Synthesis of Epoxyisoprostanes: Effects in Reducing Secretion of Pro-inflammatory Cytokines IL-6 and IL-12

被引：49

作者：

Egger, Julian ^{[1
]}

Bretscher, Peter ^{[2
]}

Freigang, Stefan ^{[2
]}

Kopf, Manfred ^{[2
]}

Carreira, Erick M. ^{[1
]}

机构：

[1] ETH, Organ Chem Lab, HCI H335, CH-8093 Zurich, Switzerland

[2] ETH, Inst Integrat Biol, HPL G 12, CH-8093 Zurich, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 20期

关键词：

anti-inflammatory agents; CH insertion; isoprostanoids; natural products; oxidized phospholipids; INDUCED REDUCTIVE CLEAVAGE; H INSERTION REACTION; OXIDIZED PHOSPHOLIPIDS; ALPHA; BETA-EPOXY KETONES; STRUCTURAL IDENTIFICATION; EFFICIENT PROCEDURE; EPOXIDATION; ESTERS; PEIPC;

D O I：

10.1002/anie.201300739

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Anti-inflammatory: The efficient and general synthetic route to the elusive epoxyisoprostanoid phospholipids PECPC and PEIPC, along with the isoprostanoids EC and EI, relies on a number of stereo- and chemoselective steps, including a C-H insertion for the rapid construction of the cyclopentanone ring. The synthesized compounds display unprecedented biological activity in reducing the secretion of pro-inflammatory cytokines. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：5382 / 5385

页数：4

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