Sterol synthesis. Chemical synthesis of 5 alpha-cholest-7-en-3 beta, 14 alpha-diol.
Tài liệu tham khảo
Akhtar, 1977, The pathway for the removal of the 15α-methyl group of lanosterol. The role of lanost-8-ene-3β,32-diol in cholesterol biosynthesis, Bioorg. Chem., 6, 473, 10.1016/0045-2068(77)90046-3
Akhtar, 1978, Chemical and enzymic studies on the characterization of intermediates during the removal of the 14α-methyl group in cholesterol biosynthesis, Biochem. J., 169, 449, 10.1042/bj1690449b
Schroepfer, G. J., Jr. XXXX1974YYYY. Recent studies on the biosynthesis of cholesterol. Abstracts 17th International Conference on the Biochemistry of Lipids. (Milan, Italy) p. 19.
Schroepfer, 1974, Studies in sterol synthesis, J. Amer. Oil Chem. Soc., 51, A516
Schroepfer, 1977, Inhibition of sterol biosynthesis in L cells and mouse liver cells by 15-oxygenated sterols, J. Biol. Chem., 252, 8975, 10.1016/S0021-9258(17)38334-5
Knapp, 1976, Mass spectral fragmentation of 5α-hydroxysteroids, Chem. Phys. Lipids., 16, 31, 10.1016/0009-3084(76)90013-X
Knapp, 1975, Chemical synthesis, spectral properties and chromatography of 4α-methyl and 4β-methyl isomers of (24R)-24-ethyl-5α-cholestan-3β-ol and (24S)-24-ethylchoIesta-5,22-dien-3β-ol, Steroids., 26, 339, 10.1016/0039-128X(75)90079-3
Pascal, 1979, Chemical syntheses of three 14α-hydroxymethyl cholestenols, J. Lipid Res., 20, 570, 10.1016/S0022-2275(20)40578-4
Schroepfer, 1979, Inhibition of sterol synthesis in animal cells by 15-oxygenated sterols with the unnatural cis-C-D ring junction: 5α,14β-cholest-7-en-15β-ol-3one and 5α,14β-cholest-7-en-15α-ol-3-one, Biochem. Pharmacol., 28, 249, 10.1016/0006-2952(79)90511-2
Schroepfer, 1961, Conversion of Δ7-cholesterol-4–14C and 7-dehydrocholesterol-4–14C to cholesterol, J. Biol. Chem., 236, 31373140, 10.1016/S0021-9258(18)93984-0
Lutsky, 1971, Studies of the metabolism of 5α-cholesta-8,14-dien-3β-ol and 5α-cholesta-7,14-dien-3β-ol in rat liver homogenate preparations, J. Biol. Chem., 246, 6737, 10.1016/S0021-9258(19)45907-3
Fieser, 1953, Δ8,14-Cholestadiene-3β-yl-7-one acetate, J. Amer. Chem. Soc., 75, 4719, 10.1021/ja01115a030
Wintersteiner, 1943, Oxidation products of α-cholestenyl acetate, J. Amer. Chem. Soc., 65, 1513, 10.1021/ja01248a023
Fieser, 1953, Cholesterol and companions IV. Oxidation of Δ7-sterols with selenium dioxide, J. Amer. Chem. Soc., 75, 4404, 10.1021/ja01114a004
Wharton, 1961, Hydrazine reduction of α,β-epoxy ketones to allylic alcohols, J. Org. Chem., 26, 3615, 10.1021/jo01067a117
Leonard, 1955, The Kishner reduction-elimination. II. α-Substituted pinacolones, J. Amer. Chem. Soc., 77, 3272, 10.1021/ja01617a036