人主要地夫可特代谢物的光谱分析与结构鉴定

Spectral analysis and structural identification of a major deflazacort metabolite in man.

Huber E W, Barbuch R J

Marion Merrell Dow Inc., Analytical and Structural Sciences Department, Cincinnati, OH 45215, USA.

Xenobiotica. 1995 Feb;25(2):175-83. doi: 10.3109/00498259509061843.

Abstract

The structure of a previously reported but uncharacterized major metabolite of deflazacort in man, designated V, has been characterized by nmr, MS and IR spectral techniques. 2. The major changes in V relative to deflazacort are deacetylation to form the 21-alcohol and A-ring modification to the 1,2-epoxy-3-hydroxy analogue. 3. Based on the spectral data and comparison with model compounds the structure, including relative stereochemistry, is (1 beta, 2 beta, 3 beta, 11 beta, 16 beta,)-1,2-epoxy-3,11,21-trihydroxy-2'-methyl-5H'-pregn-4-4-eno [17,16-d]oxazol-20-one.

摘要

已通过核磁共振、质谱和红外光谱技术对去氟可特在人体内一种先前报道但未表征的主要代谢物（命名为V）的结构进行了表征。2. 相对于去氟可特，V的主要变化是脱乙酰形成21 - 醇以及A环修饰为1,2 - 环氧 - 3 - 羟基类似物。3. 根据光谱数据并与模型化合物比较，该结构（包括相对立体化学）为(1β, 2β, 3β, 11β, 16β)-1,2 - 环氧 - 3,11,21 - 三羟基 - 2'-甲基 - 5H'-孕 - 4 - 烯[17,16 - d]恶唑 - 20 - 酮。