Synthesis and Structure-Activity Relationship Studies of Anti-Inflammatory Epoxyisoprostane Analogues

被引：7

作者：

Wolleb, Helene ^{[1
]}

Ogawa, Seiji ^{[1
]}

Schneider, Michael ^{[1
]}

Shemet, Andrej ^{[1
]}

Muri, Jonathan ^{[2
]}

Kopf, Manfred ^{[2
]}

Carreira, Erick M. ^{[1
,3
]}

机构：

[1] Swiss Fed Inst Technol, Lab Organ Chem, HCI H335,Vladimir Prelog Weg 3, CH-8093 Zurich, Switzerland

[2] Swiss Fed Inst Technol, Inst Mol Hlth Sci, HPL G12,Otto Stern Weg 7, CH-8093 Zurich, Switzerland

[3] Swiss Fed Inst Technol, Competence Ctr Syst Physiol & Metab Dis, CH-8093 Zurich, Switzerland

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 10期

关键词：

OXIDIZED PHOSPHOLIPIDS; STRESS;

D O I：

10.1021/acs.orglett.8b01042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The lactone derivative of the epoxyisoprostane EC is a highly effective inhibitor of the secretion of the proinflammatory cytokine IL-6. Herein, a modular synthesis of analogues is described, allowing flexible variations of the cyclic side chain of the parent lactone. A structure-activity relationship study identified a lactam analogue that retains the high activity. Furthermore, the exocyclic allylic alcohol was shown to be crucial for the observed effect.

引用

页码：3014 / 3016

页数：3

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