College of Chemistry and Life Sciences, Guangxi Teachers Education University, Nanning 530001, China.
Steroids. 2012 Sep;77(11):1061-8. doi: 10.1016/j.steroids.2012.05.005. Epub 2012 Jun 7.
Using cholesterol, β-sitosterol, dehydroisoandrosterone and pregnenolone as starting materials, a series of 5(6→7)abeo-sterols with different substituted groups and various side chains were synthesized and the antiproliferative activity of these compounds against HeLa, SMMC 7404 and MGC 7901 cells was investigated. The results revealed that the presence of a cholesterol-type side chain was very important for their cytotoxicity, and in particular a thiosemicarbazone at the C-6 position significantly enhanced the antiproliferative activity of these compounds. Although the elimination of 5-hydroxyl has no an obvious effect on their cytotoxic function, removal of the hydroxyl at the C-3 position decreased markedly the antiproliferative activity of the compounds. Some compounds have similar cytotoxic capability as cisplatin does.
以胆固醇、β-谷甾醇、去氢异雄固酮和孕烯醇酮为起始原料，合成了一系列具有不同取代基和不同侧链的 5(6→7)abeo-甾醇，并研究了这些化合物对 HeLa、SMMC 7404 和 MGC 7901 细胞的增殖抑制活性。结果表明，胆固醇型侧链的存在对其细胞毒性非常重要，特别是 C-6 位的硫代缩氨基脲显著增强了这些化合物的增殖抑制活性。尽管 5-羟基的消除对其细胞毒性功能没有明显影响，但 C-3 位羟基的去除显著降低了化合物的增殖抑制活性。一些化合物具有与顺铂相似的细胞毒性。
