Abstract
Mycobacterium flavum was used to effect the transformation of 16β-methyl-16,17-oxido-7β,11α-dihydroxypregn-4-ene-3,20-dione (I) and the final products were isolated and identified as 16β-methyl-16,17-oxido-7β,11α-dihydroxypregna-1,4-diene-3,20-dione (II) and 16β-methyl-16,17-oxido-11α-hydroxypregna-1,4,6-triene-3,20-dione (IV), and the intermediate product as 16β-methyl-16,17-oxido-11α-hydroxypregna-4,6-diene-3,20-dione (III).
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Agnello, E. J., Laubach, G. D., Moreland, W. T.: U.S. pat. 3,067,197, 1962.
Čapek, A., Hanč, O., Kakáč, B., Tadra, M.:Microbiological transformation of steroids. XVIII. Dehydrogenation of cortisone in position 1—2. Fol. microbiol. 7: 175, 1962.
Čapek, A., Hejdanek, S., Hanč, O., Tadra, M., Kakáč, B., Cechner, V.: Čs. patent 109, 820, 1964.
Goodmann, J. J.: U.S. pat. 2,938,834, 1960.
Hayakawa, S., Saburi, Y., Tamaki, R.:Microbiological degradation of bile acids. XVIII. Separation and identification of the degradation products of cholic acid by Streptomyces rubescens. J. Biochem. (Tokyo) 45: 419, 1958a.
Hayakawa, S., Saburi, Y., Hoshijima, H.:Microbiological degradation of bile acids. XIX. Supplementary studies on cholic acid degradation by Streptomyces rubescens. J. Biochem. (Tokyo) 45: 465, 1958b.
Martínková, J., Dyr, J.:Preparation of 9a-fluoro-16-hydroxyprednisolone (Triamcinolone) by microbial transformation. Collection Czech. Chem. Commun. 30: 2994, 1965.
Pitra, J., Štěrba, J.:Preparation of silica gel for chromatography. (In Czech.) Chem. listy 56: 544, 1962.
Protiva, J., Schwarz, V.: Steroid derivatives XLII. Microbial preparation of 17-methyl-Δ1, 4-androstadiene-17β-ol-3-one (Stenolone). Čs. farmacie 15: 237, 1966.
Schwarz, V., Martínková, J., Protiva, J., Syhora, K.:Steroid derivatives XLVI. Microbial 7β,11α-dihydroxylation of steroids. Collection Czech. Chem. Commun. 31: 4703, 1966.
Shull, G. M., Kita, D. A.: Germ. pat. 1,013,648, 1957.
Sutter, D., Charney, W., O'Neill, P. L., Carvajal, F., Herzog, H. L., Hershberg, E. B.:Microbiological transformation of steroids. V. Action of several bacterial species on 4-pregnene-17α,21-diol-3,20-dione. J. org. Chem. 22: 578, 1957.
Tamaki, K.:Microbiological degradation of bile acids. XVII. Supplementary studies on cholic acid degradation by Corynebacterium sp. J. Biochem. (Tokyo) 45: 299, 1958.
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Protiva, J., Martínková, J. & Schwarz, V. Steroid derivatives. Folia Microbiol 13, 7–11 (1968). https://doi.org/10.1007/BF02866855
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DOI: https://doi.org/10.1007/BF02866855