Captura em campo de Thyanta perditor em armadilhas iscadas com feromônio

The objective of this work was to evaluate the field attractiveness of Thyanta perditor synthetic sex pheromone‑baited traps, its attractivity to other stink bug species, and the response of T. perditor to a geometric isomer of the sex pheromone. Two‑liter transparent plastic bottles traps were baited with rubber septa impregnated with the treatments: 1 mg of methyl‑(2E,4Z,6Z)‑decatrienoate [(2E,4Z,6Z)‑10:COOMe], the male sex pheromone of T. perditor; 1 mg of (2E,4Z,6Z)‑10:COOMe protected from sunlight in standard PVC plumbing pipe; 1 mg of its geometric isomer [(2E,4E,6Z)‑10:COOMe]; and traps with rubber septa impregnated with hexane (control). The experiment was carried out in field during the soybean reproductive stages. Traps were monitored weekly, and the captures were compared to the population density estimated by the sampling cloth and visual inspection monitoring techniques. Traps baited with the sex pheromone, protected or not, were more effective in capturing T. perditor than traps baited with the isomer or the hexane. Thyanta perditor sex pheromone showed cross‑attraction to other stink bug species, such as Euschistus heros, Edessa meditabunda, Piezodorus guildinii and Nezara viridula. Pheromone‑baited traps can be used in population monitoring and to identify the relative composition of stink bug guilds. O objetivo deste trabalho foi avaliar em campo a atratividade de armadilhas iscadas com o feromônio sexual sintético de Thyanta perditor,  a possível  atração de outras  espécies de percevejos pelo feromônio sexual e a resposta de T. perditor ao isômero geométrico de seu feromônio sexual. Armadilhas construídas com garrafas plásticas de 2 L foram iscadas com septos de borracha impregnados com os tratamentos: 1 mg de (2E,4Z,6Z)‑decatrienoato de metila [(2E,4Z,6Z)‑10:COOMe], feromônio sexual de machos de T. perditor; 1 mg de (2E,4Z,6Z)‑10:COOMe protegido da luz solar com um tubo de PVC; 1 mg do seu isômero geométrico [(2E,4E,6Z)‑10:COOMe];  e septos  de  borracha  impregnados  com  hexano (controle).  O  experimento foi conduzido em campo durante a fase reprodutiva da soja. As armadilhas foram monitoradas semanalmente, e as capturas comparadas com a densidade populacional estimada pelas técnicas de pano de batida e inspeção visual. As armadilhas iscadas com o feromônio sexual, protegido ou não, foram mais eficientes na captura de T. perditor que as armadilhas iscadas com o isômero ou com o hexano. Foi observada atração cruzada do feromônio sexual de T. perditor a outras espécies de percevejos, como Euschistus heros, Edessa meditabunda, Piezodorus guildinii e Nezara viridula. Armadilhas iscadas com o feromônio podem ser usadas no monitoramento populacional e na identificação da composição relativa de guildas de percevejos

Identification and Synthesis of a Male-Produced Pheromone for the Neotropical Root Weevil Diaprepes abbreviatus

An unsaturated hydroxy-ester pheromone was isolated from the headspace and feces of male Diaprepes abbreviatus, identified, and synthesized. The pheromone, methyl (E)-3-(2-hydroxyethyl)-4-methyl-2-pentenoate, was discovered by gas chromatography-coupled electroantennogram detection (GC-EAD), and identified by gas chromatography–mass spectrometry (GC-MS) and nuclear magnetic resonance spectroscopy (NMR). The synthesis yielded an 86:14 mixture of methyl (E)-3-(2-hydroxyethyl)-4-methyl-2-pentenoate (active) and methyl (Z)-3-(2-hydroxyethyl)-4-methyl-2-pentenoate (inactive), along with a lactone breakdown product. The activity of the synthetic E-isomer was confirmed by GC-EAD, GC-MS, NMR, and bioassays. No antennal response was observed to the Z-isomer or the lactone. In a two-choice olfactometer bioassay, female D. abbreviatus moved upwind towards the synthetic pheromone or natural pheromone more often compared with clean air. Males showed no clear preference for the synthetic pheromone. This pheromone, alone or in combination with plant volatiles, may play a role in the location of males by female D. abbreviatus

De novo formation of an aggregation pheromone precursor by an isoprenyl diphosphate synthase-related terpene synthase in the harlequin bug.

Insects use a diverse array of specialized terpene metabolites as pheromones in intraspecific interactions. In contrast to plants and microbes, which employ enzymes called terpene synthases (TPSs) to synthesize terpene metabolites, limited information from few species is available about the enzymatic mechanisms underlying terpene pheromone biosynthesis in insects. Several stink bugs (Hemiptera: Pentatomidae), among them severe agricultural pests, release 15-carbon sesquiterpenes with a bisabolene skeleton as sex or aggregation pheromones. The harlequin bug, Murgantia histrionica, a specialist pest of crucifers, uses two stereoisomers of 10,11-epoxy-1-bisabolen-3-ol as a male-released aggregation pheromone called murgantiol. We show that MhTPS (MhIDS-1), an enzyme unrelated to plant and microbial TPSs but with similarity to trans-isoprenyl diphosphate synthases (IDS) of the core terpene biosynthetic pathway, catalyzes the formation of (1S,6S,7R)-1,10-bisaboladien-1-ol (sesquipiperitol) as a terpene intermediate in murgantiol biosynthesis. Sesquipiperitol, a so-far-unknown compound in animals, also occurs in plants, indicating convergent evolution in the biosynthesis of this sesquiterpene. RNAi-mediated knockdown of MhTPS mRNA confirmed the role of MhTPS in murgantiol biosynthesis. MhTPS expression is highly specific to tissues lining the cuticle of the abdominal sternites of mature males. Phylogenetic analysis suggests that MhTPS is derived from a trans-IDS progenitor and diverged from bona fide trans-IDS proteins including MhIDS-2, which functions as an (E,E)-farnesyl diphosphate (FPP) synthase. Structure-guided mutagenesis revealed several residues critical to MhTPS and MhFPPS activity. The emergence of an IDS-like protein with TPS activity in M. histrionica demonstrates that de novo terpene biosynthesis evolved in the Hemiptera in an adaptation for intraspecific communication

Attraction of the Invasive Halyomorpha halys (Hemiptera: Pentatomidae) to Traps Baited with Semiochemical Stimuli Across the United States

A recent identification of the two-component aggregation pheromone of the invasive stink bug species, Halyomorpha halys (Stål), in association with a synergist, has greatly improved the ability to accurately monitor the seasonal abundance and distribution of this destructive pest. We evaluated the attraction of H. halys to black pyramid traps baited with lures containing the pheromone alone, the synergist methyl (2E,4E,6Z)-decatrienoate (MDT) alone, and the two lures in combination. Traps were deployed around areas of agricultural production including fruit orchards, vegetables, ornamentals, or row crops in Delaware, Maryland, North Carolina, New Jersey, New York, Ohio, Oregon, Pennsylvania, Virginia, and West Virginia from mid-April to mid-October, 2012 and 2013. We confirmed that H. halys adults and nymphs are attracted to the aggregation pheromone season long, but that attraction is significantly increased with the addition of the synergist MDT. H. halys adults were detected in April with peak captures of overwintering adults in mid- to late May. The largest adult captures were late in the summer, typically in early September. Nymphal captures began in late May and continued season long. Total captures declined rapidly in autumn and ceased by mid-October. Captures were greatest at locations in the Eastern Inland region, followed by those in the Eastern Coastal Plain and Pacific Northwest. Importantly, regardless of location in the United States, all mobile life stages of H. halys consistently responded to the combination of H. halys aggregation pheromone and the synergist throughout the entire season, suggesting that these stimuli will be useful tools to monitor for H. halys in managed system

Field capture of Thyanta perditor with pheromone-baited traps

The objective of this work was to evaluate the field attractiveness of Thyanta perditor synthetic sex pheromone-baited traps, its attractivity to other stink bug species, and the response of T. perditor to a geometric isomer of the sex pheromone. Two-liter transparent plastic bottles traps were baited with rubber septa impregnated with the treatments: 1 mg of methyl-(2E,4Z,6Z)-decatrienoate [(2E,4Z,6Z)-10:COOMe], the male sex pheromone of T. perditor; 1 mg of (2E,4Z,6Z)-10:COOMe protected from sunlight in standard PVC plumbing pipe; 1 mg of its geometric isomer [(2E,4E,6Z)-10:COOMe]; and traps with rubber septa impregnated with hexane (control). The experiment was carried out in field during the soybean reproductive stages. Traps were monitored weekly, and the captures were compared to the population density estimated by the sampling cloth and visual inspection monitoring techniques. Traps baited with the sex pheromone, protected or not, were more effective in capturing T. perditor than traps baited with the isomer or the hexane. Thyanta perditor sex pheromone showed cross-attraction to other stink bug species, such as Euschistus heros, Edessa meditabunda, Piezodorus guildinii and Nezara viridula. Pheromone-baited traps can be used in population monitoring and to identify the relative composition of stink bug guilds

Attractant Pheromone of the Neotropical Species Neomegalotomus parvus (Westwood) (Heteroptera: Alydidae)

The Neotropical broad-headed bug, Neomegalotomus parvus (Westwood), is adapted to various leguminous crops and is considered a pest in common bean and soybean. The chemical communication of this species was studied in order to identify an attractant pheromone. Males and females of N. parvus produce several short-chain esters and acids, and their antennae showed electrophysiological responses to five of these compounds, three common to both sexes (hexyl butanoate, 4-methylhexyl butanoate, and hexyl hexanoate), and two female-specific compounds (4-methylhexyl pentanoate and hexyl pentanoate). Both aeration extracts of females and a solution containing five synthetic compounds mimicking the natural blend were attractive to males and females N. parvus in a laboratory bioassay. Aspects of the chemical ecology of the broad-headed bugs and the possibility to use pheromone-baited traps in the field for monitoring are discussed

Pheromone of the banana-spotting bug, Amblypelta lutescens lutescens Distant (Heteroptera: Coreidae): identification, synthesis, and field bioassay

The banana-spotting bug, Amblypelta lutescens lutescens Distant (Heteroptera: Coreidae), is one of the principal pests of tree fruits and nuts across northern and eastern Australia. Apart from visual damage assessment, there are currently no reliable methods for monitoring bug activity to aid management decisions. An attractant pheromone for this species that could be used as a trap lure could potentially fill this void. Earlier, two male-specific compounds were identified in airborne extracts from A. lutescens lutescens, (E,E)-α-farnesene and (R,E)-nerolidol; an unknown compound with a molecular weight 220 was also detected. We now report the identification of this hitherto unknown compound as (R,E,E)-α-farnesene-10,11-oxide. Synthesis of this epoxide was conducted using a regioselective asymmetric dihydroxylation of a sulfolene. A blend mimicking the natural proportions of (E,E)-α-farnesene, (R,E)-nerolidol, and (R,E,E)-α-farnesene-10,11- oxide attracted male and female A. lutescens lutescens as well as nymphs in the field, verifying that the aggregation pheromone comprises or is contained within this group of compounds. Copyrigh