Parish E J, Honda H, Chitrakorn S, Taylor F R
Department of Chemistry, Auburn University, AL 36849.
Chem Phys Lipids. 1988 Oct;48(3-4):255-9. doi: 10.1016/0009-3084(88)90095-3.
A facile chemical synthesis of lanost-8-en-3 beta-ol-24-one (24-ketolanosterol) is described. This compound was found to be a potent inhibitor of 3-hydroxy-3-methylglutaryl (HMG) CoA reductase activity in cultured mouse L cells. The synthetic scheme developed in this study utilizes commercial lanosterol as a starting material and involves selective hydroboration of the C-24 double bond followed by oxidation of the carbon-boron bond at C-24 by pyridinium chlorochromate (PCC).
描述了一种简便的化学合成羊毛甾-8-烯-3β-醇-24-酮（24-酮羊毛甾醇）的方法。发现该化合物是培养的小鼠L细胞中3-羟基-3-甲基戊二酰（HMG）辅酶A还原酶活性的有效抑制剂。本研究开发的合成方案以市售羊毛甾醇为起始原料，包括对C-24双键进行选择性硼氢化，然后用氯铬酸吡啶鎓（PCC）氧化C-24处的碳-硼键。
