Total synthesis and biological activity of 13,14-dehydro-12-oxo-phytodienoic acids (deoxy-J1-phytoprostanes)

被引：40

作者：

Iqbal, M

Evans, P

Lledó, A

Verdaguer, X

Pericàs, MA

Riera, A

Loeffler, C

Sinha, AK

Mueller, MJ ^{[1
]}

机构：

[1] Univ Wurzburg, Julius von Sachs Inst Biosci, Dept Pharmaceut Biol, D-97082 Wurzburg, Germany

[2] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England

[3] Univ Coll Dublin, Dept Chem, Dublin 2, Ireland

[4] Univ Barcelona, Dept Quim Organ, Unitat Recerca Sintsi Asimetr, E-08028 Barcelona, Spain

来源：

CHEMBIOCHEM | 2005年 / 6卷 / 02期

关键词：

cyclization; isoprostane; jasmonate; phytoprostane; prostaglandins;

D O I：

10.1002/cbic.200400259

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Archetype lipid signals in plants. Non-enzymatic oxidation of linolenate yields a series of prostaglandin-like stress metabolites including racemic deoxy-J1-phytoprostanes (1) that are structurally related to 12-oxo-phytodienoic acid (2). Naturally occurring isomers of 1 were prepared by total synthesis and tested in three bioassay systems to reveal potent jasmonate-like activities. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：276 / 280

页数：5

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