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手性控制全合成岩藻黄质及其多烯链修饰衍生物。

Stereocontrolled total synthesis of fucoxanthin and its polyene chain-modified derivative.

机构信息

Department of Chemistry, School of Science and Tchnology, Kwansei Gakuin University, Gakuen, Sanda, Hyogo 669-1337, Japan.

出版信息

Org Lett. 2012 Feb 3;14(3):808-11. doi: 10.1021/ol203344c. Epub 2012 Jan 18.

Abstract

Fucoxanthin exhibits high energy transfer efficiencies to Chlorophyll a (Chl a) in photosynthesis in the sea. In order to reveal how each characteristic functional group, such as the length of the polyene chain, allene, and conjugated carbonyl groups, of this marine natural product are responsible for its remarkably efficient ability, the total synthesis of fucoxanthin by controlling the stereochemistry was achieved. The method established for fucoxanthin synthesis was successfully applied to the synthesis of the C42 longer chain analogue.

摘要

岩藻黄质在海洋光合作用中向叶绿素 a (Chl a) 展示出高的能量转移效率。为了揭示这种海洋天然产物的每个特征官能团(如多烯链、丙二烯和共轭羰基的长度)如何负责其显著的高效能力,通过控制立体化学实现了岩藻黄质的全合成。建立的岩藻黄质合成方法成功地应用于更长链 C42 类似物的合成。

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