Gabriëls S, Van Haver D, Vandewalle M, De Clercq P, Verstuyf A, Bouillon R
Department of Organic Chemistry, Ghent University, Belgium.
Chemistry. 2001 Jan 19;7(2):520-32. doi: 10.1002/1521-3765(20010119)7:2<520::aid-chem520>3.0.co;2-5.
The discovery that 1alpha,25-dihydroxyvitamin D3 is effective in the inhibition of cellular proliferation and in the induction of cellular differentiation has led to a search for analogues in which these activities and the classical calcemic activity of this hormone are separated. In this context, the synthesis and biological evaluation are reported of the three stereoisomeric CD-ring modified structural analogues in order to enforce a particular and different orientation of the 25-hydroxylated side chain. Comparison of the results of the biological evaluation and conformational analysis of the side chain suggests one defined and "active" geometry.
1α,25 - 二羟基维生素D3具有抑制细胞增殖和诱导细胞分化的作用，这一发现促使人们寻找能够分离该激素的这些活性与经典血钙活性的类似物。在此背景下，本文报道了三种立体异构的C - D环修饰结构类似物的合成及生物学评价，以强制使25 - 羟基化侧链具有特定且不同的取向。侧链生物学评价结果与构象分析的比较表明了一种确定的“活性”几何结构。
