光-DHEA——一种具有功能的光反应性脱氢表雄酮（DHEA）类似物。

Photo-DHEA--a functional photoreactive dehydroepiandrosterone (DHEA) analog.

机构信息

Institute of Pharmacy and Biochemistry, University of Mainz, Becherweg 30, 55099 Mainz, Germany.

出版信息

Steroids. 2011 Apr;76(5):502-7. doi: 10.1016/j.steroids.2011.01.009. Epub 2011 Feb 1.

DOI:10.1016/j.steroids.2011.01.009

PMID:21291900

Abstract

The steroid hormone dehydroepiandrosterone (DHEA) has beneficial effects on vascular function, survival of neurons, and fatty acid metabolism. However, a specific receptor for DHEA has not been identified to date. Here, we describe the synthesis of a photoreactive DHEA derivative (Photo-DHEA). In Photo-DHEA, typical characteristics of DHEA are conserved: (i) a "planar" tetracyclic ring system with a Δ(5) double bond, (ii) a 3β-hydroxyl group, and (iii) a keto group at C17. In cell-based assays, Photo-DHEA showed the same properties as DHEA. We conclude that Photo-DHEA is suitable for radioiodination to yield a tool for the identification of the elusive DHEA receptor.

摘要

甾体激素脱氢表雄酮（DHEA）对血管功能、神经元存活和脂肪酸代谢具有有益作用。然而，迄今为止尚未鉴定出 DHEA 的特定受体。在这里，我们描述了一种光活性 DHEA 衍生物（Photo-DHEA）的合成。在 Photo-DHEA 中，保留了 DHEA 的典型特征：（i）具有 Δ(5)双键的“平面”四环系统，（ii）3β-羟基，和（iii）C17 上的酮基。在基于细胞的测定中，Photo-DHEA 表现出与 DHEA 相同的性质。我们得出结论，Photo-DHEA 适合放射性碘标记，以产生鉴定难以捉摸的 DHEA 受体的工具。