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Complete 1 H and 13 C assignments of fluorinated analogs of dehydroepiandrosterone
Author(s) -
Burgess Jason P.,
Wintermute James S.,
Thomas Brian F.,
Kapetanovic Izet M.
Publication year - 2006
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1874
Subject(s) - chemistry , chemical shift , dehydroepiandrosterone , stereochemistry , proton , proton nmr , androgen , biochemistry , hormone , physics , quantum mechanics
The complete assignments of all 1 H and 13 C chemical shifts were made for the fluorinated dehydroepiandrosterone (DHEA) analog fluasterone, 2, and two potential in vivo metabolites 3 and 4. The assignments were made using a combination of one‐ and two‐dimensional NMR techniques ( 1 H, 13 C, gDQCOSY, gHSQC, gHMBC). Once the proton chemical shifts were assigned, the stereochemistry of the two hydroxylated analogs was determined using 2D ROESY experiments. Copyright © 2006 John Wiley & Sons, Ltd.
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