2-Phenylethanol, a presumed sexual stimulant produced by the male cabbage looper moth, Trichoplusia ni.

A sex pheromone produced by male cabbage looper moths, Trichoplusia ni (Hübner), has been isolated from the genital scent brushes and identified as 2-phenylethanol. It is shown conclusively to elicit specific behavioural responses in the female (such as wing vibration and abdominal elevation), as determined by a novel behavioural laboratory bioassay. This is taken as further evidence that the male pheromone of T. ni acts as a sexual stimulant (aphrodisiac) prior to mating. 2-Phenylethanol represents the first identification of a genital scent brush pheromone in the family Noctuidae, and of a male pheromone in the subfamily Plusiinae.     

The male pheromone of the old house borerHylotrupes bajulus (L.) (Coleoptera: Cerambycidae): Identification and female response

We report here the identification of the long-range, male-produced sex pheromone of the Old house borerHylotrupes bajulus. Chemical analysis of hexane extracts obtained by surface extraction from dissected prothoracic glands and from headspace samples of the two sexes, revealed male-specific compounds: (3R)-3-hydroxy-2-hexanone, 2-hydroxy-3-hexanone, the diastereomeric diols (2R, 3R)-2,3-hexanediol and (2S, 3R)-2,3-hexanediol, 2,3-hexanedione, as well as 1-butanol.In wind tunnel bioassays we tested the influence of these male-specific compounds from the prothoracal glands on the behaviour of unmated and mated females. Specific behavioural sequences of the tested females (activity, running behaviour, searching, cleaning, flying, extension of ovipositor) were recorded. Unmated females were attracted by male beetles, headspace extracts of males, synthetic blends of the major pheromone compounds as well as by the components (3R)-3-hydroxy-2-hexanone, and the diastereomeric diols. Hexane, female beetles and 2,3-hexanedione did not attract unmated females. The reactions of mated females to male beetles and headspace samples did not differ significantly from those of the controls.The results of the bioassays show that the two-stage premating behaviour is initiated by emission of a long-range sex pheromone from the male prothoracal glands, which functions as an activator, attractant, and possibly aphrodisiac for unmated females.     

Occurrence of a pheromone-producing gland in female tobacco beetles

Summary A pheromone-producing gland was discovered in the second abdominal segment of virgin female tobacco beetles,Lasioderma serricorne (Fabricius). The gland duct extends to an orifice below the genital pore and is supported by a rigid invagination of the integument. Hexane extracts of intact pheromone glands were found attractive to male tobacco beetles and also induced high receptor potentials in the olfactory sensilla of the antennae of maleL. serricorne. A surface extract of virgin females proved to be significantly more attractive than an extract of pheromone glands.     

Increased pheromone catabolism by antennal esterases after adult eclosion of the cabbage looper moth

Summary A marked increase in pheromone hydrolysis by antennal esterases occurred 24–72 h after eclosion and was coincident with the age ofTrichoplusia ni (Hübner) males that were maximally responsive to the pheromone as indicated from previous reports. This observed hydrolytic activity was also accompanied by the appearance of 3 esterase bands in the electrophoretic patterns of the antenna. The finding thus lends support to the hypothesis that the observed pheromone catabolism is an event closely associated with the olfaction process.Employed through a cooperative agreement with the Insect Attractants, Behavior, and Basic Biology Research Laboratory, Agricultural Research, Science and Education Administration, USDA, Gainesville, FL 32604.The authors acknowledge Dr James L. Nation for his helpful comments during the course of the work.     

Entwicklungsleistungen transplantierter Genital- und Analanlagen vonMusca domestica undPhormia regina

Summary InDrosophila, both sexes develop their whole genital and anal apparatus from one single median genital disc. Larvae ofMusca domestica andPhormia regina are equipped with 3 post-abdominal discs. In females, the median genital disc develops into the external analia, the hind gut and the parovaria. The 2 lateral genital discs together yield the chitinized structures of the 8th abdominal segment and the whole internal genital apparatus except the parovaria and the gonads. When transplanted into larval hosts of the same age as the donors, each lateral genital disc gives rise to an almost complete internal genital apparatus, i.e. they show a regulative capacity without previously being cultured. The entire male genital and anal apparatus develops from the median genital disc. The lateral genital discs of the male, as revealed by transplantation and exstirpation, seem to take part in the development of the syntergite 7+8.     

Dissection of the pheromone-modulated flight of moths using single-pulse response as a template

The upwind flight of male moths to conspecific females is mediated by the chemical and structural characteristics of a pheromone plume. We describe the reaction of maleCadra cautella, the almond moth, to the interception of single pulses of sex pheromone, the smallest structural units of odour plumes. Following loss of a pheromone plume, males cast, that is fly a crosswind course without progressing upwind. The response of casting males to interception of a pulse of 0.25 s duration was, after a delay of 0.21±0.07 s, to turn and briefly fly straighter upwind, resulting in average net upwind displacements of 18 cm in a 50 cm s^–1 wind. Upwind progress in the single-pulse response was the result of steering more upwind and an increase in airspeed, although average ground speed remained unchanged. During the last third of the surge, males turned crosswind, returning to casting flight. These behavioural reactions to pheromone contact and loss support the phasic-tonic model of odour-modulated flight, in which an underlying tonic counterturning rhythm, expressed upon pheromone loss, is briefly overridden by phasic upwind surges, expressed upon interception of the pheromone filament. The surge portion of the cast-surge-cast response was diminished and more crosswind if individual pulses were shorter (0.02 s), probably due to sub-optimal contact with pheromone. The cast-surge-cast response to interception of a single 0.25 s pulse was used as a template to interpret the form of flight tracks in plumes of known structure. The template matched portions of flight tracks of males flying in plumes of low pheromone pulse frequency, thus reflecting the male's pattern of pulse encounter. In plumes ensuring a high frequency of pulse interception, only the upwind surge portion of the template was expressed, resulting in nearly straight upwind flight tracks. Similar nearly straight upwind flight tracks occurred in flights along plumes of low pulse frequency with large volume. Thus flight tracks of maleC. cautella to point sources of pheromone depend on both the frequency and the size of filaments encountered.     

Tissue distribution and substrate specificity of an epoxide hydrase in the gypsy moth,Lymantria dispar

The stereoselectivity of the enzymatic hydration of disparlure, the pheromone for the gypsy mothLymantria dispar, and for twomeso analogues was determined. A single expoxide hydrase (EH), present in various male and female moth tissues, converted disparlure and the analogues to their respectivethreo-(R,R)-diols with high stereoselectivity as determined by analysis of the diols by chiral phase capillary gas chromatography. This EH recognizes thecis-nature of the dialkyl oxirane, but shows poor discrimination of the two alkyl chains.     

Avoidance of competition by spruce bark beetles,Ips typographus andPityogenes chalcographus

Bark beetles,Ips typographus andPityogenes chalcographus, attracted by synthetic or natural pheromone to Norway spruce logs,Picea abies, preferred to colonize uninfested logs rather than logs occupied by these beetles, probably as a means of avoiding intra-and interspecific competition. The aggregation pheromone components ofP. chalcographus, chalcogran and methyl (E, Z)-2,4-decadienoate, inhibited the attraction response ofI. typographus to its pheromone components (methyl butenol andcis-verbenol), while the converse was not true. However, verbenone released from colonized bark inhibited pheromonal response ofP. chalcographus.     

Enhancement of boll weevilAnthonomus grandis Boh. (Coleoptera: Curculionidae) pheromone biosynthesis with JH III

Summary The juvenile hormone JH III, when incorporated at 1.0 ppm in the diet of adult male boll weevils (Anthonomus grandis Boh.), increased the biosynthesis of its 4 pheromone compounds by 3 times. The biosynthesis at lower and higher levels of JH III was less. JH I was not active at any of the concentrations tested.In cooperation with the Miss. Agr. and For. Exp. Sta., Miss. State, MS 39762. Mention of a proprietary product does not necessarily imply endorsement of this product by the USDA.     

Are host plants important in pheromone-mediated mating systems of lepidoptera?

Summary The role of host plants in the synthesis and release of lepidopteran sex pheromones is examined. Females synthesise pheromones de novo and pheromone quality is not markedly influenced by larval food sources. However, host plants may have a significant effect on different physiological and behavioural parameters associated with pheromone production. Males in some species of Nymphalidae and Arctiidae use secondary plant compounds, such as pyrrolizidine alkaloids, as a pheromone precursor. In such cases these plant compounds serve an additional role, such as protection against predation, and may reflect potential male reproductive investment. In the one instance where the effect of larval host plants on the de novo synthesis of a male sex pheromone was examined, larval nutrition did not alter either the quality or quantity of the hairpencil contents.     

Identification of a testosterone-dependent unique volatile constituent of male mouse urine: 7-exo-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1]-3-octene

Summary Investigations regarding the chemical composition of the volatiles in male mouse urine have recently enabled the structural elucidation of a hitherto unreported urinary component, 7-exo-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1]-3-octene. This compound's uniqueness to mouse urine and its dependence on testosterone levels in the male suggest its probable role as a mouse pheromone or pheromone adjuvant.     

Sex attractant responses of male oriental fruit moths to a range of component ratios: Pheromone polymorphism

Summary Attraction of maleGrapholitha molesta to different ratios of an attractant blend is not correlated with individuals or behavioural classes optimally responsive to different mixtures.This research was supported by the Rockefeller Foundation and NSF Grant No. GB 38020. We thank Dr.W. W. Averhoff (Univ. of Texas) for access to unpublished material and valuable discussions on the evolutionary role of pheromone polymorphism.     

The secret of truffles: A steroidal pheromone?

Summary The steroid 5-androst-16-en-3-ol has a pronounced musk-like scent. It is a major constituent of the pheromone of the boar. It occurs also in axillary sweat of men but is devoid of androgenic activity. The presence of this steroid has been demonstrated in truffles (Tuber melanosporum) both by radioimmunoassay and by gas chromatography-mass spectrometry in quantities of 40–60 ng/g fresh material. This offers an explanation for the ability of pigs to detect truffles growing as deep as 1 m under ground.     

Hormonal control of pheromone responsiveness in the male black cutwormAgrotis ipsilon

In Lepidoptera, reproduction is linked to chemical communication between conspecific partners. When exposed to the female sex pheromone, males respond by exhibiting typical sexual behaviour which leads to mating. Here we show that presence of the juvenile hormone producing gland (corpora allata) of the male black cutworm,Agrotis ipsilon, is necessary for pheromone responsiveness. Allatectomized males do not show any sexual behaviour, although their antennal olfactory system is functional. Allatectomized males implanted with active corpora allata recover full pheromone receptivity. It is suggested that reproductive processes are synchronized in males and females through endocrine control; timing of the mating activity could serve as an adaptive strategy linked to the migratory behaviour of this species.     

Chemical attraction of the eastern yellowjacket,Vespula maculifrons (Hymenoptera: Vespidae)

Summary Workers and queens of the eastern yellowjacket,Vespula maculifrons, are attracted to the artificial long-range attractant pheromone of the predaceous pentatomid,Podisus maculiventris. A 11 mixture of linalool or -terpineol and (E)-2-hexenal is as attractive toV. maculifrons workers as the pheromone.We thank A.S. Menke of the Systematic Entomology Laboratory, USDA, for identifying the yellowjackets. Mention of a company name does not imply endorsement by the US Department of Agriculture.     

Chemical analysis of the pheromone blends produced by males and females of the neotropical moth,Mocis megas (Guénée) (Lepidoptera,Noctuidae, Catocalinae)

Summary Pheromonal secretions produced by females and males of the noctuid moth,Mocis megas (Guénée) have been analyzed by gas chromatography and mass spectrometry (EI (electron impact) and CI (chemical ionization)). The female sex pheromone was a blend of (Z,Z,Z) 3,6,9 heneicosatriene (55%) and (Z,Z) 3,6-cis-9S, 10R-epoxyheneicosadiene (45%). Male secretion produced at the level of a prothoracic organ was a blend of two unsaturated major hydrocarbons: (Z,Z) 6,9 heneicosadiene, (64%) and (Z,Z,Z) 3,6,9 heneicosatriene (24%) and C₁₉, C₂₀ and C₂₂ homologues (total ratio 12%), as minor components. The trienic hydrocarbon was present in both sexes. The behavioral role of this male secretion has not yet been elucidated.     

o-Aminoacetophenone,a pheromone that repels honeybees (Apis mellifera L.)

Summary o-Aminoacetophenone is a pheromone produced by virgin honeybee queens and released with feces. In small social groups, the pheromone repels and is used to terminate agonistic interactions between queens and workers.     

Assortative mating between chromosome forms of the mole rat,Spalax ehrenbergi

Females of two parapatric chromosomal forms (2n=52 and 2n=58) of the fossorial mole rat,Spalax ehrenbergi, in Israel, were tested for mate selection between two alternative, a homo- and a heterochromosomal, males. Estrous females significantly preferred the male of their own chromosomal form, on the basis of several behavioural criteria. The evolutionary significance of the positive assortative mating found, lies presumably in reinforcing reproductive isolation between the chromosome forms, thereby contributing to finalize speciation.     

Enhanced production of aggregation pheromones in four stored-product coleopterans feeding on methoprene-treated oats

Summary Production of aggregation pheromones by maleOryzaephilus surinamensis, O. mercator, Cryptolestes ferrugineus, andTribolium castaneum was enhanced by feeding on methoprene-treated oats, implicating juvenile hormone in control of pheromone production. Methoprene application to control insects in stored food products may cause enhanced pheromone production by these insects, thus drawing additional beetles into the treated product.Acknowledgments. We thank Dr. G. B. Staal of Zoëcon Corp. for a generous gift of methoprene. Particular thanks are due to J. Dodic for technical assistance. Research funded by the Natural Sciences and Engineering Research Council of Canada and the Science Council of British Columbia.