 1637-1642 (1988).
Calcium Regulation and Bone Metabolism Basic and Clinical Aspects, vol. 9 in R. L. Horst, N. A. Koszewski and T. A. Reinhardt, Quantitation and Biological Evaluation of the C-24 Hydroxylation Pathway of Vitamin D.sub.2, Excerpta Medica, Amsterdam-New York-Oxford, p. 598 (1987).
Analytical Biochemistry, vol. 162, 1987, N. J. Koszewski, T. A. Reinhardt, D. C. Beitz, J. L. Napoli, E. G. Baggiolini, M. R. Uskokovic, and R. L. Horst, "Use of Fourier Transform .sup.1 H NMR in the Identification of Vitamin D.sub.2 Metabolites", pp. 446-452.
Archives of Biochemistry and Biophysics, vol. 270, No. 2, May 1, 1989, G. W. Engstrom and N. J. Koszewski, "Metabolism of Vitamin D.sub.2 in Pig Liver Homogenates: Evidence for a Free Radical Reaction", pp. 432-440.
Biochemistry, vol. 29, No. 4, 1990, G. S. Reddy and K. Tserng, "24,25,28-Trihydroxyvitamin D.sub.2 and 24,25,26-Trihydroxyvitamin D.sub.2 : Novel Metabolites of Vitamin D.sub.2 ", pp. 943-949.
Bishop Charles W.
Guo Liang
Horst Ronald L.
Jones Glenville
Knutson Joyce C.
Badio Barbara
Bone Care International, Inc.
Dees Jos,e G.
Welch Teresa J.
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