Synthesis of (4R,15R,16R,21S)- and (4R,15S,16S,21S)-rollicosin, squamostolide, and their inhibitory action with bovine heart mitochondrial complex I
作者:Hidefumi Makabe、Yuka Kimura、Masaharu Higuchi、Hiroyuki Konno、Masatoshi Murai、Hideto Miyoshi
DOI:10.1016/j.bmc.2005.12.015
日期:2006.5
A convergent stereoselective synthesis of (4R,15R,16R,21S)- and (4R,15S,16S,21S)-rollicosin and squamostolide was accomplished via a Pd-catalyzed cross-coupling reaction. The inhibitory activity of these compounds was examined with bovine heart mitochondrial NADH-ubiquinone oxidoreductase. These compounds showed a remarkably weak inhibitory activity compared to ordinary acetogenins such as bullatacin
(4R,15R,16R,21S)-和(4R,15S,16S,21S)-rollicosin和方莫司肽的聚合立体选择性合成是通过Pd催化的交叉偶联反应完成的。用牛心脏线粒体NADH-泛醌氧化还原酶检查了这些化合物的抑制活性。与普通的醋酸原素(如布勒他汀)相比,这些化合物的抑制活性非常弱。我们的结果表明,要保持有效的抑制作用,羟基化内酯不能代替普通产乙酸原素中具有长烷基链的羟基化单或双THF环。