Search

The pheromones of crane flies (Tipulidae), one of the largest families within the order Diptera (over 15,000 species), are unknown. The aim of our study was to identify the chemical compounds involved in communication in Tipula autumnalis , a representative species of the family. Female cuticular washes were found to be attractive to males in a bioassay. GC-EAD analysis revealed nine EAG-active compounds, which were identified as cuticular hydrocarbons (CHCs). Both males and females contained these CHCs, though in different ratios. The strongest antennal responses in male T. autumnalis were evoked by n -pentacosane, ( Z )-9-pentacosene, and ( Z , E )-6,9-pentacosadiene, which were the predominant components in females. Each of these compounds were attractive to males in the behavioral assay and are therefore attributed to the female sex pheromone of T. autumnalis . ( Z )-9-tricosene and ( R )-3-methylheneicosane elicited both EAG and behavioral responses in males and were abundant in washes from same-sex individuals. In addition to the compounds involved in female-male interactions, it is evident that T. autumnalis also employs CHCs in male-male interactions. The exact roles of some compounds remain undetermined. Among the semiochemicals, the established stereostructure of ( Z , E )-6,9-pentacosadiene and the olfactory/behavioral effects of ( R )- and ( S )-3-methylheneicosane were novel findings in insects.

Cuckoo wasps, also known as jewel or gold wasps (Hymenoptera: Chrysididae), are kleptoparasites and parasitoids that impose their offspring on the breeding efforts of other wasp species. Chrysidids oviposit in the nests of predatory wasps, and the hatched larva kills the host's larva and consumes the resources collected by the host. When a cuckoo wasp is detected by the host wasp, the host may abandon the nest or take other measures to prevent the development of the kleptoparasite. Chemical camouflage, particularly involving cuticlar hydrocarbons (CHCs), is crucial for cuckoo wasp females. There is a conflict because females need chemical signals that are easily detectable by males but not by the host wasps. It was demonstrated that virgin females of Chrysis angustula, Chrysis fulgida, and Chrysis iris contain CHCs that stimulate behavioral reactions in conspecific males. Coupled gas chromatography-electroantennogram detection analysis revealed 16 hydrocarbons with carbon chain lengths of C23-27 in virgin females: 6 in C. angustula, 8 in C. fulgida, and 13 in C. iris. A specific ratio of CHC compounds, including putative sex pheromones, was established for these three chrysidid species. Observations of re-mating refusals led to the hypothesis that virgin females of cuckoo wasps cease production of some unsaturated CHCs, functioning as sex pheromones, following mating. This change could reduce the risk of detection of CHCs traces left while entering the host's nest., (© 2024 Wiley Periodicals LLC.)

Beetle Tenebrio molitor L. (Coleoptera, Tenebrionidae) is a well-known pest of grain and flour in food stores and grocery shops. Recently, commercial cultivation of the insect was started for human food and animal feed. Behaviour control of this insect using natural repellents is promising both for grain protection and commercial cultivation. We analysed if natural products of plant origin, namely essential oils (EOs), could be used for this purpose. Behavioural tests were performed using EOs of six plants: thymus ( Thymus vulgaris ), eucalyptus ( Eucalyptus globulus ), spearmint ( Mentha spicata ), lavandin ( Lavandula × hybrida ), East-Indian lemongrass ( Cymbopogon flexuosus ), and clove ( Eugenia caryophyllus ). The most effective repellent for mealworm larvae was EO of spearmint, moderate activity showed that of clove and the least repellent were EOs of lemongrass thymus and lavandin. EO of eucalyptus caused almost no or very low effect. Six of the most abundant compounds of the EOs were selected for testing. The most effective single compounds were terpinene-4-ol and carvone, low-effective cis-sabinene hydrates and those of no significant activity were limonene, myrcene and γ -terpinene.

The parasitoid Cotesia glomerata L. (Hymenoptera: Braconidae) oviposits in larvae of the large cabbage white butterfly (Pieris brassicae L.). Many parasitoids are attracted by volatile organic compounds (VOCs) emitted by the plant that the host insects feed on. The objectives of the study were to identify the VOCs in leaves of two varieties of cabbage (white cabbage, Brassica oleracea var. capitata f. alba and cauliflower, B. oleracea var. botrytis) damaged by P. brassicae caterpillars which elicit antennal responses of C. glomerata, and characterize the olfactory spectra of females and males. Leaf extracts were analyzed by using gas chromatography equipped with an electroantennographic detector (GC-EAD) and GC-mass spectrometry. In total, 32 olfactory-active compounds for C. glomerata in cauliflower and 24 in white cabbage were revealed. The females perceived more compounds than males. Hexan-1-ol, (E)-3-hexen-1-ol, (E)-2-octenal, benzylcianide, tetradecanal, and two unidentified compounds elicited EAG responses in females but not in males. Females were more sensitive to (E)-3-hexenal, (Z)-3-hexenal, and pentadecenal, whereas males showed higher sensitivity to (Z)-3-hexenyl butanoate, heptanal, (Δ)-2-pentenal, (E)-2-hexenol, and octanal. The olfactory spectrum of C. glomerata was expanded from 18 to 41 VOCs emitted by different varieties of cabbage damaged by P. brassicae caterpillars. Eight EAG-active VOCs were common for all cabbage varieties. In tritrophic interactions, benzylcyanide can serve as an important signal for C. glomerata females indicating damage of cabbage caused by P. brassicae caterpillars. The data are useful for development of a push-pull strategy for P. brassicae control, based on parasitoid behavior regulation by VOCs., (© The Author(s) 2022. Published by Oxford University Press on behalf of Entomological Society of America. All rights reserved. For permissions, please e-mail: journals.permissions@oup.com.)

Sosnowsky's hogweed ( Heracleum sosnowskyi Manden.), an important invasive species in Eastern Europe, is a monocarpic perennial plant that propagates exclusively by seeds. Hence, interfering with seed viability could help control its spread. In the present study, we investigated the effect of exogenous GA 3 (25, 100 and 150 mg/L) sprayed twice onto flowering H. sosnowskyi plants on the development of fruits (mericarps) and their ability to germinate under field conditions over the growing seasons of 2018 and 2019. Mericarps from plants sprayed with GA 3 failed to develop normally. The width/length ratio of mericarps decreased by 23% to 25% after 150 mg/L GA 3 application and their average weight decreased between 7% and 39% under all GA 3 treatments. X-ray radiographs revealed that the internal structure was malformed, with many of the mericarps lacking well-developed seeds. Proportionally fewer well-developed mericarps were produced by GA 3 -treated plants than water-sprayed control plants in 2018. Seed germination assessed outdoors in seeds buried in the ground was also severely reduced (from 58% to 99% after 150 mg/L GA 3 application). This indicates that exogenous GA 3 sprays result in incomplete seed development and a consequent decrease in viability and germination. As the highest GA 3 dose used resulted in significantly reduced propagation of Sosnowsky's hogweed through seeds in the field, GA 3 provides a promising approach to the control of the spread of this invasive weed species.

European cherry fruit fly, Rhagoletis cerasi (Diptera: Tephritidae), is the most important pest of sweet and sour cherry fruit. This fly is difficult to control by insecticide application since most of the conventional insecticides used have been banned in Europe. Traps are used for both the pest's mass trapping and the detection of the beginning of the flight period. Data on flies' reactions to host-plant volatile organic compounds (VOCs) can be used to search for new attractants. VOCs were collected from the headspace of sour cherry, P. cerasus , fruit. Gas chromatography-mass spectrometry (GC-MS) resulted in the identification of 51 compounds. Terpenes and esters predominated in two aspects: in the highest diversity of the compounds, and the amount of the total VOC emissions (62.3%). Among the single VOCs, ethyl octanoate prevails, followed by ( E )-4,8-dimethyl-1,3,7-nonatriene. GC-electroantennographic detection (GC-EAD) revealed 14 EAG-active compounds and those were identified. In Y-tube olfactometer tests, EAG-active compounds (( E )- β -ocimene, linalool, and ( Z )-3-hexenyl 3-methylbutanoate) attracted R. cerasi females in a similar way to the odour of sour cherry fruit.

Yeast produced semiochemicals are increasingly used in pest management programs, however, little is known on which yeasts populate cherry fruits and no information is available on the volatiles that modify the behaviour of cherry pests including Rhagoletis cerasi flies. Eighty-two compounds were extracted from the headspaces of eleven yeast species associated with sweet and sour cherry fruits by solid phase micro extraction. Esters and alcohols were the most abundant volatiles released by yeasts. The multidimensional scaling analysis revealed that the odour blends emitted by yeasts were species-specific. Pichia kudriavzevii and Hanseniaspora uvarum yeasts released the most similar volatile blends while P. kluyveri and Cryptococcus wieringae yeasts produced the most different blends. Combined gas chromatographic and electroantennographic detection methods showed that 3-methybutyl acetate, 3-methylbutyl propionate, 2-methyl-1-butanol, and 3-methyl-1-butanol elicited antennal responses of both R. cerasi fruit fly sexes. The two-choice olfactometric tests revealed that R. cerasi flies preferred 3-methylbutyl propionate and 3-methyl-1-butanol but avoided 3-methybutyl acetate. Yeast-produced behaviourally active compounds indicated a potential for use in pest monitoring and control of R. cerasi fruit flies, an economically important pest of cherry fruits.

Sea buckthorn, Hippophae rhamnoides L ., has considerable potential for landscape reclamation, food, medicinal, and cosmetics industries. In this study, we analyzed fungal microorganism populations associated with carposphere of sea buckthorn harvested in Lithuania. An amplicon metagenomic approach based on the ITS2 region of fungal rDNA was used to reveal the ripening-affected fungal community alterations on sea buckthorn berries. According to alpha and beta diversity analyses, depending on the ripening stage, sea buckthorn displayed significantly different fungal communities. Unripe berries were shown to be prevalent by Aureobasidium , Taphrina , and Cladosporium , while ripe berries were dominated by Aureobasidium and Metschnikowia . The selected yeast strains from unripe and mature berries were applied for volatile organic compounds identification by gas chromatography and mass spectrometry techniques. It was demonstrated that the patterns of volatiles of four yeast species tested were distinct from each other. The current study for the first time revealed the alterations of fungal microorganism communities colonizing the surface of sea buckthorn berries at different ripening stages. The novel information on specific volatile profiles of cultivable sea buckthorn-associated yeasts with a potential role in biocontrol is important for the development of the strategies for plant cultivation and disease management, as well as for the improvement of the quality and preservation of the postharvest berries. Management of the fungal microorganisms present on the surface of berries might be a powerful instrument for control of phytopathogenic and potentially antagonistic microorganisms affecting development and quality of the berries.

The plantation area of sea buckthorn ( Hippophae rhamnoides L.) is expanding in many European countries due to increasing demand for berries, thus creating suitable conditions for the rapid expansion of the fruit fly Rhagoletis batava , a pest of economic importance. To decrease insecticide use, effective means for pest population monitoring are required, including the use of pheromones. Male fruit flies emit (-)-δ-heptalactone as revealed by gas chromatography-mass spectrometry analyses of samples obtained using headspace methods. The two enantiomers of δ-heptalactone were synthesized using enantioselective synthesis. A gas chromatography-electroantennographic detection analysis of both stereoisomers revealed that only (-)-δ-heptalactone elicited electrophysiological responses, whereas no signal was registered to (+)-δ-heptalactone in fruit flies of either sex. In the field assay, traps baited with (-)-δ-heptalactone caught significantly more fruit flies compared with the unbaited traps. Our results are the first to demonstrate the efficacy of (-)-δ-heptalactone as a bait for trapping R. batava . As a behaviorally attractive compound to R. batava fruit flies of both sexes, (-)-δ-heptalactone is attributed to aggregation pheromones. This is the first report of an aggregation pheromone within the genus Rhagoletis .

Olfactory cues have a large impact on insect behaviour and fitness consequently showing potential in pest management. Yeast released volatiles are used by insects as olfactory cues for finding feeding and oviposition sites. The yeast strain SB-16-15 was isolated from spontaneous fermentation of Hippophae rhamnoides berries and identified as Pichia kudriavzevii . Thirty-nine volatiles were sampled from the headspace of P. kudriavzevii yeasts by solid phase micro extraction and identified by gas chromatography and mass spectrometry techniques. Ten of those volatiles elicited antennal responses of Rhagoletis batava flies, one of the most serious pest of H. rhamnoides berries. In the two-choice experiments, R. batava flies preferred the mixture composed of nine synthetic compounds analogous to electroanntenographic active volatiles released by the yeasts compare to the solvent control. Female flies were significantly attracted to the mixture at the concentration 0.1 µL mL -1 and showed no preference to the mixture at the concentration 1 µL mL -1 versus control while males reacted positively to the synthetic blend at the concentration 1 µL mL -1 . Herein, for the first time, behaviour modifying effect of H. rhamnoides berry related yeast volatiles was shown suggesting these semiochemicals have potential in use for monitoring R. batava flies., Competing Interests: Authors declare no conflict of interest., (© 2019 The Authors. Published by Elsevier B.V. on behalf of Cairo University.)

Numerous studies have demonstrated the impact of exogenous gibberellin on fleshy fruit formation, but the effect on dry fruits is not yet well known. To test the role of gibberellin (GA 3 ) in dry fruit formation, we analysed the impact of exogenous GA 3 on the invasive plant Sosnowsky's hogweed ( H. sosnowskyi Manden.) seed development and germination. Treatment of GA 3 concentrations of 0.07 mM, 0.14 mM, 0.28 mM, 0.43 mM was applied to flowers at the early stage of development. Seeds were collected from treated satellite umbels. It was observed that GA 3 treatment did not have a significant effect on the size of H. sosnowskyi seeds, but caused various changes in their shape. The data on semi-thin longitudinal sections of H. sosnowskyi mericarps and SEM micrographs of embryos showed that the embryos in GA 3 (0.43 mM) treated variants were at torpedo stage, while in control variants-mature embryos. The germination of seeds of each variant was estimated by burying them in the soil. Our studies indicated that GA 3 application reduced the germination of H. sosnowskyi seed from 98.0% (control) to 16.5% (GA 3 concentration 0.43 mM). It was assumed that exogenous application of GA 3 had influence on the development of dry Sosnowsky's hogweed seeds and could be used to inhibit the spread of this invasive plant., Competing Interests: The authors declare there are no competing interests.

Determination of the optimal insemination time in dairy cows is vital for fertilization success and is a challenging task due to silent or weak signs of estrus shown by some cows. This can be overcome by combining several estrus detection methods, leading to higher detection rates. However, an efficient, noninvasive method for detecting estrus in cows is still needed. Chemical cues released by the cow during estrus have been proposed to have pheromonal properties and signal readiness to mate to the bull. Such cues could be used in an industrial setting to detect cows in estrus. However, no conclusive published data show temporal changes in putative sex pheromone levels during estrus. The goal of this study was to determine the temporal pattern of putative sex pheromone components during estrus and to assess the reproducibility of changes in pheromone concentration with respect to ovulation time. Two injections of the hormone PGF 2α were administered over a 2-wk interval to induce and synchronize the estrous cycles of 6 Holstein cows. The precise time of ovulation was determined by means of an ultrasound technique, and estrus was determined by visual observation. Using solid-phase microextraction gas chromatography-mass spectrometry techniques, we showed that acetic and propionic acids, which have been proposed to be putative sex pheromone components in cows, were present in the headspaces of all estrous and diestrous fecal samples, whereas 1-iodoundecane was not detected by solid-phase microextraction or by solvent extraction with diethyl ether. Low levels of acids were observed until 1 d before ovulation, at which point their concentrations increased, peaking around 0.5 d before ovulation. The application of labeled synthetic standards revealed that during the peak of release, 36 ± 8 ng (average ± SD) of acetic acid and 10 ± 3 ng of propionic acid were present in 0.5-g samples of estrous-phase fecal matter compared with 19 ± 5 and 2.3 ± 1 ng of acetic and propionic acids, respectively, in the control diestrous samples. After the peak, the amounts of the compounds decreased sharply to match those of the control samples and afterward returned to the baseline readings. This decrease in the amounts of putative pheromone components was registered about 12 h before ovulation, indicating that acetic and propionic acids could be used as biomarkers for the electronic detection of ovulation., (Copyright © 2017 American Dairy Science Association. Published by Elsevier Inc. All rights reserved.)

Analysis of the sex pheromone gland of virgin Synanthedon scoliaeformis females by gas chromatography/mass spectrometry revealed six compounds structurally related to sex pheromone components of other clearwing moths: (E,Z)-2,13-octadecadienyl acetate (E2,Z13-18:OAc), (E,Z)-2,13-octadecadienol, octadecanol acetate, octadecanol, (Z,Z)-3,13-octadecadienyl acetate (Z3,Z13-18:OAc), and (Z)-13-octadecenyl acetate. Trapping tests demonstrated that E2,Z13-18:OAc is the sex pheromone of S. scoliaeformis and is essential for attracting males; addition of the other compounds did not enhance catch. Synanthedon scoliaeformis and S. tipuliformis are the only Palearctic clearwing moths whose distribution range and seasonal flight periods overlap and that are known to use E2,Z13-18:OAc in sex pheromonal communication. Hourly monitoring of male catches in traps revealed that sex pheromone communication in S. scoliaeformis and S. tipuliformis species follows different diurnal patterns. Z3,Z13-18:OAc, found in S. scoliaeformis females, is a known behavioral antagonist against S. tipuliformis males, while (E,Z)-3,13-octadecadienyl acetate, a minor sex pheromone component of S. tipuliformis, is an antagonist against S. scoliaeformis males. The effect of sex pheromones and antagonists, combined with different diurnal mate searching times, contribute to the specificity of sex communication channels in these two clearwing moth species.

Previously it was shown that m- and p-cresols in the urine of mares exhibits a temporally reproducible pattern that is dependent on ovarian activity and, thus, provides information about the timing of ovulation. New behavioral data demonstrate 1) that stallions spend significantly more time sniffing p-cresol as compared to o-, and m-cresols, and, 2) that the extent of stallions' erections differ significantly in response to different types of samples. The lowest erection level was recorded for the pure-water control, a moderate erection level was elicited by the urine of diestrous mares, and the highest erection level was elicited by urine of a diestrous mare containing synthetic p-cresol at a quantity equivalent to half of the amount of p-cresol found in the urine of estrous mares. Consequently, p-cresol is at least one of the components of a horse sex pheromone.

Gram-negative-staining bacteria that were resistant to monoterpene myrcene (7-methyl-3-methylene-1.6-octadiene, C10H16, at concentrations of up to 10 µl ml(-1) in TSB) were isolated from the gut contents of adult bark beetles Ips typographus (Coleoptera, Scolytidae). The beetles were collected from the bark of Norway spruce (Picea abies) in Lithuania. Bark beetles feed on conifers, which produce myrcene among many other defensive compounds. It has been suggested that the micro-organisms present within the beetles' guts could be involved in their resistance towards this plant defensive compound. The most resistant bacterial strains were isolated and characterized by phenotypic assays as well as fatty acid analysis, 16S rRNA gene sequencing, multilocus sequence analyses (MLSA) based on the rpoB, atpD and infB genes and DNA-DNA hybridization. Biochemical characterization indicated that the bacteria belonged to the family Enterobacteriaceae. Phylogenetic analyses of the 16S rRNA gene sequences and MLSA of the novel strains revealed that they belonged to the genus Erwinia, but represented a novel species. The dominant cellular fatty acids were C16:0 and C17:0 cyclo. The DNA G+C content was 49.1 mol%. The results obtained in this study indicated that these bacteria from the bark beetle gut represented a novel species, for which the name Erwinia typographi sp. nov. is proposed, with the type strain DSM 22678T (=Y1T=LMG 25347T).

Urine samples from 14 mares, belonging to five breeds, were collected at estrus and diestrus to search for estrous specific volatile compounds which could be used to determine ovulation time. Around 150 volatiles were collected from urine head-space samples by solid phase micro extraction technique, and analyses were conducted by gas chromatography-mass spectrometry methods. Comparison of chromatographic profiles of volatile substances revealed that concentrations of m- and p-cresols were significantly greater during estrus while diethylphthalate was more abundant at diestrus. Monitoring of m- and p-cresols during the period of estrus and a few days before and after estrus revealed irregular changes in amounts of cresols until 3-4 days before ovulation when the concentration of the compounds began to increase with peaks 1 day before ovulation. On the day when ovulation occurred, amounts of the metabolites decreased sharply, almost to basal concentrations, and remained at these concentrations for 6 days - when sampling was finished. In four of the mares changes in the concentration of diethylphthalate were less pronounced and more temporally variable compared with those of cresols. Based on reproducible temporal changes in concentrations of m- and p-cresols, with respect to the time of ovulation, a noninvasive test to determine a precise insemination time could occur. This would save time, reduce costs and simplify the procedure., (Copyright © 2012 Elsevier B.V. All rights reserved.)

Linalool is either a toxic compound to a few species of plant parasitic nematodes or attractive to entomopathogenic nematodes. This compound is produced and emitted by several host plants of Globodera rostochiensis and G. pallida, the potato cyst nematodes (PCN). With the aim to reveal the effect of linalool on PCN, laboratory assays were carried out. Survival of PCN second-stage juveniles (J2s) in water + linalool control did not differ; thus, proving linalool to be nontoxic to PCN. Behavioral assays carried out in Petri dishes revealed attractiveness in the form of positive response of J2s of both PCN species towards linalool. Based on these behavioral assays, sensitivity to linalool of G. rostochiensis J2s was higher compared with that of G. pallida J2s. Linalool is the first compound of plant origin to elicit positive response in both PCN species.

The solid-phase microextraction (SPME) technique was applied and optimized for collection of volatile compounds emitted from oestrous urine of mares Equs cabalus L. (Perissodactyla, Equidae) for GC-MS analyses. Variables such as type of SPME fibre, collection time of volatiles, and addition of salt were optimized to improve the sampling efficiency in two aspects: extent and selectivity of absorption/adsorption of urine volatiles onto SPME fibres. The data revealed that the number of volatiles and the total amount represented as quantitative peak areas of the compounds trapped on fibres coated either with polydimethylsiloxane-divinylbenzene or with divinylbenzene-carboxen-polydimethylsiloxane were significantly higher compared to those coated with polydimethylsiloxane, polyacrylate, and carbowax-divinylbenzene. The polydimethylsiloxane-divinylbenzene-type of fibre coating was chosen for optimization of sampling time and effect of salt addition. Sampling periods lasted for 15, 30, 60, 120, and 240 min. The optimal collection time of volatiles from urine maintained at about 36 degrees C was 60 min, as the number of compounds detected with amounts sufficient for quantification did not differ significantly from those trapped during longer collection periods. No significant increase in total amount of volatiles trapped was registered after 120 min of sampling. Addition of 0.3 g NaCl to the 2-ml of samples shortened the collection period from 60 to 15 min during which almost all compounds were trapped. Addition of salt has a significant effect at all sampling periods taking into consideration the total amounts of volatiles trapped. The total intensities increased about 8, 5, 3, 3, and 2 times at collection periods of 15, 30, 60, 120, and 240 min, respectively, when compare with the ones obtained from the urine samples with no salt addition. In oestrous mare's urine, 139 +/- 4 (average number +/- standard deviation) volatile compounds suitable for quantitative analyses were detected compared to 45 compounds collected by the gas-tight syringe method.

Development of new, ecologically safe technologies to control insect pest populations is of great importance. Photoactive compounds usually used for photosensitization might be effective as pesticide agents, with low impact on the environment, being non-toxic and not mutagenic. Phosensitizer accumulates within the insect body and, following exposure to visible light, induces lethal photochemical reactions and death. The aim of this study is to evaluate the possible usage of several photosensitizers (acridine orange, aminolevulinic acid, hematoporphyrin dimethyl ether, methylene blue) as photopesticides to control population of polyphagous plant pest Liriomyza bryoniae (Kaltenbach, 1858) (Diptera, Agromyzidae). Fluorescence measurements of intact cooled insects indicate that insect feeding with bait containing HPde and sugar induces remarkable accumulation of this compound in the body of insect. This accumulation is strongly dependent on sex and feeding duration. The highest HPde amount in the body of insect was detected 16 h after feeding, whereas no significant photosensitizer amount was detected in the same insect following 48 h. Following irradiation with visible light results in fast death of L. bryoniae. Of importance to note that survival of insects after feeding and irradiation depends on sex: female insect died much faster than males.

By screening singly and binary mixed 2,13- and 3,13-octadecadien-yl acetates and alcohols (2,13- and 3,13-18: Ac/OH)in Lithuania, Armenia, Azerbaijan, Turkmenistan, Ukraine, and the far east of Russia, sex attractants were discovered for 12 Sesiidae, four Tineidae, and one Choreutidae moth species. Males ofSesia yezoensis andBembecia puella as well asNemapogon flavifrons were attracted by mixture ofZ3,Z13-18:Ac/OH in a ratio of 9∶1,Pyropteron sp. n. by the same mixture (ratio 1∶9),Bembecia romanovi andB. zuwandica byZ3,Z13-18:Ac andE3,Z13-18:Ac (9∶1),Synanthedon caucasicum by the same mixture in the opposite ratio (1∶9),B. scopigera by 23,213-18:Ac andE2,Z13-18:OH in a ratio 9∶1,Synasphecia triannuliformis byZ3,Z13-18:OH andE3,Z13-18:OH (9∶1),Similipepsis takizawai andArchimeessia sp. n. by E3,Z13-18:OH andE2,Z13-18:Ac (1∶1),Prochoreutis sechestediana by a mixture ofE3,Z13-18:Ac plusE2,Z13-18:OH (1∶),Microsphecia brosiformis by E3,Z13-18:Ac,Synanthedon conopiformis by the analogous alcohol,Synanthedon scoliaeformis andNemaxera betulinella byE2,Z13-18:Ac,Triaxomera fulvimitrella byZ3,Z13-18:Ac. An analogous alcohol component is essential for the attraction ofB. ichneumoniformis males. Inhibitors forB. romanovi, B. scopigera andB. zuwandica attraction were discovered. Preliminary data on attractants for six other species as well as on the diurnal rhythm of sexual activity of three species are presented. A new method for the stereoselective synthesis of 3,13-18:Ac/OH andE2,Z13-18:Ac/OH is described.