Development of Monitoring and Mating Disruption against the Chilean Leafroller Proeulia auraria (Lepidoptera: Tortricidae) in Orchards.

The leafroller Proeulia auraria (Clarke) (Lepidoptera: Tortricidae) is a native, polyphagous, and growing pest of several fruit crops in Chile; it also has quarantine importance to several markets, thus tools for management are needed. Using synthetic pheromone compounds, we conducted field trials to optimize the blend for monitoring, and to determine the activity period of rubber septa aged under field conditions. We concluded that septa loaded with 200 µg of E11-14:OAc + 60 µg E11-14:OH allowed for efficient trap captures for up to 10 weeks. Using this blend, we studied the phenology of adult males in vineyards, apple, and blueberry orchards, identifying two long flight cycles per season, lasting from September to May and suggesting 2-3 generations during the season. No or low adult activity was observed during January and between late May and late August. Furthermore, mating disruption (MD) field trials showed that application of 250 pheromone point sources using the dispenser wax matrix SPLAT (Specialized Pheromone and Lure Application Technology, 10.5% pheromone) with a total of 78 g/ha of the blend described above resulted in trap shutdown immediately after application, and mating disruption >99% in all orchards for at least 5 months. We concluded that MD is feasible for P. auraria, needing now the development of a commercial product and the strategy (and protocols) necessary to control this pest in conventional and organic orchards in Chile. As far as we know, this is the first report on MD development against a South American tortricid pest.

Synthesis of citrophilus mealybug sex pheromone using chrysanthemol extracted from Pyrethrum ( Tanacetum cinerariifolium).

A commercial pyrethrum extract was used as a source of chrysanthemol for the synthesis of the citrophilus mealybug ( Pseudococcus calceolariae) sex pheromone. The chrysanthemic acid esters (pyrethrins I) were isolated and subsequently reduced to obtain chrysanthemol, which was used for ester pheromone synthesis. Field tests showed that the pheromone synthesized using plant-derived chrysanthemol was as attractive to male P. calceolariae as the pheromone obtained using a commercial isomeric chrysanthemol mixture.

Identification of a Novel Moth Sex Pheromone Component from Chilecomadia valdiviana.

Chilecomadia valdiviana (Philippi) (Lepidoptera: Cossidae) is an insect native to Chile. The larval stages feed on the wood of economically important fruit tree species such as apple, pear, olive, cherry, and avocado, and also on eucalyptus. This causes weakening and, in case of severe infestation, death of the tree. We report identification of the sex pheromone produced by females of this species. Hexane extracts of the abdominal glands of virgin females were analyzed by gas chromatography (GC) with electroantennographic detection, GC coupled with mass spectrometry, and GC coupled to infrared spectroscopy. The major pheromone component was identified as (7Z,10Z)-7,10-hexadecadienal (Z7,Z10-16:Ald), and minor components present in the extracts were (Z)-7-hexadecenal and (Z)-9-hexadecenal, hexadecanal, and (9Z,12Z)-9,12-octadecadienal. Structural assignments were carried out by comparison of analytical data of the natural products and their dimethyl disulfide adducts with those of authentic reference samples. In field tests, traps baited with Z7,Z10-16:Ald captured significantly more males than control traps.

Monitoring Pseudococcus calceolariae (Hemiptera: Pseudococcidae) in Fruit Crops Using Pheromone-Baited Traps.

The citrophilus mealybug, Pseudococcus calceolariae (Maskell), is an important pest of fruit crops in many regions of the world. Recently, its sex pheromone has been identified and synthesized. We carried out field experiments with the goal of developing monitoring protocols for P. calceolariae using pheromone-baited traps. Traps checked hourly for 24 hours showed a distinct diel pattern of male flight, between 18:00 and 21:00 h. The presence of unnatural stereoisomers did not affect trap captures, with isomeric mixtures capturing similar amounts of males as the biological active isomer. Dose of isomeric mixture pheromone (0-100 µg) had a nonlinear effect on male captures, with 10, 30, and 50 µg capturing similar amounts. The effective range of pheromone traps was determined by placing traps at different distances (15, 40, and 80 m) from an infested blueberry field, loaded with 0, 1 and 25 µg of the pheromone. For all distances, 25 µg dose captured more males, and was highly attractive up to 40 m. There was a significant effect of lure age on male captures (0-150 d), with similar amount of males captured up to 90-day-old lure, and lower captures in the 150-day-old lure compared with fresh ones. We found significant positive correlations between P. calceolariae males caught in pheromone traps with female abundance and fruit infestation at harvest. Our results show the usefulness of P. calceolariae pheromones for monitoring at field level and provide information for the design of monitoring protocols.

Biological Activity of the Larval Secretion of Chilecomadia valdiviana.

The carpenter worm, Chilecomadia valdiviana (Lepidoptera: Cossidae), is a polyphagous insect native to Chile that is associated with trees and bushes, including economically important species such as eucalyptus, avocado, and apples. We used a Y-olfactometer to analyze the olfactory responses of larvae to conspecific larvae, hexane extracts of larvae, and synthetic samples of the major components present in the extract (i.e., (Z)-5,13-tetradecadienyl acetate, (Z)-5-tetradecenyl acetate, and dodecyl acetate). The results obtained provide empirical evidence that (Z)-5,13-tetradecadienyl acetate is used as an aggregation pheromone by the larvae. The results are discussed in view of the existing information.

The absolute configuration of the sex pheromone of the citrophilous mealybug, Pseudococcus calceolariae.

The absolute configuration of the sex pheromone of the citrophilous mealybug, Pseudococcus calceolariae, was determined to be (1R,3R)-[2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropyl]methyl (R)-2-acetoxy-3-methylbutanoate. NMR, derivatization reactions, chiral gas chromatography-mass spectrometry, and comparison with synthetic chiral reference compounds, were used to determine the absolute configuration of this compound. This activity of this compound was further confirmed by testing synthetic stereoisomers of the compound as lures in traps for adult male mealybugs. Traps baited with 1,000 µg of the pheromone compound caught 36 times more males than traps baited with virgin females. A mixture of stereoisomers of the pheromone compound can be used for field trapping without adverse effects on trap catch. A comparison with the structures of other sex pheromones of mealybugs is presented.