Isolation and identification of 25-hydroxydihydrotachysterol2, 1α,25-dihydroxydihydrotachysterol2 and 1β,25-dihydroxydihydrotachysterol2

Three metabolites of orally administered dihydrotachysterol2 have been isolated in impure form from serum of rats. These metabolites have been identified as 25-hydroxydihydrotachysterol2 and two epimers of formula 1-ambo,25-dihydroxydihydrotachysterol2 by means of gas chromatography-mass spectrometr...

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Veröffentlicht in:Journal of steroid biochemistry 1985-08, Vol.23 (2), p.223-229
Hauptverfasser: BOSCH, R, VERSLUIS, C, TERLOUW, J. K, THIJSSEN, J. H. H, DUURSMA, S. A
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Sprache:eng
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Zusammenfassung:Three metabolites of orally administered dihydrotachysterol2 have been isolated in impure form from serum of rats. These metabolites have been identified as 25-hydroxydihydrotachysterol2 and two epimers of formula 1-ambo,25-dihydroxydihydrotachysterol2 by means of gas chromatography-mass spectrometry and ultraviolet absorption spectrometry. For the first time this provides evidence for 9,10-seco steroid hydroxylation at pseudo C3. The stereochemistry of the 1-hydroxyl group of the two epimers could be established tentatively by quantitative comparison of the mass spectra of their respective trimethylsilyl derivatives. Since purity requirements were not achieved, biological activities could not be determined.
ISSN:0022-4731
DOI:10.1016/0022-4731(85)90241-9