C-13-NMR AND MASS-SPECTRAL DATA OF STEROIDS WITH A 17,17-DIALKYL-18-NOR-13(14)-ENE SUBSTRUCTURE

Authors
DEBRABANDERE VI THIENPONT LM STOCKL D DELEENHEER AP
Citation
Vi. Debrabandere et al., C-13-NMR AND MASS-SPECTRAL DATA OF STEROIDS WITH A 17,17-DIALKYL-18-NOR-13(14)-ENE SUBSTRUCTURE, Journal of lipid research, 38(4), 1997, pp. 780-789
Citations number
23
Categorie Soggetti
Biology
Journal title
Journal of lipid research → ACNP
ISSN journal
00222275
Volume
38
Issue
4
Year of publication
1997
Pages
780 - 789
Database
ISI
SICI code
0022-2275(1997)38:4<780:CAMDOS>2.0.ZU;2-Z
Abstract
We present carbon-13 nuclear magnetic resonance (C-13-NMR) and mass sp ectral data for several androstanes and estranes having a 17,17-dialky l-18-nor-13 (14)-ene substructure. These compounds are formed by a Wag ner-Meerwein rearrangement of steroids bearing a tertiary 17-hydroxy g roup during the derivatization reaction with heptafluorobutyric anhydr ide. The C-13-NMR assignments are compared with those of natural produ cts having a similar substructure. The mass spectra show characteristi c fragment ions for which a fragmentation mechanism is proposed.