SPECTRAL-ANALYSIS AND STRUCTURAL IDENTIFICATION OF A MAJOR DEFLAZACORT METABOLITE IN MAN

Citation
Ew. Huber et Rj. Barbuch, SPECTRAL-ANALYSIS AND STRUCTURAL IDENTIFICATION OF A MAJOR DEFLAZACORT METABOLITE IN MAN, Xenobiotica, 25(2), 1995, pp. 175-183
Citations number
11
Categorie Soggetti
Pharmacology & Pharmacy",Toxicology
Journal title
ISSN journal
00498254
Volume
25
Issue
2
Year of publication
1995
Pages
175 - 183
Database
ISI
SICI code
0049-8254(1995)25:2<175:SASIOA>2.0.ZU;2-#
Abstract
1. The structure of a previously reported but uncharacterized major me tabolite of deflazacort in man, designated V, has been characterized b y nmr, MS and IR spectral techniques. 2. The major changes in V relati ve to deflazacort are deacetylation to form the 21-alcohol and A-ring modification to the 1,2-epoxy-3-hydrox-4 analogue. 3. Based on the spe ctral data and comparison with model compounds the structure, includin g relative stereochemistry, is (1 beta, 2 beta, 3 beta, 11 beta, 16 -e poxy-3,11,21-trihydroxy-2'-methyl-5H'-pregn-4-4- eno[17,16-d]oxazol-20 -one.