(7Z)-Tricosene Improves Pheromone Trap Catch of Raspberry Bud Moth, Heterocrossa rubophaga.

Heterocrossa rubophaga, the raspberry bud moth, is a pest of commercial Rubus berry crops and wild Rubus species. Its pheromone was initially identified as a single component, (7Z)-nonadecen-11-one. Here we report further investigation of this carposinid pheromone including volatile collection, gland extraction, mass spectrometry, microchemical analysis, electrophysiology and field testing. The alkene (7Z)-tricosene was identified from female gland extracts and the synthetic compound gave antennal responses from the male moth. Field testing of (7Z)-tricosene showed that it was unattractive alone but in combination with (7Z)-nonadecen-11-one it more than doubled male moth trap catch for all doses tested compared to that of (7Z)-nonadecen-11-one alone. We recommend a blend of 300 µg of (7Z)-nonadecen-11-one and 300 µg of (7Z)-tricosene as an improved monitoring tool for raspberry bud moth for use by berry growers. This is the second report of the Z-alkene as a pheromone component in the Carposinidae family among the three carposisnid pheromones identified to date.

Enantiospecific Synthesis of Both Enantiomers of the Longtailed Mealybug Pheromone and Their Evaluation in a New Zealand Vineyard.

The irregular monoterpenoid sex pheromone of Pseudococcus longispinus and its enantiomer were prepared from the corresponding bornyl acetates. The use of readily accessible chiral starting materials and lactone-lactone rearrangement are the highlights of the present synthesis. The biological activities of the two enantiomers and racemic mixture were tested in a New Zealand vineyard. The (S)-(+)-enantiomer was significantly more attractive to P. longispinus males than the racemic mixture or the (R)-(-)-enantiomer.

Improving the efficiency of lepidopteran pest detection and surveillance: constraints and opportunities for multiple-species trapping.

Surveillance using attractants for invasive species can allow early detection of new incursions and provide decision support to response programs. Simultaneous trapping for multiple species, by baiting traps with several lures, is expected to increase the number of species that can be targeted in surveillance programs and improve the cost-effectiveness without affecting surveillance coverage. We tested this hypothesis by choosing four potential forest and urban lepidopteran pest species that are present in Europe but not yet in New Zealand and many other countries. We deployed traps in central and southern Europe with single lures or all possible species combinations (up to four lures per trap). There was only limited interference, apparently due to trap saturation, but no evidence for interspecific repellency among lures for gypsy moth, Lymantria dispar, fall webworm, Hyphantria cunea, pine processionary moth, Thaumetopoea pityocampa, and pine shoot moth, Rhyacionia buoliana. To assess what factors may be important in species compatibility/suitability for multiple-species trapping, we combined our results with those of previous studies conducted by the United States Department of Agriculture. For 75 combinations of pheromones, tested singly or in combination, 19 % showed no effect on trap catch for any of the species tested. In the other cases, either one or both species showed a reduction in trap catch. However, few lure combinations caused complete or nearly complete suppression. For most combinations, catches were still sufficiently high for detection purposes. Species from the same superfamily exhibited more interference than more distantly related species. Together, these results suggest that there are opportunities to improve the range of exotic pests under surveillance, at little additional cost, by multiple-species trapping for which compatibility has been demonstrated.

Identification of herbivore-induced plant volatiles from selected Rubus species fed upon by raspberry bud moth (Heterocrossa rubophaga) larvae.

Heterocrossa rubophaga (raspberry bud moth) feed on a range of Rubus species, including commercial berryfruit crops where they are a pest. This study aimed to characterize the responses of native and non-native Rubus species to feeding by raspberry bud moth larvae. In a laboratory environment, in situ headspace volatiles of three Rubus species were collected from healthy plants and those fed upon by raspberry bud moth. Rubus cissoides (bush lawyer), the native host of raspberry bud moth, gave a limited response to larval feeding with green leaf volatiles (GLVs) representing the only new headspace constituents of the infested plants. The non-native hosts, Rubus ursinus var. loganobaccus cv Boysenberry (Boysenberry), and Rubus fruticosus (blackberry), gave strong responses to raspberry bud moth herbivory, releasing a number of unique nitrogenous compounds in conjunction with the GLVs. The nitrogenous compounds were identified as 2-methylbutanenitrile, (Z)- and (E)- 2-methylbutanal O-methyloxime, benzyl nitrile, (Z)- and (E)- phenylacetaldehyde O-methyloxime and indole. The four methyloximes and 2-methylbutanenitrile were confirmed by synthesis. Field collected phenology data showed that raspberry bud moth were active year round on both bush lawyer and blackberry.

Synthesis and Electrophysiological Testing of Carbonyl Pheromone Analogues for Carposinid Moths.

Sex pheromone analogues were synthesized and tested on two pest carposinid moth species: the guava moth, Coscinoptycha improbana, and the raspberry bud moth, Heterocrossa rubophaga. The pheromone analogues used for the electroantennogram testing included (Z)-11-methylenenonadec-7-ene, (Z)-nonadec-12-en-9-amine, (Z)-11-methoxynonadec-7-ene, (Z)-1-(octylsulfinyl)-dec-3-ene, and (Z)-nonadec-12-en-9-ol. An imine analogue, N-((Z)-nonadec-12-en-9-ylidene)cyclopropanamine, was also synthesized but was too unstable for testing with the moths. None of the analogue compounds elicited significant responses from the male moth antennae.

Synthesis and Biological Testing of Ester Pheromone Analogues for Two Fruitworm Moths (Carposinidae).

A range of ester pheromone analogues for carposinid moths were synthesized and evaluated for biological activity. The analogues aimed to take advantage of the structural commonality of (7Z)-alken-11-ones found in this family. Analogues were tested on two pest species: Heterocrossa rubophaga and Coscinoptycha improbana. Two of the analogues, (2Z)-nonenyl nonanoate and (4Z)-heptyl undecenoate, elicited significant electroantennogram responses. Only (4Z)-heptyl undecenoate gave consistent responses with both moth species in single sensillum recording. Field trapping trials were conducted with these two analogues both individually and in combination with the pheromone of each of the two moth species. No attraction was observed to either of the analogues alone, by either moth species. However, when (4Z)-heptyl undecenoate was coupled with the pheromone, it produced a strong inhibitory effect in H. rubophaga, reducing male moth trap catch by over 95%. No inhibitory effect on male moth trap catch was observed in C. improbana.

Identification of in situ flower volatiles from kiwifruit (Actinidia chinensis var. deliciosa) cultivars and their male pollenisers in a New Zealand orchard.

In situ flower volatiles from six kiwifruit cultivars (Actinidia chinensis var. deliciosa); 'Hayward', 'Chieftain', 'M56', 'Zes007' (Green11), 'M36', and 'M43' were collected by dynamic headspace sampling. Forty-five compounds were detected in the headspace of the flowers, with straight chain hydrocarbons and terpenes accounting for >98% of the volatiles emitted quantitatively across the six cultivars. Of these hydrocarbons, (3Z,6Z,9Z)-heptadecatriene is reported for the first time from a floral source while (8Z)-hexadecene and (9Z)-nonadecene are reported for the first time from kiwifruit flowers. All three hydrocarbons were verified by synthesis. Quantitative comparison of the six honey bee perceived compounds from the headspace of the cultivars showed that the males 'M36' and 'M43' closely matched the female cultivar Green11 that they are used to pollinate. Males 'M56' and 'Chieftain' were not as closely matched to the female cultivar 'Hayward' that they are used to pollinate. The male 'M56' in particular differed significantly from the female 'Hayward' in four of the six honey bee perceived compounds.

Kiwifruit Flower Odor Perception and Recognition by Honey Bees, Apis mellifera.

Volatile organic compounds (VOCs) from male and female kiwifruit (Actinidia deliciosa 'Hayward') flowers were collected by dynamic headspace sampling. Honey bee (Apis mellifera) perception of the flower VOCs was tested using gas chromatography coupled to electroantennogram detection. Honey bees consistently responded to six compounds present in the headspace of female kiwifruit flowers and five compounds in the headspace of male flowers. Analysis of the floral volatiles by gas chromatography-mass spectrometry and microscale chemical derivatization showed the compounds to be nonanal, 2-phenylethanol, 4-oxoisophorone, (3E,6E)-α-farnesene, (6Z,9Z)-heptadecadiene, and (8Z)-heptadecene. Bees were then trained via olfactory conditioning of the proboscis extension response (PER) to synthetic mixtures of these compounds using the ratios present in each flower type. Honey bees trained to the synthetic mixtures showed a high response to the natural floral extracts, indicating that these may be the key compounds for honey bee perception of kiwifruit flower odor.

Spatial analysis of mass trapping: how close is close enough?

BACKGROUND: The identification of new attractants can present opportunities for developing mass trapping, but standard screening methods are needed to expedite this. We have developed a simple approach based on quantifying trap interference in 4 × 4 trap arrays with different spacings. We discuss results from sex pheromones in Lepidoptera (light brown apple moth, Epiphyas postvittana), Diptera (apple leaf curling midge, Dasineura mali) and Homoptera (citrophilous mealybug, Pseudococcus calceolariae), compared with a kairomone for New Zealand flower thrips (Thrips obscuratus). RESULTS: The ratio of catch in corner traps to catch in centre traps was 25:1 at 750 D. mali traps ha(-1) , and was still ∼5:1 at 16 traps ha(-1) , suggesting trap interference even at such low trap densities. Trap competition for sex pheromone lures at close spacing (<5 m) was evident in 16-trap arrays of P. calceolariae, but less so for E. postvittana. No trap competition was observed at 4 m spacings with the kairomone for T. obscuratus. CONCLUSIONS: The ratio of catch in traps in the corner and centre of a 16-trap array at different spacings offers a rapid preliminary assessment method for determining the potential for mass trapping. Additional knowledge of vital rates and dispersal is needed for predicting population suppression. Our approach should have value in mass trapping development. © 2014 Society of Chemical Industry.