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Simple Summary: Rosalia batesi Harold (Cerambycidae) is a longhorned beetle endemic to Japan distributed on the mainland from Hokkaido (north) to Kyushu (south). The beautiful appearance of the adults is renowned not only in Japan but worldwide. The larvae feed in the trunks of broad-leaf trees. Females were attracted to males in laboratory bioassays, which suggested that males produce a sex pheromone. We collected volatiles from R. batesi females and males and found a single male-specific compound. It was identified as 3,5-dimethyl-6-(1-methylbutyl)-pyran-2-one, which is the same compound identified as the pheromone of its European congener R. alpina. This alkylated pyrone is a unique structure among known cerambycid pheromones. In field bioassays carried out with the racemic synthetic pheromone in Japan, both sexes of R. batesi were attracted in significant numbers in a ratio of almost 1:1, indicating that the compound is an aggregation-sex pheromone. The longhorned beetle Rosalia batesi Harold (Coleoptera; Cerambycidae) is endemic to Japan, where its range extends from Hokkaido to Kyushu. The colorful adults are well-known to entomologists and collectors worldwide. It is a hardwood-boring species with larvae that develop in dead broad-leaf trees. In laboratory bioassays, females were attracted to males, which suggested that males produce a sex pheromone. The congeneric species R. alpina is native to Europe, and another congener, R. funebris, is distributed in North America. The pheromone components produced by males of these species had been previously identified as two compounds from different biosynthetic pathways. In the present study, volatiles were collected from beetles of both sexes, and the analyses of the resulting extracts revealed a single male-specific compound, which was identified as 3,5-dimethyl-6-(1-methylbutyl)-pyran-2-one; this is the same compound as the pheromone of the European R. alpina. This alkylated pyrone structure is, so far, unique among known cerambycid pheromones. In field bioassays with traps baited with the racemic synthetic pheromone, significant numbers of both sexes of R. batesi were attracted in an approximately equal ratio, indicating that the compound is an aggregation-sex pheromone rather than a sex pheromone. [ABSTRACT FROM AUTHOR]

The fall armyworm, Spodoptera frugiperda (J.E. Smith) (Lepidoptera: Noctuidae), is a polyphagous pest native to the tropical and subtropical Americas, but it has recently invaded the Eastern Hemisphere and spread rapidly. This migratory moth, which can fly long distances, now poses a global threat as a transboundary pest. To establish an efficient management program against this pest, monitoring of its occurrence is essential. Lures impregnated with four synthetic pheromone components of S. frugiperda – (Z)‐9‐tetradecenyl acetate (Z9‐14:Ac), (Z)‐11‐hexadecenyl acetate, (Z)‐7‐dodecenyl acetate, and (Z)‐9‐dodecenyl acetate – are commercially available, and traps baited with them are used for monitoring. However, in Japan, these pheromone traps frequently capture many non‐target moths, particularly Mythimna loreyi (Duponchel) (Lepidoptera: Noctuidae). We therefore reexamined the sex pheromone of S. frugiperda in an attempt to improve the monitoring lures and discovered trace amounts of (Z,E)‐9,12‐tetradecadienyl acetate (Z9E12‐14:Ac) in female extracts at ca. 0.2% of the primary component (Z9‐14:Ac). We verified its activity in males by field trap bioassays as well as antennal electrophysiology and demonstrated that this fifth component enhances the attractiveness of synthetic pheromones composed of the other four components to S. frugiperda and reduces the bycatch of M. loreyi. As Z9E12‐14:Ac is found in pheromones of most Spodoptera species, it may have been a pheromone component in the common ancestor and played a key role in divergence of pheromone systems in the genus Spodoptera. [ABSTRACT FROM AUTHOR]

Simple Summary: The invasive Asian longicorn beetle Anoplophora glabripennis and native Japanese white-spotted longicorn beetle A. malasiaca show an extensive overlap with host plants, niches, and emergence season. Hybridization between these two species is suspected. The surface of the female body is covered with contact sex pheromones that elicit male mating behavior within species. We evaluated the contact pheromonal activity of crude extract and fractions of female A. glabripennis and revealed a hydrocarbon fraction to show activity; however, it was relatively weak. There might be other, as yet unidentified active compounds in the extract. Only a small number of male A. glabripennis showed mating behavior when they were exposed to the crude extract of female A. malasiaca, whereas a considerable number of male A. malasiaca showed mating behavior when exposed to both female A. glabripennis and A. malasiaca extracts. Gomadalactones are essential contact pheromone components that elicit mating behavior in male A. malasiaca. We, therefore, attempted to detect gomadalactones in female A. glabripennis extract, but without success. We investigated the possible reasons for this phenomenon and the difference in male mate recognition systems between A. glabripennis and A. malasiaca. The Asian longicorn beetle Anoplophora glabripennis is a recently arrived invasive species to Japan. The Japanese native A. malasiaca shows an extensive overlap with A. glabripennis with host plants, niches, and emergence season. Hybridization between these two species is suspected in Japan. The surface of the female is covered with contact sex pheromones that elicit male mating behavior within species. We evaluated the contact pheromonal activity of crude extract and fractions of female A. glabripennis coated on a black glass model and revealed a hydrocarbon fraction and a blend of fractions to show activity but relatively weak, suggesting the presence of other unknown active compounds. Few male A. glabripennis showed mating behavior when they were exposed to a crude extract of female A. malasiaca. However, a considerable number of A. malasiaca males mounted and showed abdominal bending behavior when presented with glass models that were coated with each extract of female A. glabripennis and A. malasiaca. Gomadalactones are essential contact pheromone components that elicit mating behavior in male A. malasiaca; however, we could not detect them in female A. glabripennis extract. Here, we investigated the possible reasons for this phenomenon and the difference in male mate recognition systems between these two species. [ABSTRACT FROM AUTHOR]

Mealybug females release sex pheromones to attract conspecific males for mating. It is critical for mealybug males, which are fragile and short-lived, to respond to the pheromone of their species without time- and energy-consuming cross-attractions to other species. Thus, mealybug pheromone systems are considered to have evolved to be species-specific with unique structures in each species and offer an opportunity to study the diversity of pheromone chemistry that mediates intersexual courtship signals. More than 20 mealybug pheromones are reported to be monoterpenes in general, with only one exception, a hemiterpene alcohol esterified with a medium-chain fatty acid (MCFA), found in the Matsumoto mealybug, Crisicoccus matsumotoi. However, it is unknown whether this is truly exceptional, or if similar compounds are used in other related mealybugs. In this study, we isolated and characterized the pheromone of an allied species, the azalea mealybug C. azaleae. Using gas chromatography–mass spectrometry, nuclear magnetic resonance spectroscopy, and bioassays with synthetics, the pheromone was shown to be composed of isopropyl (E)-7-methyl-4-nonenoate, isopropyl (E)-7-methyl-4-octenoate, and ethyl (E)-7-methyl-4-nonenoate. Surprisingly, the structures of these compounds do not include hemiterpene nor monoterpene motifs but have methyl-branched MCFA parts that are similar to an acid moiety of the C. matsumotoi pheromone. This study implies irregular events for the divergence of pheromone structures in ancestors of the genus Crisicoccus and other mealybugs. [ABSTRACT FROM AUTHOR]

The flower bug Orius sauteri is a generalist predator that occurs throughout Japan, and is a promising indigenous natural enemy for micro-pests such as thrips, aphids, and spider mites. We aimed to manipulate the attraction, dispersal, and settlement behavior of Orius bugs using natural chemical substances emitted by the bugs themselves. To identify potential candidates, we screened components in the whole-body extract of O. sauteri based on antennal response and then determined their chemical structure. A gas chromatograph electroantennographic detector (GC/EAD) indicated that the antennae of males responded to two components in the extract of females. GC/mass spectrometry (MS) showed that these two components were octenal and octadienal. Derivatization or GC-FT-IR analysis identified these components as (E)-2-octenal and (E)-2,7-octadienal. To assess the effect of these components on O. sauteri behavior, we conducted two assays. A field bioassay demonstrated that a blend of the two components functioned as a sex pheromone, and a dispersal assay showed that (E)-2-octenal generated a dose-dependent dispersal response. Our study will provide baseline information for enhancing the retention of O. sauteri on important commercial crops to prey on pest species. [ABSTRACT FROM AUTHOR]

The elytra of females of the white-spotted longhorn beetle, Anoplophora malasiaca (Coleoptera: Cerambycidae), are coated with a contact sex pheromone, which was previously shown to be composed of at least three chemical groups. Individually, the chemical groups had little pheromonal activity, but a blend of all three exhibited activity equal to that of the crude female extract. Two groups are female-specific aliphatic hydrocarbons and ketones, which were previously synthesized and confirmed to elicit mating behavior. The third group consists of three lactones, gomadalactones A, B, and C, whose chemical structures were previously identified. These have now been synthesized, and the contact sex pheromone activities of synthetic gomadalactones A, B, and C, and the diastereomer of gomadalactone C, were tested in bioassays in this study. When tested in combination with synthetic hydrocarbons and ketones at the same doses as found in female elytra extract, the individual gomadalactones and a blend showed potent pheromonal activity equivalent to that of the crude extract of the elytra of female beetles. This completes the identification of the essential components of the contact sex pheromone of A. malasiaca. Redundancy of components in the hydrocarbon and ketone groups required to elicit mating behavior was observed previously, and this was also true for the gomadalactones. [ABSTRACT FROM AUTHOR]

Orius minutus (L.) (Heteroptera: Anthocoridae) is a natural enemy of agricultural pests such as thrips, aphids, and various newly hatched insect juveniles. In this study, we conducted 1) behavioral assays for evidence of contact sex pheromone activity in trails of O. minutus, and 2) chemical analysis to identify the essential chemical components of the trails. Males showed arrestment to trails of mature virgin females but not to trails from either conspecific nymphs or immature females. Females also showed arrestment to trails from conspecific males, although the response was weaker than that exhibited by males. The activity of female trails lasted for at least 46 h after deposition. Males showed a response irrespective of mating experience. Following confirmation that a contact sex pheromone was present in the trails of female O. minutus, we used a bioassay-driven approach to isolate the active chemicals. After fractionation on silica gel, the n-hexane fraction was found to be biologically active to males. A major compound in the active fraction was ( Z)-9-nonacosene; this compound was found only in trail extracts of mature virgin females. Synthetic ( Z)-9-nonacosene arrested O. minutus males, indicating that it is the major active component of the contact sex pheromone in the trails of female O. minutus. [ABSTRACT FROM AUTHOR]

The use of pheromones to disrupt mating behaviours is perhaps the most promising method for controlling the sugarcane pest Dasylepida ishigakiensis Niijima et Kinoshita, also known as the white grub beetle. Herein, based on laboratory observations of mating, oviposition and hatching behaviours in the white grub beetle, we suggest guidelines for the timing and length of sex-pheromone release in the field. In the present study, we collected virgin female adults early in the mating season (4 February) in sugarcane fields in Okinawa, Japan and mated them in the laboratory after different time intervals with males collected at the same time. We investigated the effects of delayed mating on mating success, timing of oviposition, female longevity after mating and progeny hatchability. Mating success – defined as the proportion of mated females that produced progeny – and hatchability were not significantly affected by mating delays of less than 31 days, although further delays dramatically decreased these parameters. Female life span and the time between mating and oviposition were unaffected by mating delay. Similar results were obtained for laboratory-reared adults mated on day 45, 60 or 80 after adult emergence. Based on these findings, we propose that releasing synthetic sex pheromones between mid-January (i.e. shortly before the start of the mating season) and late March would be optimal for disrupting the mating behaviours of this beetle in the field. [ABSTRACT FROM PUBLISHER]

In order to understand the visual orientation mechanisms of the male black chafer Holotrichia loochooana loochooana to females, we examined male behavioral response to colored objects (lures) when female sex pheromone was present. In the field, males landed more frequently on darker lures than on lighter ones of the same color. Among lures of different colors but with the same brightness, males preferred landing on black, blue, or red ones to green or grey ones. The reflectance intensities of preferred lures were weaker than those of green and grey in the range of 540-580 nm. This range is considered to affect choice by males. When females perch on the leaf edges of the food plant to adopt a calling posture, the dominant background color is that of the leaves (i.e., green). This means that the landing target forms a silhouette (dark spot) which is prominent against a background of green leaves, providing maximum visual acuity for mating. [ABSTRACT FROM AUTHOR]

Adults of the white grub beetle Dasylepida ishigakiensis Niijima et Kinoshita (Coleoptera: Scarabaeidae) emerge from the soil around dusk for mating on subtropical islands. The present study examines the factors controlling the emergence of males in the laboratory. There are two steps involved. Standby behaviour (i.e. insect head appears at the soil surface) can be observed for several hours before the beetles actually emerge for mating. The standby behaviour is facilitated by warm conditions, although the proportion of standby individuals is influenced not only by the temperature on that day, but also by that on the previous day. Experiments in which beetles are exposed to photoperiod and thermoperiod combinations, in and out of phase, show that temperature is more important in inducing standby and emerging behaviour than light alone. For the second step, factors such as temperature, light and the presence of the female sex pheromone determine whether males will leave the standby position and emerge onto the ground. The female sex pheromone stimulates standby beetles to exhibit emerging and wing vibration behaviours, although the effect depends on when it is presented to beetles. Beetles burrow back into the soil; this behaviour is influenced by illumination and time of the day but not by temperature. The results suggest that D. ishigakiensis possesses a sophisticated mechanism controlling male emergence from the soil. [ABSTRACT FROM AUTHOR]

Focuses on sex pheromone and related compounds in the Ishigaki and Okinawa strains of the tussock moth Orgyia postica (Walker). Discovery of two distinct electroantennographycally active components, A and B, and a weakly active component C in a solvent extract from virgin females of the Ishigaki strain of the tussock moth; Finding of components A, B, and C in the extract of the females at 4.0, 0.5, and 4.0 ng/female respectively; Confirmation that the attractant pheromone of O. postica of the Ishigaki strain is also (11S,12S)-1; Discussion of the attractiveness of the components to the males on both Japanese islands in the context of the activity and possible evolution of pheromonal polymorphism in the species.

Simple Summary: The white-spotted longicorn beetle, Anoplophora malasiaca, is one of the most destructive pests of many fruits and street trees. Effective controls are needed because the effect of marketed insecticides is limited. Entomopathogenic fungi offer a solution, combination with the beetles' contact sex pheromone. The surface of the female body is covered with contact sex pheromone, which we extracted. Males held onto a glass model coated with female extract for 5 h, but males held onto one without extract for <0.3 h. Males that held onto coated model, attached to fabric impregnated with an entomopathogenic fungus, Beauveria brongniartii, picked up significant fungi. The fungi were then transferred to females during mating. Our results indicate that a combination of contact pheromone with a pathogen could improve entomopathogenic infection of both male and female beetles. The white-spotted longicorn beetle, Anoplophora malasiaca, is one of the most destructive pests of horticultural crops and street trees. Effective controls are needed because the effect of marketed insecticides is limited. Entomopathogenic fungi offer a solution, and improving the rate of infection would be a breakthrough in this beetle's control. The combination of pathogenic fungi and the beetle's contact sex pheromone was suggested. The surface of the female body is covered with contact sex pheromone, which elicit male mating behavior. To develop a method for the practical control of this beetle, we evaluated the arrestant activity of female extract containing contact pheromone coated on a black glass model. Males presented with a coated model held on for 5 h (mean) during an 8-h experiment. In contrast, males presented with a control model held on for <0.3 h. Males that held onto coated models attached to fabric impregnated with conidia of the fungus Beauveria brongniartii picked up much conidia, which they then passed on to females during mating. [ABSTRACT FROM AUTHOR]