This review discusses the occurrence and distribution (within a plant) of methyl eugenol in different plant species (> 450) from 80 families spanning many plant orders, as well as various roles this chemical plays in nature, especially in the interactions between tephritid fruit flies and plants.

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Methyl Eugenol: Its Occurrence, Distribution, and Role in Nature, Especially in Relation to Insect Behavior and Pollination

Recent research has revealed extensive pheromonal parsimony within the large beetle family Cerambycidae, with closely related species producing the same or very similar pheromone components. This article summarizes research that evaluated attraction of cerambycids to individual pheromone components, blends of pheromone components, and combinations of pheromones with host plant volatiles. Field bioassays were carried out, in collaboration with the Pennsylvania Department of Agriculture and the USDA Cooperative Agricultural Pest Survey program, in 10–25 counties of Pennsylvania over 3 years. A total of 15,438 cerambycids of 134 species were captured, including two exotic species. Semiochemical lures attracted significant numbers of beetles in species of the subfamilies Cerambycinae, Lamiinae, and Spondylidinae, but were not attractive to species in the Lepturinae, Parandrinae, and Prioninae. These experiments reconfirmed the behavioral roles of semiochemicals for a number of species that have been studied previously, and yielded new information about semiochemistry of several species. The host plant volatile α-pinene enhanced attraction of species that were conifer specialists, whereas ethanol enhanced attraction of some species of hardwood specialists. The data suggest that species which share dominant pheromone components avoid cross attraction by differing in seasonal activity period, and by antagonistic effects of minor pheromone components on attraction of heterospecifics. This study further supports the concept that with careful choice of components, multiple pheromones can be deployed as single blends, and paired with host plant volatiles, to maximize the number and taxonomic diversity of cerambycid beetles that are attracted to a single lure, so that the number of different lures that must be deployed can be minimized.

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Field bioassays of cerambycid pheromones reveal widespread parsimony of pheromone structures, enhancement by host plant volatiles, and antagonism by components from heterospecifics

Research since 2004 has shown that the use of volatile attractants and pheromones is widespread in the large beetle family Cerambycidae, with pheromones now identified from more than 100 species, and likely pheromones for many more. The pheromones identified to date from species in the subfamilies Cerambycinae, Spondylidinae, and Lamiinae are all male-produced aggregation-sex pheromones that attract both sexes, whereas all known examples for species in the subfamilies Prioninae and Lepturinae are female-produced sex pheromones that attract only males. Here, we summarize the chemistry of the known pheromones, and the optimal methods for their collection, analysis, and synthesis. Attraction of cerambycids to host plant volatiles, interactions between their pheromones and host plant volatiles, and the implications of pheromone chemistry for invasion biology are discussed. We also describe optimized traps, lures, and operational parameters for practical applications of the pheromones in detection, sampling, and management of cerambycids.

Sex and Aggregation-Sex Pheromones of Cerambycid Beetles: Basic Science and Practical Applications.

Exposure to microplastics reduces attachment strength and alters the haemolymph proteome of blue mussels (Mytilus edulis).

Tritrophic interactions involving plants, herbivores and parasites have been only recently documented for belowground systems, where entomopathogenic nematodes can exploit root herbivore induced volatile compounds to locate their hosts. Little is known, however, about whether the specificity of such interactions rivals that of the remarkable interactions found in aboveground studies. Using a belowground six-arm olfactometer that allows recording of nematode attraction, specificity of nine economically important species of different trophic levels, including plants, root feeders and entomopathogenic nematodes, was tested. We found that belowground tritrophic interactions are variable at the level of plant volatiles that are induced, elicitation by herbivores, as well as behavior of nematodes. We argue that studies on specificity and variability of belowground responses should be included in plant defense theories and in efforts to exploit tritrophic interactions to improve biological control practices.

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First insights into specificity of belowground tritrophic interactions

Based on analysis of pheromone gland extracts, highly attractive new baits have been developed for three click beetle pests. That for Agriotes brevis is a mixture of geranyl butanoate and (E,E)-farnesyl butanoate, and that for A rufipalpis and A sordidus contains geranyl hexanoate alone. From known data from species populating Russia, optimized bait compositions for species in Central and Western Europe were developed as follows: geranyl octanoate + geranyl butanoate for A lineatus, geranyl isovalerate for A litigiosus, geranyl hexanoate + geranyl octanoate for A obscurus, geranyl butanoate alone for A sputator and (E,E)-farnesyl acetate alone for A ustulatus. Although slight differences were found in gland contents with A litigiosus var laichartingi and fenotypus typicus, nevertheless there were no differences in response to the optimum bait. There were no differences in pheromone composition or response to the optimized bait between the two morphological forms ('black' and 'red') of A ustulatus. As a result of these studies, highly effective pheromone baits are now available for monitoring and population reduction in all important pest click beetle species in Central and Western Europe.

Identification of pheromones and optimization of bait composition for click beetle pests (Coleoptera: Elateridae) in Central and Western Europe.

Geranyl butyrate (GB) and (E,E)-farnesyl butyrate (FB) were identified in the pheromone gland extract of females of the click beetle, Agriotes brevis (Candeze) (Coleoptera: Elateridae) as the major sex pheromone components. Polyethylene vial dispensers containing 20–200 mg of a 1:1 mixture caught high numbers of beetles. Captures did not decrease even after 73 days of field exposure of dispensers. At sites where both Agriotes sputator L. and A. brevis were present, the above baits were selectively catching only A. brevis, despite the fact that GB is also the main pheromone component of A. sputator, suggesting that FB has a role in reproductive isolation. In the early part of the season, traps into which the insects could both crawl and fly captured more A. brevis than designs where the insects could only fly in. Trap design was not important later in the season. This indicates the need for future development of a trap suitable for use throughout the whole season.

Identification of sex pheromone composition of click beetle Agriotes brevis candeze.

In field trapping tests in Hungary cinnamyl alcohol (3-phenyl-2-propen-l-ol) and transanethole [(1-methoxy-4-(1-propenyl)benzene)] attracted significantly more adult Epicometis (Tropinota) hirta (Coleoptera, Scarabaeidae, Cetoniinae) when presented together in the same bait compared to the single compounds Best attraction was recorded by a 1:1 mixture. Addition of other common floral scent compounds, ie. 3-methyl eugenol, 4-methoxy-cinnamaldehyde, anisylacetone, beta-ionone, cinnamyl acetate, cinnamic aldehyde, eugenol, indole, 2-phenylethanol or phenylacetaldehyde did not influence catches. The binary cinnamyl alcohol/trans-anethole bait described in this study is recommended for use in traps of E. hirta for agricultural purposes.

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Optimization of a chemical attractant for Epicometis (Tropinota) hirta Poda.

Choice of experimental venue matters in ecotoxicology studies: Comparison of a laboratory-based and an outdoor mesocosm experiment.

In field screening tests conducted on selected pest scarabaeids in Hungary, Epicometis (Tropinota) hirta (subfamily Cetoniinae) was attracted to traps baited with either cinnamyl alcohol or trans-anethol. In some tests attraction was also detected to phenethyl alcohol or cinnamyl acetate. In other tests, adults of Cetonia aurata aurata and Oxythyrea funesta (subfamily Cetoniinae) also were attracted to trans-anethol, while the ternary mixture of phenethyl propionate, eugenol and geraniol attracted Potosia cuprea (subfamily Cetoniinae). Some attraction of Valgus hemipterus (subfamily Valginae) to cinnamyl alcohol also was observed. All of the above species are pests of more or less economic importance in Hungary. The attractant chemicals discovered in the present study will form a starting point for the development of effective attractants for the respective pest scarab species.

Zoltán Imrei

Papers

Identification of pheromones and optimization of bait composition for click beetle pests (Coleoptera: Elateridae) in Central and Western Europe.

Identification of sex pheromone composition of click beetle Agriotes brevis candeze.

Optimization of a chemical attractant for Epicometis (Tropinota) hirta Poda.

Choice of experimental venue matters in ecotoxicology studies: Comparison of a laboratory-based and an outdoor mesocosm experiment.

Field screening for attractants of scarab (Coleoptera: Scarabaeidae) pests in Hungary