Taber Douglass F, Raciti David M
Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716.
Tetrahedron. 2011 Dec 30;67(52):10229-10233. doi: 10.1016/j.tet.2011.10.027.
Astrogorgiadiol is a naturally occurring Vitamin D analogue that, in cell culture, downregulates the production of the cytokine osteopontin (OPN). OPN has been implicated in virulent asthma, and OPN knockout mice do not develop osteoporosis. As we have pursued whole animal studies with astrogorgiadiol, we have increased the scale of the synthesis. We report an improved preparation of the A-ring synthon and the scale-up of the diasteromerically pure D-ring/sidechain chiron.
星状海鸡冠二醇是一种天然存在的维生素D类似物，在细胞培养中，它可下调细胞因子骨桥蛋白（OPN）的产生。OPN与严重哮喘有关，而OPN基因敲除小鼠不会发生骨质疏松。在我们对星状海鸡冠二醇进行整体动物研究的过程中，我们扩大了合成规模。我们报告了A环合成子制备方法的改进以及非对映体纯的D环/侧链手性化合物的放大合成。
