Determination by asymmetric total synthesis of the absolute configuration of lucilactaene, a cell-cycle inhibitor in p53-transfected cancer cells

Determination by asymmetric total synthesis of the absolute configuration of lucilactaene, a cell-cycle inhibitor in p53-transfected cancer cells
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DOI:
10.1002/anie.200500060
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发表时间:
2005-01-01
影响因子:
16.6
通讯作者:
Hayashi, Y
Hayashi, Y
中科院分区:
化学1区
文献类型:
--
作者:
Yamaguchi, J;Kakeya, H;Hayashi, Y

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从NG-391合成lucilactaene(1)的仿生途径在非常温和的条件下进行了立体选择反应。结果表明,1能快速外消旋,并阐明了外消旋发生的条件。在中性条件下分离的Lucilactaene(1)是外消旋的,这表明要么天然产物在菌丝体中迅速外消旋,要么外消旋1是生物合成的。
(Chemical Equation Presented) A biomimetic pathway to lucilactaene (1) from NG-391 has been developed which involves stereoselective reactions under very mild conditions. It was demonstrated that 1 racemizes rapidly, and the conditions under which racemization occurs were elucidated. Lucilactaene (1) isolated under neutral conditions is racemic, which suggests that either the natural product is racemized rapidly in the mycelia, or racemic 1 is biosynthesized.