Synthesis, Functional Assays, Electrophysiological Activity, and Field Tests of Pheromone Antagonists of the Tomato Leafminer, Tuta absoluta

The tomato leafminer, Tuta absoluta, is one of the major pests of tomato and other Solanaceae in many regions worldwide. In the search for new strategies to control this pest, we present herewith the stereoselective synthesis, electrophysiological activity, functional analysis, and field tests of ne...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry 2016-05, Vol.64 (18), p.3523-3532
Main Authors: Dominguez, Aroa, Puigmartı́, Marc, Bosch, M. Pilar, Rosell, Gloria, Crehuet, Ramon, Ortiz, Antonio, Quero, Carmen, Guerrero, Angel
Format: Article
Language:English
Subjects:
Animals
Electrophysiology
Female
Insecticides - chemical synthesis
Insecticides - chemistry
Insecticides - pharmacology
Lycopersicon esculentum - parasitology
Male
Moths - drug effects
Moths - physiology
Plant Diseases - parasitology
Sex Attractants - chemical synthesis
Sex Attractants - chemistry
Sex Attractants - pharmacology
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Summary:The tomato leafminer, Tuta absoluta, is one of the major pests of tomato and other Solanaceae in many regions worldwide. In the search for new strategies to control this pest, we present herewith the stereoselective synthesis, electrophysiological activity, functional analysis, and field tests of new chemicals as possible antagonists of the sex pheromone of the leafminer. The chemicals are methyl ketone (MK) and trifluoromethyl ketone (TFMK) structural analogues of both components of the pheromone. Most of the chemicals exerted per se some electrophysiological activity and inhibited the electroantennographic response to the pheromone when vapors of the inhibitor were passed over the antennae. Except TFMK 3, which elicited a modest effect, the compounds did not exhibit antiesterase activity on the pheromone-degrading enzymes of the antennae, but in the field the chemicals, particularly MK 5, notably decreased the number of catches when mixed with the pheromone in 1:1 and 10:1 ratios, regardless the infestation level of the plot. These results suggest that MK 5 is a good behavioral antagonist of the pheromone to be considered as a putative agent to control the pest in new future integrated pest management (IPM) strategies.
ISSN:0021-8561
1520-5118
DOI:10.1021/acs.jafc.6b00674