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19 pages, 10928 KB  
Article
The Diversity of Chemicals of the Defensive Secretions of Five Pterostichine Ground Beetle Species (Coleoptera: Carabidae) and the Morphology of Their Pygidial Glands
by Sofija Vranić, Ljubodrag Vujisić, Nikola Vesović, Marina Todosijević, Danica Pavlović and Srećko Ćurčić
Diversity 2026, 18(2), 112; https://doi.org/10.3390/d18020112 - 10 Feb 2026
Viewed by 504
Abstract
The defensive substances of ground beetles are synthesised and stored in a pair of defensive glands, commonly referred to as abdominal or pygidial glands. The chemical composition of the pygidial gland secretions and the morphology of the glands were studied in adults of [...] Read more.
The defensive substances of ground beetles are synthesised and stored in a pair of defensive glands, commonly referred to as abdominal or pygidial glands. The chemical composition of the pygidial gland secretions and the morphology of the glands were studied in adults of four species belonging to the tribe Pterostichini: Poecilus cupreus Linnaeus, 1758, Pterostichus melanarius Illiger, 1798, P. anthracinus Illiger, 1798, and Stomis pumicatus Panzer, 1796. In addition, Tapinopterus cognatus (Dejean, 1831) was examined only with regard to the chemistry of its secretion. The pygidial gland secretions of the five species were investigated using gas chromatography-mass spectrometry (GC-MS). The combined presence of methacrylic acid and tiglic acid was observed in all taxa studied. 2-Tridecanone, which was detected in all species except P. cupreus, is reported for the first time in the defensive secretions of representatives of Pterostichini. The pygidial glands of the first four species were examined using both bright-field microscopy (BFM) and nonlinear microscopy (NLM). The examined species were similar in the general appearance of the glands, with the greatest differences observed in S. pumicatus. Full article
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16 pages, 45622 KB  
Article
Mapping Antennal Sensilla of Boxelder Bugs (Boisea trivittata) as the First Step in Understanding Overwintering Aggregation Behavior
by Anika Sharma and Stephen A. Kells
Insects 2026, 17(1), 6; https://doi.org/10.3390/insects17010006 - 20 Dec 2025
Viewed by 747
Abstract
Understanding the overwintering behavior of boxelder bugs (Boisea trivittata) is critical for preventing initial aggregation and secondary movement inside structures. Like many Hemiptera, boxelder bugs exhibit behaviors driven by allomones, including host cues, and field observations suggest that alarm pheromones and [...] Read more.
Understanding the overwintering behavior of boxelder bugs (Boisea trivittata) is critical for preventing initial aggregation and secondary movement inside structures. Like many Hemiptera, boxelder bugs exhibit behaviors driven by allomones, including host cues, and field observations suggest that alarm pheromones and chemical cues mediate their end-of-season aggregation. We mapped the external morphology, ultrastructure, and distribution of the antennal sensilla of overwintering boxelder bugs via scanning electron microscopy to understand the placement of antennal sensory structures. Cuticle morphology SEM identified 20 subtypes distributed across seven categories of sensilla, namely, sensilla trichodea, sensilla basiconica, sensilla chaetica, sensilla campaniformia, sensilla coeloconica, sensilla ampullacea, and sensilla bell-mouthed, though the distribution varied considerably depending on the antennal segment. The majority of sensilla on the scape, pedicel, and basiflagellomere were mechanoreceptors, with the distiflagellomere supporting a considerable number of chemoreceptors for olfaction. However, two patches of sensilla coeloconica were located distally on the outer lateral pedicel and basiflagellomere. Mapping the number, location, and distribution of sensilla present on their antennae enables further investigations of allomone-mediated seasonal aggregation, resulting in the development of more effective pest prevention strategies against this insect. Full article
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10 pages, 1624 KB  
Proceeding Paper
Identification and Synthesis of Semiochemical Substances Analogues of Stink Bugs
by Gulnara Shakirzyanova, Ulugbek Togaev, Omon Kholbekov and Muxriddin Xudoynazarov
Chem. Proc. 2025, 18(1), 57; https://doi.org/10.3390/ecsoc-29-26741 - 12 Nov 2025
Viewed by 446
Abstract
Stink bugs (Hemiptera: Pentatomidae and Scutelleridae) produce a wide range of semiochemical compounds that function as pheromones, allomones, synomones, and kairomones. This study aimed to isolate, identify, and synthesize the main semiochemical components of the metathoracic glands of Aelia rostrata, A. melanota [...] Read more.
Stink bugs (Hemiptera: Pentatomidae and Scutelleridae) produce a wide range of semiochemical compounds that function as pheromones, allomones, synomones, and kairomones. This study aimed to isolate, identify, and synthesize the main semiochemical components of the metathoracic glands of Aelia rostrata, A. melanota, Eurygaster integriceps, and E. maura. Extracts from male and female glands were analyzed using GC–MS, which revealed that (E)-2-hexen-1-ol acetate was the dominant compound in all four species. In addition, several α,β-unsaturated aldehydes with chain lengths of C6–C8, including (E)-2-hexenal, (E)-2-heptenal, (E)-2-octenal, and (E)-2-hexen-1-ol, were detected. These compounds are characterized by strong odors and irritant properties, acting as defensive allomones and alarm pheromones. Synthetic routes were developed for these key compounds. In particular, (E)-2-hexen-1-ol acetate was efficiently synthesized via acetylation of (E)-2-hexen-1-ol using acetic anhydride in the presence of 4-dimethylaminopyridine (DMAP) as a catalyst. This approach significantly reduced the reaction time to 30 min and improved the yield to 90%. Although DMAP is widely used in organic synthesis, the simplicity and efficiency of this optimized protocol for producing semiochemical analogues of stink bugs have not been previously reported. Preliminary trials with synthetic lures indicated their potential for pheromone-based monitoring of stink bug populations in cereal fields. The optimized semiochemical blends developed in this study are expected to contribute to integrated pest management strategies by enabling more effective detection and control of these economically important pests. Full article
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9 pages, 2249 KB  
Communication
Aquilaria sinensis: An Upstart Resource for Cucurbitacin Production Offers Insights into the Origin of Plant Bitter (Bi) Gene Clusters
by Xupo Ding, Zhuo Yang, Hao Wang, Jun Zeng, Haofu Dai and Wenli Mei
Plants 2024, 13(2), 260; https://doi.org/10.3390/plants13020260 - 16 Jan 2024
Cited by 3 | Viewed by 2550
Abstract
Cucurbitacins, oxygenated tetracyclic triterpenoids that are found mainly in the Cucurbitaceae family, play essential roles as defensive compounds, serving as allomones against herbivores and pathogens and as signals for insect–parasite recognition. These compounds also exhibit various pharmacological effects. The biosynthesis of cucurbitacins is [...] Read more.
Cucurbitacins, oxygenated tetracyclic triterpenoids that are found mainly in the Cucurbitaceae family, play essential roles as defensive compounds, serving as allomones against herbivores and pathogens and as signals for insect–parasite recognition. These compounds also exhibit various pharmacological effects. The biosynthesis of cucurbitacins is largely regulated by the bitter (Bi) gene, encoding an oxidosqualene cyclase, which catalyzes the conversion of 2,3-oxidosqualene into cucurbitadienol, a common precursor for cucurbitacin synthesis. Previous studies focused on uncovering the Bi gene clusters in Cucurbitaceae, but their presence in other cucurbitacin-producing plants remained unexplored. Here, the evolutionary history of Bi genes and their clusters were investigated in twenty-one plant genomes spanning three families based on chemotaxonomy. Nineteen Bi genes were identified in fourteen Cucurbitaceae, four Begoniaceae, and one Aquilaria species. Phylogenetic analysis suggested that the genome of Aquilaria sinensis contained the earliest Bi gene clusters in this dataset. Moreover, the genomic analysis revealed a conserved microsynteny of pivotal genes for cucurbitacin biosynthesis in Cucurbitaceae, while interspersed Bi gene clusters were observed in Begoniaceae, indicating rearrangements during plant Bi gene cluster formation. The bitter gene in A. sinensis was found to promote cucurbitadienol biosynthesis in the leaves of Nicotiana benthamiana. This comprehensive exploration of plant Bi genes and their clusters provides valuable insights into the genetic and evolutionary underpinnings of cucurbitacin biosynthesis. These findings offer prospects for a deeper understanding of cucurbitacin production and potential genetic resources for their enhancement in various plants. Full article
(This article belongs to the Special Issue Metabolic Engineering of Terpenoid Biosynthesis)
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69 pages, 119469 KB  
Article
When Cockroaches Replace Ants in Trophobiosis: A New Major Life-Trait Pattern of Hemiptera Planthoppers Behaviour Disclosed When Synthesizing Photographic Data
by Thierry Bourgoin, Ilia Gjonov, Albena Lapeva-Gjonova, Sonia Roger, Jérôme Constant, Gernot Kunz and Michael R. Wilson
Diversity 2023, 15(3), 356; https://doi.org/10.3390/d15030356 - 1 Mar 2023
Cited by 12 | Viewed by 6753
Abstract
The mutualistic interspecific relationships of trophobiosis between trophobiont planthoppers (Hemiptera, Fulgoromorpha) providing food to the host called xenobiont, are reviewed. The degree of interspecific relationships between these symbionts varies from occasional or short time duration (a few hours to a few days) to [...] Read more.
The mutualistic interspecific relationships of trophobiosis between trophobiont planthoppers (Hemiptera, Fulgoromorpha) providing food to the host called xenobiont, are reviewed. The degree of interspecific relationships between these symbionts varies from occasional or short time duration (a few hours to a few days) to longer ones, with trophobionts left free to escape (optobiotic type) by the xenobiont, or maintained enclosed in nests or ant shelters (cryptobiotic type). Of 267 collected cases, 126 are new illustrated observations. Occasional trophobiosis is documented in 13 families of planthoppers and appears to be quite general in Fulgoromorpha, although it is reported for the first time for Dictyopharidae, Eurybrachidae, and Nogodinidae. Xenobionts associated with planthoppers are reported from ants and other Hymenoptera, Lepidoptera, and Blattodea, but also from Mollusca and even small gekkonid vertebrates. Tettigometridae appear to be exclusively tended by ants, while Fulgoridae significantly more often by cockroaches (40%) than by ants (27%). Long-time trophobiosis occurs always with ants, cryptobiotic ones reported in Cixiidae, Delphacidae, Tettigometridae, Meenoplidae, Flatidae and Hypochthonellidae, while optobiotic ones remain restricted to tettigometrids. A particular focus on Tettigometridae attended by ants is provided with new etho-ecological observations of 92 currently described tettigometrids species, 32 different species (35%) are now known to be able to be ant-attended. In Bulgaria, where fourteen species occur, trophobiosis occurs with at least five species of them (36%). In tettigometrids, subsociality, sessility, and underground life appear to be key factors allowing more complex relationships with ants. However, the planthopper size and thus the amount of food (drops of honeydew) is probably also an important factor. This might explain many new observations in large-sized and often isolated fulgorids with cockroaches. Tapping of trophobiont forewings by cockroaches, moths, or of the bark subtrate by geckos has been observed, but antennal palpation behaviours by ants are the most commonly observed with tettigometrids, although not with larger planthoppers. In tettigometrids, specific tegumentary glands secretions (allomones) of the abdomen pleurites might also mediate their long-term mutualistic associations, even possibly completing honeydew kairomones actions mediating planthopper trophobiosis in general. Full article
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22 pages, 808 KB  
Review
Pygidial Glands in Carabidae, an Overview of Morphology and Chemical Secretion
by Anita Giglio, Maria Luigia Vommaro, Pietro Brandmayr and Federica Talarico
Life 2021, 11(6), 562; https://doi.org/10.3390/life11060562 - 15 Jun 2021
Cited by 17 | Viewed by 5973
Abstract
Predator community structure is an important selective element shaping the evolution of prey defence traits and strategies. Carabid beetles are one of the most diverse families of Coleoptera, and their success in terrestrial ecosystems is related to considerable morphological, physiological, and behavioural adaptations [...] Read more.
Predator community structure is an important selective element shaping the evolution of prey defence traits and strategies. Carabid beetles are one of the most diverse families of Coleoptera, and their success in terrestrial ecosystems is related to considerable morphological, physiological, and behavioural adaptations that provide protection against predators. Their most common form of defence is the chemical secretion from paired abdominal pygidial glands that produce a heterogeneous set of carboxylic acids, quinones, hydrocarbons, phenols, aldehydes, and esters. This review attempts to update and summarise what is known about the pygidial glands, with particular reference to the morphology of the glands and the biological function of the secretions. Full article
(This article belongs to the Special Issue Functional and Morphological Adaptations in Insects)
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34 pages, 1548 KB  
Review
Volatile Cues Influence Host-Choice in Arthropod Pests
by Jacqueline Poldy
Animals 2020, 10(11), 1984; https://doi.org/10.3390/ani10111984 - 28 Oct 2020
Cited by 18 | Viewed by 6369
Abstract
Many arthropod pests of humans and other animals select their preferred hosts by recognising volatile odour compounds contained in the hosts’ ‘volatilome’. Although there is prolific literature on chemical emissions from humans, published data on volatiles and vector attraction in other species are [...] Read more.
Many arthropod pests of humans and other animals select their preferred hosts by recognising volatile odour compounds contained in the hosts’ ‘volatilome’. Although there is prolific literature on chemical emissions from humans, published data on volatiles and vector attraction in other species are more sporadic. Despite several decades since the identification of a small number of critical volatiles underpinning specific host–vector relationships, synthetic chemicals or mixtures still largely fail to reproduce the attractiveness of natural hosts to their disease vectors. This review documents allelochemicals from non-human terrestrial animals and considers where challenges in collection and analysis have left shortfalls in animal volatilome research. A total of 1287 volatile organic compounds were identified from 141 species. Despite comparable diversity of entities in each compound class, no specific chemical is ubiquitous in all species reviewed, and over half are reported as unique to a single species. This review provides a rationale for future enquiries by highlighting research gaps, such as disregard for the contribution of breath volatiles to the whole animal volatilome and evaluating the role of allomones as vector deterrents. New opportunities to improve vector surveillance and disrupt disease transmission may be unveiled by understanding the host-associated stimuli that drive vector-host interactions. Full article
(This article belongs to the Special Issue Parasites and Parasitic Diseases)
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9 pages, 509 KB  
Review
Measuring Microbiome Effectiveness: A Role for Ingestible Sensors
by David Smith and Sohan Jheeta
Gastrointest. Disord. 2020, 2(1), 3-11; https://doi.org/10.3390/gidisord2010002 - 28 Jan 2020
Cited by 12 | Viewed by 4265
Abstract
Across the world there is an increasingly heavy burden of noncommunicable diseases related to obesity, mental health, and atopic disease. In a previous publication, we followed the developing idea that that these conditions arise as our microbiome loses diversity, but there seems to [...] Read more.
Across the world there is an increasingly heavy burden of noncommunicable diseases related to obesity, mental health, and atopic disease. In a previous publication, we followed the developing idea that that these conditions arise as our microbiome loses diversity, but there seems to be no generally applicable way to assess the significance of this loss. Our work revisited the findings of the African studies by Denis Burkitt who reported that the frequency of what he called Western diseases were inversely proportional to the average faecal volumes of affected populations. Although he ascribed this to fibre in the diet, it now seems more likely that the drop in faecal volume with the onset of disease is due to the loss of a fully functioning microbiome. We suggested that the microbiome could be considered to be a single mutualistic microbial community interacting with our body by two complementary sets of semiochemicals, i.e., allomones to feed the microbiota by facilitating the efficient transfer of nutrition through the gut and kairomones to calibrate our immune system by an as yet unknown mechanism. The bioactive compounds, dopamine and serotonin, are known to be present in the gut lumen under the influence of intestinal microbiota and we suggest that these are part of this allomone-like system. In light of this possibility, it is of critical importance to develop a method of quantifying the microbiome effectiveness. Ingestible sensors consist of a miniaturized detector and transmitter packed into a capsule that is swallowed and tracked through the intestine. The aim of this article is to explore the possible development of such ingestible detectors for these or other compounds that can act as a surrogate marker for microbiome effectiveness. We consider that the ability to provide real-time quantitative information on the interaction of the microbiome with different nutrients promises to be a valuable new tool to unravel the mystery of these noncommunicable illnesses, i.e., microbiome-function deficiency diseases. Full article
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8 pages, 1664 KB  
Article
The Rolling of Food by Dung Beetles Affects the Oviposition of Competing Flies
by Manuel A. Ix-Balam, Maria G. A. Oliveira, Júlio Louzada, Jeremy N. McNeil and Eraldo Lima
Insects 2018, 9(3), 92; https://doi.org/10.3390/insects9030092 - 31 Jul 2018
Cited by 6 | Viewed by 10002
Abstract
Flies are the main competitors of dung beetles for oviposition sites and rolling dung beetles relocate their food to reduce interspecific competition. Furthermore, dung beetles deposit chemical substances on the food ball that may repel fly larvae and certain predators. In the present [...] Read more.
Flies are the main competitors of dung beetles for oviposition sites and rolling dung beetles relocate their food to reduce interspecific competition. Furthermore, dung beetles deposit chemical substances on the food ball that may repel fly larvae and certain predators. In the present study, using Deltochilum furcatum, a dung beetle that does not exhibit parental care and the blow-fly, Lucilia cuprina, we tested the hypothesis that pygidial secretions deposited on the food ball could also make it less attractive as an oviposition site for flies. Food balls rolled by either D. furcatum males or females received significantly fewer eggs that balls that had not been rolled by beetles. Also, flies laid significantly fewer eggs on food balls treated with secretions collected from male pygidial glands. Reduced fly oviposition may be a direct effect of compounds the beetles deposited, acting as an allomone, and/or an indirect negative effect on the microbial community that stimulates fly oviposition. A model of the reproductive biology of this species is proposed. Full article
(This article belongs to the Special Issue Chemical Ecology)
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16 pages, 77 KB  
Review
Bignoniaceae Metabolites as Semiochemicals
by Lucía Castillo and Carmen Rossini
Molecules 2010, 15(10), 7090-7105; https://doi.org/10.3390/molecules15107090 - 14 Oct 2010
Cited by 24 | Viewed by 10954
Abstract
Members of the family Bignoniaceae are mostly found in tropical and neo-tropical regions in America, Asia and Africa, although some of them are cultivated in other regions as ornamentals. Species belonging to this family have been extensively studied in regard to their pharmacological [...] Read more.
Members of the family Bignoniaceae are mostly found in tropical and neo-tropical regions in America, Asia and Africa, although some of them are cultivated in other regions as ornamentals. Species belonging to this family have been extensively studied in regard to their pharmacological properties (as extracts and isolated compounds). The aim of this review is to summarize the reported scientific evidence about the chemical properties as well as that of the extracts and isolated compounds from species of this family, focusing mainly in insect-plant interactions. As it is known, this family is recognized for the presence of iridoids which are markers of oviposition and feeding preference to species which have became specialist feeders. Some herbivore species have also evolved to the point of been able to sequester iridoids and use them as defenses against their predators. However, iridoids also exhibit anti-insect properties, and therefore they may be good lead molecules to develop botanical pesticides. Other secondary metabolites, such as quinones, and whole extracts have also shown potential as anti-insect agents. Full article
(This article belongs to the Special Issue Phytochemicals with Signaling, Medicinal and Therapeutic Properties)
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23 pages, 1119 KB  
Review
Responsive Polymers for Crop Protection
by Serban F. Peteu, Florin Oancea, Oana A. Sicuia, Florica Constantinescu and Sorina Dinu
Polymers 2010, 2(3), 229-251; https://doi.org/10.3390/polym2030229 - 19 Aug 2010
Cited by 122 | Viewed by 18222
Abstract
This review outlines the responsive polymer methods currently in use with their potential application to plant protection and puts forward plant-specific mechanisms as stimuli in newly devised methods for smart release of crop protection agents (CPAs). CPAs include chemicals (fungicides, insecticides, herbicides), biochemicals [...] Read more.
This review outlines the responsive polymer methods currently in use with their potential application to plant protection and puts forward plant-specific mechanisms as stimuli in newly devised methods for smart release of crop protection agents (CPAs). CPAs include chemicals (fungicides, insecticides, herbicides), biochemicals (antibiotics, RNA-based vaccines for plant viruses), semiochemicals (pheromones, repellents, allomones), microbial pesticides, growth regulators (insect and plant) or micronutrients, all with crop protection effects. This appraisal focuses on emerging uses of polymer nano-encapsulated CPAs. Firstly, the most interesting advances in controlled release methods are critically discussed with their advantages and drawbacks. Secondly, several plant-specific stimuli-based smart methods are anticipated for use alongside the polymer nano- or micro-capsules. These new CPA release methods are designed to (i) protect plants against infection produced by fungi or bacteria, and (ii) apply micro-nutrients when the plants need it the most. Thus, we foresee (i) the responsive release of nano- encapsulated bio-insecticides regulated by plant stress enzymes, and (ii) the delivery of micro-nutrients synchronized by the nature or intensity of plant root exudates. Such continued advances of nano-scale smart polymer-based CPAs for the protection of crops herald a “small revolution” for the benefit of sustainable agriculture. Full article
(This article belongs to the Special Issue Novel Stimuli-Responsive (co)Polymers)
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