Stereochemical studies of hexylitaconic acid, an inhibitor of p53-HDM2 interaction.
Stereochemical studies of hexylitaconic acid, an inhibitor of p53-HDM2 interaction.
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DOI：
10.1016/j.bmcl.2009.04.057
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发表时间：
2009-06
影响因子：
2.7
通讯作者：
A. Nakahashi;Nobuaki Miura;K. Monde;S. Tsukamoto
中科院分区：
文献类型：
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作者：
A. Nakahashi;Nobuaki Miura;K. Monde;S. Tsukamoto
己糖酸(1)是一种具有手性碳的有趣的天然产物，它的两种对映体都已在自然界中发现。通过外消旋合成和手性高效液相色谱分离，成功制备了纯(+)-(1)和(−)-(1)对映体。用它们的甲酯2和内酯3，用振动圆二色技术澄清了它们的绝对构型。研究了它们对p53-HDM2相互作用的抑制作用。
Hexylitaconic acid (1) is an intriguing natural product possessing a chiral carbon, and both its enantiomers have been found in nature. Enantiomeric pure (+)-(1) and (−)-(1) were successfully prepared by racemic synthesis followed by enantiomeric separation in a chiral HPLC system. Their absolute configurations were clarified by the vibrational circular dichroism technique using their methyl esters 2 and lactones 3. Their inhibitory activities against the interaction of p53–HDM2 were also examined.