A monocyclic neodysiherbaine analog: Synthesis and evaluation
A monocyclic neodysiherbaine analog: Synthesis and evaluation
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单环新地西草巴因类似物：合成与评价
DOI：
10.1016/j.bmcl.2016.09.074
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发表时间：
2016
影响因子：
2.7
通讯作者：
Masato Oikawa
中科院分区：
文献类型：
--
作者：
Koichi Fukushima;Yuichi Ishikawa;Ryuichi Sakai;Masato Oikawa
通过采用多米诺羟醛-坎尼扎罗反应和立体选择性羟醛反应分别在 C4 和 C6 位点构建两个季碳立体中心，设计并立体选择性地合成了神经兴奋性新地西草巴因的单环类似物，从 d-核糖开始，总共 24 个步骤，产率为 0.40%。发现新类似物在脑室内注射后，小鼠体内新地西草巴因的过度活跃会恶化。
Monocyclic analog of neuroexcitatory neodysiherbaine has been designed and stereoselectively synthesized in 0.40% yield over total 24 steps starting fromd-ribose, by employing domino aldol-Cannizzaro reaction and stereoselective aldol reaction for construction of two quaternary carbon stereogenic centers at C4 and C6 positions, respectively. The hyperactivity of neodysiherbaine in mice was found to deteriorate in the novel analog, upon intracerebroventricular injection.