- Synthesis, reactions, conformation analysis, and NMR spectra of 5,10-epoxy-5ξ,10ξ-estrane-3,17-diones
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On epoxidation of estr-5(10)-ene-3,17-dione, the 5β,10β-epoxide is the major product. The mixture of epoxides was converted into 5,10β-dihydroxy-5α-estrane-3,17-dione, 10α- and 10β-hydroxyestr-4-ene-3,17-dione, and estrone. Due to the sensitivity of the products, 1H NMR was the best way to monitor the reaction pathway.
- Budesinsky, Milos,Fajkos, Jan,Guenter, Jaroslav,Kasal, Alexander
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- Biosynthesis of Estrogens bz Microsomal Placental Aromatase; Isolation and Metabolism of 10β-Hydroxyestr-4-ene-3,17-dione
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Incubation of -19-oxoandrost-4-ene-3,17-dione (2a) with microsomal aromatase gave inter alia -10β-hydroxyestr-4-ene-3,17-dione (1), whose analogue (1b) on incubation with the aromatase gave 10β,17β-dihydroxyestr-4-en-3-one (1d) (ca. 10percent) and no estrogens which would indicate that (1b) is not an obligatory estrogen precursor.
- Caspi, Eliahu,Dharmaratne, H. Ranjith W.,Shackleton, Cedric
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p. 1699 - 1700
(2007/10/02)
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