Discovery of a Highly Potent Anti-inflammatory Epoxyisoprostane-Derived Lactone

被引:26
作者
Egger, Julian [1 ]
Bretscher, Peter [2 ]
Freigang, Stefan [2 ]
Kopf, Manfred [2 ]
Carreira, Erick M. [1 ]
机构
[1] ETH, Lab Organ Chem, CH-8093 Zurich, Switzerland
[2] ETH, Inst Integrat Biol, CH-8093 Zurich, Switzerland
关键词
ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; CYCLOPENTENONE PROSTAGLANDINS; OXIDIZED PHOSPHOLIPIDS; BIOLOGICAL-ACTIVITIES; CONJUGATE REDUCTION; PATHWAY;
D O I
10.1021/ja509892u
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Epoxyisoprostanes EI (1) and EC (2) are effective inhibitors of the secretion of proinflammatory cytokines IL-6 and IL-12. In detailed studies toward the investigation of the molecular mode of action of these structures, a highly potent lactone (3) derived from 1 was identified. The known isoprostanoids 1 and 2 are most likely precursors of 3, the product of facile intramolecular reaction between the epoxide with the carboxylic acid in 2.
引用
收藏
页码:17382 / 17385
页数:4
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