First total synthesis of 7(S),16(R),17(S)-Resolvin D2, a potent anti-inflammatory lipid mediator

Ana R. Rodríguez; Bernd W. Spur

doi:10.1016/j.tetlet.2004.09.129

First total synthesis of 7(S),16(R),17(S)-Resolvin D2, a potent anti-inflammatory lipid mediator

Ana R. Rodríguez, Bernd W. Spur

Cell Biology

Research output: Contribution to journal › Article › peer-review

60 Scopus citations

Abstract

A total synthesis of a biological highly active lipid mediator derived from docosahexaenoic acid is described. The first total synthesis of 7(S),16(R),17(S)-Resolvin D2, a lipid mediator derived from docosahexaenoic acid, has been achieved. The key features of our synthetic strategy encompass a Co-salen hydrolytic kinetic resolution of a terminal epoxide combined with a chiral pool strategy.

Original language	English (US)
Pages (from-to)	8717-8720
Number of pages	4
Journal	Tetrahedron Letters
Volume	45
Issue number	47
DOIs	https://doi.org/10.1016/j.tetlet.2004.09.129
State	Published - Nov 15 2004

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2004.09.129

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title = "First total synthesis of 7(S),16(R),17(S)-Resolvin D2, a potent anti-inflammatory lipid mediator",

abstract = "A total synthesis of a biological highly active lipid mediator derived from docosahexaenoic acid is described. The first total synthesis of 7(S),16(R),17(S)-Resolvin D2, a lipid mediator derived from docosahexaenoic acid, has been achieved. The key features of our synthetic strategy encompass a Co-salen hydrolytic kinetic resolution of a terminal epoxide combined with a chiral pool strategy.",

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AU - Spur, Bernd W.

PY - 2004/11/15

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N2 - A total synthesis of a biological highly active lipid mediator derived from docosahexaenoic acid is described. The first total synthesis of 7(S),16(R),17(S)-Resolvin D2, a lipid mediator derived from docosahexaenoic acid, has been achieved. The key features of our synthetic strategy encompass a Co-salen hydrolytic kinetic resolution of a terminal epoxide combined with a chiral pool strategy.

AB - A total synthesis of a biological highly active lipid mediator derived from docosahexaenoic acid is described. The first total synthesis of 7(S),16(R),17(S)-Resolvin D2, a lipid mediator derived from docosahexaenoic acid, has been achieved. The key features of our synthetic strategy encompass a Co-salen hydrolytic kinetic resolution of a terminal epoxide combined with a chiral pool strategy.

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DO - 10.1016/j.tetlet.2004.09.129

M3 - Article

AN - SCOPUS:7244242688

SN - 0040-4039

VL - 45

SP - 8717

EP - 8720

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 47

ER -

First total synthesis of 7(S),16(R),17(S)-Resolvin D2, a potent anti-inflammatory lipid mediator

Abstract

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