H. Watanabe, J. Menzies
1973
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0
Influential Citations
8
Citations
Quality indicators
Journal
Steroids
Abstract
Abstract A metabolite of 2,3-dihydroxyestra-1,3,5(10)-trien-17-one-6, 7- 3 H isolated from rat bile, was partially characterized by mass spectrometry as a methyl ether of 2,3,16-trihydroxyestra-1,3,5(10)-trien-17-one. The α configuration of the 16-hydroxy function was established by chromatographic comparison of the sodium borohydride reduced metabolite with synthetic 2-methoxy-estra-1, 3,5(10)-triene-3,16α,17β-triol and 2-methoxy-estra-1, 3,5(10)-triene-3,16β,17β-triol. The methyl group was located on the C-2 position by comparison with authentic 2- and 3- monomethyl ethers of 2,3-dihydroxy-estra-1, 3,5(10)-trien-17-one following pyrolytic removal of the 16α-hydroxyl group. 3,16α-dihydroxy-2-methoxyestra-1,3,5(10)-trien-17-one was found to constitute 2% and 15% of the biliary radioactivity following administration of estrone-6,7- 3 H and 2,3-dihydroxyestra-1,3,5(10)-trien-17-one-6,7- 3 H respectively.