Premium
Total Synthesis and Biological Activity of 13,14‐Dehydro‐12‐Oxo‐Phytodienoic Acids (Deoxy‐J 1 ‐Phytoprostanes)
Author(s) -
Iqbal Mazhar,
Evans Paul,
Lledó Agustí,
Verdaguer Xavier,
Pericàs Miquel A.,
Riera Antoni,
Loeffler Christiane,
Sinha Alok K.,
Mueller Martin J.
Publication year - 2005
Publication title -
chembiochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200400259
Subject(s) - chemistry , stereochemistry , archetype , bioassay , biochemistry , biology , art , genetics , literature
Archetype lipid signals in plants . Non‐enzymatic oxidation of linolenate yields a series of prostaglandin‐like stress metabolites including racemic deoxy‐J 1 ‐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.