Induction of p-coumaroyldopamine and feruloyldopamine, two novel metabolites, in tomato by the bacterial pathogen Pseudomonas syringae.

Abstract

Inoculation of tomato plants (Solanum lycopersicum cv. Rutgers) with Pseudomonas syringae pv. tomato led to the production of a hypersensitive-like response in this pathovar of tomato. Accumulation of hydroxycinnamic acid amides (HCAA) of tyramine (p-coumaroyltyramine and feruloyltyramine) and dopamine (p-coumaroyldopamine and feruloyldopamine) was detected after bacterial infection. Two of them, p-coumaroyldopamine and feruloyldopamine, are described for the first time. The accumulation of HCAA was preceded by an increment of hydroxycinnamoyl-CoA:tyramine N-hydroxycinnamoyl transferase (THT) gene expression. HCAA also accumulated in transgenic NahG tomato plants overexpressing a bacterial salicylic hydroxylase. However, treatment of plants with the ethylene biosynthesis inhibitor, aminoethoxyvinilglycine, led to a reduction in the accumulation of THT transcripts and HCAA. Together, the results suggest that pathogen-induced induction of ethylene is essential for HCAA synthesis, whereas salicylic acid is not required for this response. In addition, notable antibacterial and antioxidant activities were found for the new HCAA, thus indicating that they could play a role in the defense of tomato plants against bacterial infection.

• Authors: Laura Zacarés, María Pilar López-Gresa, Joaquin Fayos, Jaime Primo, José María Bellés, Vicente Conejero
• Journal: Molecular plant-microbe interactions : MPMI (Mol Plant Microbe Interact) Vol. 20 Issue 11 Pg. 1439-48 (Nov 2007) ISSN: 0894-0282 [Print] United States
• PMID: 17977155 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Coumaric Acids
• Ethylenes
• N-(4-hydroxy-beta-phenethyl)-4-hydroxycinnamide
• N-coumaroyldopamine
• feruloyldopamine
• feruloyltyramine
• ethylene
• Acyltransferases
• hydroxycinnamoyl-CoA-tyramine N-(hydroxycinnamoyl)transferase
• Salicylic Acid
• aminoethoxyvinylglycine
• Glycine
• Dopamine
• Tyramine

Topics

• Acyltransferases (genetics, metabolism)
• Coumaric Acids (chemistry, metabolism)
• Dopamine (analogs & derivatives, chemistry, metabolism)
• Ethylenes (metabolism)
• Gene Expression Regulation, Plant
• Glycine (analogs & derivatives)
• Solanum lycopersicum (metabolism, microbiology)
• Molecular Structure
• Plant Leaves (metabolism, microbiology)
• Pseudomonas syringae (physiology)
• Salicylic Acid (metabolism)
• Signal Transduction
• Time Factors
• Tyramine (analogs & derivatives, metabolism)