Ew. Weiler et al., THE PSEUDOMONAS PHYTOTOXIN CORONATINE MIMICS OCTADECANOID SIGNALING MOLECULES OF HIGHER-PLANTS, FEBS letters, 345(1), 1994, pp. 9-13
The phytotoxic principle, coronatine, which is present in several path
ovars of the plant pathogen, Pseudomonas syringae was shown to be high
ly active in completely different, jasmonate-selective bioassays. At n
anomolar to micromolar concentrations, coronatine induced the accumula
tion of defense-related secondary metabolites in several plant cell cu
ltures, induced transcript accumulation of the elicitor-responsive gen
e encoding the berberine bridge enzyme of Eschscholtzia californica, a
s well as the coiling response of Bryonia dioica tendrils. Biological
activity critically depended upon the structure of coronatine, and sli
ght modifications, such as methylation of the carboxyl moiety or reduc
tion of the carbonyl group, rendered the molecules almost inactive. Co
ronafacic acid, obtained by hydrolysis of coronatine, was also nearly
inactive. Coronatine did not elicit the accumulation of endogenous jas
monic acid in the systems analyzed. While coronafacic acid is similar
in structure to jasmonic acid, we found coronatine to be a close struc
tural analoye of the cyclic C18-precursor of jasmonic acid, 12-oxo-phy
todienoic acid. The phytotoxic symptoms produced by coronatine can now
be understood on the basis of the toxin's action as a mimic of the oc
tadecanoid signalling molecules of higher plants.