Total synthesis of the macrophage derived anti-inflammatory lipid mediator Maresin 1
Total synthesis of the macrophage derived anti-inflammatory lipid mediator Maresin 1
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DOI：
10.1016/j.tetlet.2012.05.143
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发表时间：
2012-08-08
影响因子：
1.8
通讯作者：
Spur, Bernd W.
中科院分区：
文献类型：
--
作者：
Rodriguez, Ana R.;Spur, Bernd W.
已实现Maresin 1的全合成，Maresin 1是一种源自二十二碳六烯酸的内源性巨噬细胞促分解脂质介质。C7的手性羟基通过末端环氧化物的Jacobsen水解动力学拆分获得，而C14的中心来自于从2-脱氧-D-核糖开始的手性池策略。两个关键片段的Pd-0/Cu-1 Sonogashira偶联和2n（Cu/Ag）还原完成了Maresin 1的全合成。(C)2012爱思唯尔有限公司版权所有。
The total synthesis of Maresin 1, an endogenous macrophage pro-resolving lipid mediator derived from docosahexaenoic acid, has been achieved. The chiral hydroxy-group at C7 was obtained via a Jacobsen hydrolytic kinetic resolution of a terminal epoxide whereas the center at C14 arises from a chiral pool strategy starting from 2-deoxy-D-ribose. Pd-0/Cu-1 Sonogashira coupling of the two key fragments and 2n(Cu/Ag) reduction completed the total synthesis of Maresin 1. (C) 2012 Elsevier Ltd. All rights reserved.