Discovery of a highly potent anti-inflammatory epoxyisoprostane-derived lactone.

Egger, Julian; Bretscher, Peter; Freigang, Stefan Bernd; Kopf, Manfred; Carreira, Erick M (2014). Discovery of a highly potent anti-inflammatory epoxyisoprostane-derived lactone. Journal of the American Chemical Society, 136(50), pp. 17382-17385. American Chemical Society 10.1021/ja509892u

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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.

Item Type:

Journal Article (Original Article)

Division/Institute:

04 Faculty of Medicine > Service Sector > Institute of Pathology
04 Faculty of Medicine > Service Sector > Institute of Pathology > Immunopathology

UniBE Contributor:

Freigang, Stefan Bernd

Subjects:

500 Science > 570 Life sciences; biology
600 Technology > 610 Medicine & health

ISSN:

0002-7863

Publisher:

American Chemical Society

Language:

English

Submitter:

Doris Haefelin

Date Deposited:

23 Feb 2015 08:18

Last Modified:

30 Mar 2016 11:16

Publisher DOI:

10.1021/ja509892u

PubMed ID:

25474746

BORIS DOI:

10.7892/boris.63561

URI:

https://boris.unibe.ch/id/eprint/63561

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