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This document discusses the importance of chemical ecology in forest ecosystems. It highlights the role of chemical relationships in the interactions between organisms and the impact on plant growth, reproduction, and defense strategies. The document also explores the use of allelopathy, the production of allelochemicals by plants, to enhance plant productivity and resistance to pests. Additionally, it examines the influence of chemical signaling substances on plant growth and the role of soil microbial communities in nutrient availability. The document concludes by discussing the effects of environmental factors on the production of active substances in plants and the impact of nutrient imbalances on plant health. Overall, this document provides valuable insights into the study of forest chemical ecology and its implications for sustainable forest development. [Extracted from the article]

Piper mollicomum Kunth (Piperaceae) plays a vital role in the preservation of the Brazilian Atlantic Forest by contributing to the regeneration of deforested areas. Recent scientific investigations have analyzed the chemical constituents and seasonal dynamics of essential oils (EO) from various Piper L. species, highlighting the need to elucidate their chemical–ecological interactions. This study aims to expand the chemical–ecological knowledge of this important taxon in neotropical forests, using P. mollicomum as a model. The methodologies employed include the collection of plant material, EO extraction by hydrodistillation, analysis of EO by gas chromatography–mass spectrometry (GC–MS) and gas chromatography–flame ionization detector (GC–FID), recording the frequency of visits by potential pollinators and microclimatic variables, and by conducting calculations of chemodiversity and chemophenetic indices. Chemical analyses indicated that the diversity of EO and environmental factors are linked to the activities of potential pollinators. In the Tijuca Forest, P. mollicomum revealed significant interactions between its volatile constituents and microclimatic variables, showing that the chemodiversity of the leaves and reproductive organs correlates with pollinator visitation. Additionally, a notable difference in chemical evenness was observed between these vegetative structures. The chemophenetic indices by Ramos and Moreira also revealed correlations with chemical diversity. [ABSTRACT FROM AUTHOR]

Sawfly species of the genus Monophadnus are specialised on Ranunculaceae plants from which the larvae can sequester furostanol saponins into the haemolymph, mainly (25R)-26-[(α-L-rhamnopyranosyl)oxy]-22α-methoxyfurost-5-en-3β-yl-O-β-D-glucopyranosyl-(1→3)-O-[6-acetyl-β-D-glucopyranosyl-(1→3)]-O-β-D-glucopyranoside (compound 1). In this work, TLC, GC-MS, and HPLC-DAD-ESI/MS analyses together with feeding, repeated simulated attacks, and ant deterrence bioassays were conducted to extend the chemoecological knowledge about two sawfly species specialised on H. foetidus L. (Monophadnus species A) and H. viridis L. (Monophadnus species B). Larvae of Monophadnus species B were mostly feeding on the squares treated with the n-butanol fraction from H. foetidus, compound 1 being its primary non-nutritional stimulant. In contrast, all H. viridis fractions stimulated feeding, with n-hexane marginally more active. β-sitosterol within n-hexane was determined as the nutritional stimulant. Quantitative analyses demonstrated that leaves of H. viridis but not H. foetidus contain the ecdysteroids 20-hydroxyecdysone and polypodine B. Moreover, the haemolymph of Monophadnus species B larvae reared on H. viridis contained the glycosides of polypodine B and 20-hydroxyecdysone at a concentration of 2.5 to 6.8 µmol/g fresh weight of haemolymph. This concentration is several thousand times higher than the concentration range of the aglycones in their host plant (3.63 × 10−4 to 2.23 × 10−4 µmol total ecdysteroids/g fresh weight of leaves), suggesting bioaccumulation. The larvae of both species fed on H. foetidus do not show any traces of ecdysteroids in their haemolymph, indicating a facultative role of these compounds in their defence as well as their inability to endogenously synthesise these compounds. The haemolymph containing ecdysteroids was a significant feeding deterrent against Myrmica rubra L. ant workers (one of their natural predators) at 0.8 mg/mL. The larvae kept effective deterrent levels of glycosylated ecdysteroids (≅175 mM) between simulated attacks on days 1 and 2, but the levels clearly decreased on day 3 (≅75 mM). Most larvae (89%) survived a first attack but only 23% a consecutive second one. As a conclusion, we report for the first time that two Monophadnus species feeding on H. viridis sequester phytoecdysteroids into the larval haemolymph in the form of glycosides. In addition, compound 1 possesses defensive and phagostimulant activities, and we present evidence for a combined effect of furostanol saponins and ecdysteroids as repellents against ants. [ABSTRACT FROM AUTHOR]

Closely-related plant groups with distinct microbiomes, chemistries and ecological characteristics represent tractable models to explore mechanisms shaping species spread, competitive dynamics and community assembly at the interface of native and introduced ranges. We investigated phyllosphere microbial communities, volatile organic compound (VOC) compositions, and potential interactions among introduced S. trilobata, native S. calendulacea and their hybrid in South China. S. trilobata exhibited higher α diversity but significantly different community composition compared to the native and hybrid groups. However, S. calendulacea and the hybrid shared certain microbial taxa, suggesting potential gene flow or co-existence. The potent antimicrobial VOC profile of S. trilobata, including unique compounds like p-cymene (13.33%), likely contributes to its invasion success. The hybrid's intermediate microbial and VOC profiles suggest possible consequences for species distribution, genetic exchange, and community assembly in heterogeneous environments. This hybrid deserves further study as both an opportunity for and threat to diversity maintenance. These differentiating yet connected plant groups provide insight into ecological and evolutionary dynamics shaping microbiome structure, species co-occurrence and competitive outcomes during biological exchange and habitat transformation. An interdisciplinary approach combining chemical and microbial ecology may reveal mechanisms underlying community stability and change, informing management of species spread in a globalized world. [ABSTRACT FROM AUTHOR]

Simple Summary: In our study, we explored ways to effectively trap invasive ambrosia beetles, which pose significant threats to trees and forests. We focused on comparing two types of bait—pure ethanol and denatured ethanol—to attract these pests in different environments like tree nurseries and orchards. We found that traps using pure ethanol captured more Xylosandrus germanus beetles compared to those with denatured ethanol. Our findings suggest that using pure ethanol could be more effective for monitoring certain ambrosia beetle species. This research contributes to better pest management strategies, helping protect trees from invasive pests, ultimately benefiting society by safeguarding ecosystems and agricultural productivity. Ambrosia beetles, particularly invasive species within the tribe Xyleborini, such as Xylosandrus germanus (Blandford, 1894), pose significant threats to various ecosystems and managed habitats worldwide. Monitoring these invaders is vital for effective pest management, typically accomplished through ethanol-baited traps. We compared trap efficacy using denatured ethanol versus absolute ethanol in orchards, tree nurseries, and lumber yards in northeastern Ohio, USA, finding that absolute ethanol traps captured significantly more X. germanus. Analysis revealed acetone, ethanol, and methyl isobutyl ketone in the denatured ethanol, likely impacting trap efficacy. Our study underscores the importance of using pure denatured ethanol without acetone for effective monitoring, especially for X. germanus. Exotic xyleborines dominated trap captures across various habitats, emphasizing the need for tailored pest management strategies. Further research is warranted to explore the chemical ecology of ambrosia beetles and the influence of ethanol impurities on trap effectiveness. [ABSTRACT FROM AUTHOR]

Marine molluscs are of enormous scientific interest due to their astonishing diversity in terms of their size, shape, habitat, behaviour, and ecological roles. The phylum Mollusca is the second most common animal phylum, with 100,000 to 200,000 species, and marine molluscs are among the most notable class of marine organisms. This work aimed to show the importance of marine molluscs as a potential source of nutraceuticals as well as natural medicinal drugs. In this review, the main classes of marine molluscs, their chemical ecology, and the different techniques used for the extraction of bioactive compounds have been presented. We pointed out their nutraceutical importance such as their proteins, peptides, polysaccharides, lipids, polyphenolic compounds pigments, marine enzymes, minerals, and vitamins. Their pharmacological activities include antimicrobial, anticancer, antioxidant, anti-inflammatory, and analgesic activities. Moreover, certain molluscs like abalones and mussels contain unique compounds with potential medicinal applications, ranging from wound healing to anti-cancer effects. Understanding the nutritional and therapeutic value of marine molluscs highlights their significance in both pharmaceutical and dietary realms, paving the way for further research and utilization in human health. [ABSTRACT FROM AUTHOR]

Phyllotreta striolata, the striped flea beetle, is one of the most destructive pests in Brassicaceae plants worldwide. Given the drawbacks associated with long-term use of chemical insecticides, green strategies based on chemical ecology are an effective alternative for beetle control. However, the lack of information on beetle ecology has hindered the development of effective biocontrol strategies. In this report, we identified two odorants, (S)-cis-verbenol and (−)-verbenone, which displayed significant attraction for P. striolata (p < 0.05), indicating their great potential for P. striolata management. Using the Drosophila "empty neuron" system, an antenna-biased odorant receptor, PstrOR17, was identified as responsible for the detection of (−)-verbenone and (S)-cis-verbenol. Furthermore, the interactions between PstrOR17 and (−)-verbenone or (S)-cis-verbenol were predicted via modeling and molecular docking. Finally, we used RNAi to confirm that PstrOR17 is essential for the detection of (−)-verbenone and (S)-cis-verbenol to elicit an attraction effect. Our results not only lay a foundation for the development of new and effective nonchemical insecticide strategies based on (S)-cis-verbenol and (−)-verbenone, but also provide new insight into the molecular basis of odorant recognition in P. striolata. [ABSTRACT FROM AUTHOR]

In ant-aphid interactions, various aphid species offer honeydew to the ant partner and increase their density by ant attendance, whilst others never attend ant species, in which case ants tend to treat them as prey. In this regard, ants should have the ability to distinguish myrmecophile aphid species from non-mutualistic species, so that mutualistic aphids will be accepted as partners rather than prey. Although ant-aphid interactions are now the focus of chemical ecology studies, the role of the different chemical stimuli in determining mutualistic interactions has not been completely clarified. Therefore, we have investigated the cuticular hydrocarbon profile of four myrmecophiles aphid species using GC-MS. We also investigated the behavior of the worker-ants (Lasius niger L., Hymenoptera: Formicidae) to different chemical stimuli derived from aphids. We applied four treatments and found that the behavior of the ant workers varied depending on the source of the different treatments. In particular, the real aphid Aphis pomi and the sugar solution proved to be the most attractive to the ants, while the presence of pure extract of the individuals is enough to disturb the behavior of the ants. We provide evidence that the key stimuli of the tending behavior could be the CHC patterns of the aphids and the CHC profile of the aphids tends to be genus specific. This research will promote further investigations to test the behavior of ant workers towards other species of aphids and treatment combinations. [ABSTRACT FROM AUTHOR]

Simple Summary: Predators and prey have direct interactions that influence their short-term behaviors, including resource allocation and strategies for moving through habitats. However, the presently observed behaviors are the products of coevolutionary interactions, posited to be a history of measures and countermeasures between the predator and prey. We found that Argiope (orb-weaver) spiders in the continental USA appear to use a pheromone lure that mimics the mating pheromone of the day-flying Hemileuca moth (buck moth) to entice male moths into their webs. We found evidence that different phylogenetic groups of Hemileuca moths respond to the Argiope pheromone lure with a broad range of responses, ranging from indifferent to acutely strongly attracted, suggesting a coevolutionary history of predator–prey countermeasures. One of these countermeasures may be the potential evolution of moth developmental timing (adult emergence) to avoid Argiope predation in areas where the ranges of the moths and spiders overlap. Predator–prey coevolution, particularly chemo-ecological arms races, is challenging to study as it requires the integration of behavioral, chemical ecology, and phylogenetic studies in an amenable system. Moths of the genus Hemileuca (Saturniidae) are colorful, diurnal, and fast and often fly well above the vegetation canopy layer. However, several Hemileuca species have been reported as being captured in spider webs, specifically Argiope species (Araneidae). Female Hemileuca are known to produce mating pheromones and spiders of the Araneidae family are known to use pheromone lures to attract lepidopteran prey. We presented primarily female Argiope aurantia, which are attractive to male Anisota pellucida (Saturniidae), to different populations of Hemileuca species across the southern and western United States to categorize the homing response strength of different species of male Hemileuca. When we mapped these Argiope lure attraction strength categories onto the most recently published Hemileuca phylogeny, the behavioral patterns suggested a potential co-evolutionary arms race between predators and prey. Males of Hemileuca maia, H. grotei, and H. nevadensis (all in the same clade) appeared to have no attraction to A. aurantia, while H. magnifica and H. hera (within a different, separate clade) appeared to be strongly attracted to A. aurantia, but H. nuttalli (also within the H. hera and H. magnifica clade) displayed no attraction. Furthermore, Hemileuca eglanterina (yet a different clade) displayed strong, weak, and no attraction to A. aurantia, depending on the population. These apparent clade partitioning patterns of Argiope lure effectiveness and within-species variation in Hemileuca lure responses suggest a predator–prey coevolutionary history of measures and countermeasures. [ABSTRACT FROM AUTHOR]

The effective monitoring and identification of existing subterranean termite populations within coarse woody debris and infested wood in service depend on accurate detection. These insects are often concealed within logs, wooden support structures, walls, and floorboards of buildings. In the absence of external mud tubes, termite infestations normally must be discovered through the destructive exploration of wooden structures to reveal the physical presence of these insect pests. Subterranean termite species are difficult to identify due to similarities in morphological features, but they may be readily distinguished by differences in volatile emissions from which they are divided into chemotaxonomic groups. Consequently, a more effective and nondestructive approach for detection and identification is to take advantage of unique species-specific emissions of volatile organic compounds (VOCs) from termite bodies which easily pass through wooden structures, allowing for detection without physical damage to wood and avoiding expensive DNA analysis. Electronic aroma detection analyses were conducted with an Aromascan A32S electronic-nose (e-nose) instrument, fitted with a 32-sensor conducting polymer (CP) sensor array, for discrimination between four common subterranean termite species based on differences in volatile emissions. Principal component analysis (PCA) of whole-body volatiles effectively distinguished between four termite species with the first two principal components accounting for more than 98% of sample variance (p < 0.01). Unique electronic aroma signature patterns (smellprints) were produced from e-nose sensor array outputs that allowed for the effective identification of termite species based on distinct differences in volatile metabolites released from their bodies. The e-nose methods were determined to be an improved means for rapidly detecting and monitoring termite species in wood. The method is cheaper than conventional detection methods and allows for the timelier discovery of species-specific termite infestations necessary for better management. The e-nose capability of detecting the Formosan termite in indoor living spaces was particularly significant due to the production of naphthalene, a volatile hazardous gas causing many adverse human health effects in enclosed environments. [ABSTRACT FROM AUTHOR]

The trophic ecology of the Pelagic Thresher shark (Alopias pelagicus) was evaluated based on chemical ecology using stable isotope ratios of carbon (δ13C) and nitrogen (δ15N) in the vertebrae and muscles. Individuals were caught between August 2013 and October 2019 on both the coasts of Baja California Sur, Mexico. In Bahía Tortugas, the mean vertebrae (n = 35) values were 12.72 ± 1.06‰ (δ15N) and −14.79 ± 0.61‰ (δ13C), while in muscles (n = 32) these values were 16.63 ± 0.76‰ (δ15N) and −17.18 ± 0.39‰ (δ13C). In Santa Rosalía, the mean vertebrae (n = 125) isotopic values were 14.4 ± 1.59‰ (δ15N) and −14.18 ± 0.51‰ (δ13C), while in muscles (n = 43), these values were 18.08 ± 0.96‰ (δ15N) and −16.43 ± 0.34‰ (δ13C). These results show higher δ15N values in Santa Rosalía as an effect of baseline isotopic differences between the two regions, whereas the δ13C values were lower in Bahía Tortugas, suggesting offshore ecological behavior (p < 0.05). In Santa Rosalía, there were significant differences by sex for δ15N in muscle, whereas the δ13C showed ontogenetic shifts, indicating that neonates feed in coastal areas more commonly than juveniles or adults (p < 0.05). Neither sex nor ontogenetic differences were observed in Bahía Tortugas (p > 0.05), suggesting a high overlap between their isotopic niches. Therefore, Alopias pelagicus uses the same ecological niche throughout its life, and there is consistency between sexes. The mean trophic position for both tissues and regions was 4.5, which corresponds to a tertiary predator, without any differences between stages or sex. Due to their higher energetic needs, juveniles and females showed the greatest isotopic niche amplitude; thus, their ecological niche is the widest. [ABSTRACT FROM AUTHOR]

Entomopathogenic nematodes (EPNs), small soil-dwelling non-segmented roundworms, are obligate parasites of insects and commonly used in agriculture for biological control of insect pests. For successful reproduction, EPNs must identify, move towards, and successfully infect a suitable insect host in a chemically complex soil environment. EPNs can have innate host insect preferences and can be attracted to semiochemicals associated with that host. They can also develop strong learned preferences for chemical signals associated with the presence of a host, such as herbivory-induced volatiles. We hypothesized that simultaneous manipulation of innate and learned preferences could result in increased biological control services of EPNs in agriculture. Separate cohorts of the EPN Steinernema diaprepesi were raised on two insect hosts, Galleria mellonella and Tenebrio molitor, for multiple generations until the nematodes in a dual-choice olfactometer exhibited preference for the host they were reared on. Subsequently, the two strains of nematodes were imprinted on three plant-produced terpenoids of agricultural significance: pregeijerene, β-caryophyllene, and α-pinene. After exposure to one of the plant compounds, the behavior of the EPNs was assayed in an olfactometer where the two host insects were presented with and without the plant compounds. We found that plant volatile exposure increased the infection rate of the nematodes, and some host–compound combinations proved to be attractive, but other combinations appeared to become repellent. These results indicate that learned preference is neither subordinate nor superior to innate preference, and that infection efficiency can vary with compound exposure and insect host. [ABSTRACT FROM AUTHOR]

Marine sponges usually host a wide array of secondary metabolites that play crucial roles in their biological interactions. The factors that influence the intraspecific variability in the metabolic profile of organisms, their production or ecological function remain generally unknown. Understanding this may help predict changes in biological relationships due to environmental variations as a consequence of climate change. The sponge Dendrilla antarctica is common in shallow rocky bottoms of the Antarctic Peninsula and is known to produce diterpenes that are supposed to have defensive roles. Here we used GC-MS to determine the major diterpenes in two populations of D. antarctica from two islands, Livingston and Deception Island (South Shetland Islands). To assess the potential effect of heat stress, we exposed the sponge in aquaria to a control temperature (similar to local), heat stress (five degrees higher) and extreme heat stress (ten degrees higher). To test for defence induction by predation pressure, we exposed the sponges to the sea star Odontaster validus and the amphipod Cheirimedon femoratus. Seven major diterpenes were isolated and identified from the samples. While six of them were already reported in the literature, we identified one new aplysulphurane derivative that was more abundant in the samples from Deception Island, so we named it deceptionin (7). The samples were separated in the PCA space according to the island of collection, with 9,11-dihydrogracilin A (1) being more abundant in the samples from Livingston, and deceptionin (7) in the samples from Deception. We found a slight effect of heat stress on the diterpene profiles of D. antarctica, with tetrahydroaplysulphurin-1 (6) and the gracilane norditerpene 2 being more abundant in the group exposed to heat stress. Predation pressure did not seem to influence the metabolite production. Further research on the bioactivity of D. antarctica secondary metabolites, and their responses to environmental changes will help better understand the functioning and fate of the Antarctic benthos. [ABSTRACT FROM AUTHOR]

Agricultural crop productivity relies on the application of chemical pesticides to reduce pest and pathogen damage. However, chemical pesticides also pose a range of ecological, environmental and economic penalties. This includes the development of pesticide resistance by insect pests and pathogens, rendering pesticides less effective. Alternative sustainable crop protection tools should therefore be considered. Semiochemicals are signalling molecules produced by organisms, including plants, microbes, and animals, which cause behavioural or developmental changes in receiving organisms. Manipulating semiochemicals could provide a more sustainable approach to the management of insect pests and pathogens across crops. Here, we review the role of semiochemicals in the interaction between plants, insects and microbes, including examples of how they have been applied to agricultural systems. We highlight future research priorities to be considered for semiochemicals to be credible alternatives to the application of chemical pesticides. [ABSTRACT FROM AUTHOR]

Simple Summary: It is challenging to deduce the bioactivity of volatile compounds from their chemical characteristics. We therefore previously used parameter mapping sonification to study volatiles secreted by some insects that repel predators. Chemical parameters from single volatiles were linked to sound parameters. The peak sound pressure values from the gathered audio clips contain information about the repellent effect of the compounds. Here, human olfactory thresholds were investigated. The volatiles were subjected to parameter mapping, and the results show that these thresholds are correlated with the peak sound pressures. More generally, the results illustrate that the sonification of volatiles helps to better understand their bioactivity. An objective of chemical ecology is to understand the chemical diversity across and within species, as well as the bioactivity of chemical compounds. We previously studied defensive volatiles from phytophagous insects that were subjected to parameter mapping sonification. The created sounds contained information about the repellent bioactivity of the volatiles, such as the repellence from the volatiles themselves when tested against live predators. Here, we applied a similar sonification process to data about human olfactory thresholds. Randomized mapping conditions were used and a peak sound pressure, Lpeak, was calculated from each audio file. The results indicate that Lpeak values were significantly correlated with the olfactory threshold values (e.g., rS = 0.72, t = 10.19, p < 0.001, Spearman rank-order correlation; standardized olfactory thresholds of 100 volatiles). Furthermore, multiple linear regressions used the olfactory threshold as a dependent variable. The regressions revealed that the molecular weight, the number of carbon and oxygen atoms, as well as the functional groups aldehyde, acid, and (remaining) double bond were significant determinants of the bioactivity, while the functional groups ester, ketone, and alcohol were not. We conclude that the presented sonification methodology that converts chemicals into sound data allows for the study of their bioactivities by integrating compound characteristics that are easily accessible. [ABSTRACT FROM AUTHOR]

Highly diverse microphyto and meiobenthic communities are associated with large-sized marine macroalgae. Both morphological traits and allelochemical responses of macroalgae affect the composition of these communities, but the relative importance of these factors remains incompletely understood. In this study we investigated the microphytobenthic and meiobenthic communities associated with some native macroalgae and a non-indigenous species (Sargassum muticum) of the north-western Adriatic Sea. These seaweeds were sampled in two coastal sites subjected to different impacts. The possible effects of the structural complexity of the macroalgae and the potential role of allelochemicals (specifically polyunsaturated aldehydes, PUAs) on the associated communities were examined using univariate and multivariate analyses. The results indicate that distinct assemblages were associated with the macroalgae collected at the two different sites. Differences in microphytobenthic communities could be ascribed to differences in the macroalgal morphological traits and in their PUAs production. Conversely, variation of the meiobenthic community seemed to be related mainly to differences in the macroalgal communities at the two sites. This apparent inconsistency between the two analyzed communities suggests that microphytobenthos and meiofauna were differently shaped by the environmental habitat provided by macroalgae in the two sites, that are subjected to different environmental conditions and human activities. Overall, these results indicate that interactions between organisms belonging to different trophic groups (e.g., microphytobenthos and meiofauna) should be investigated in detail to better understand the global role of macroalgae as habitat formers on coastal ecosystems, especially in the case of large-sized introduced species. [ABSTRACT FROM AUTHOR]

Chemical interactions have been shown to regulate several marine life processes, including selection of food sources, defense, behavior, predation, and mate recognition. These chemical communication signals have effects not only at the individual scale, but also at population and community levels. This review focuses on chemical interactions between marine fungi and microalgae, summarizing studies on compounds synthetized when they are cultured together. In the current study, we also highlight possible biotechnological outcomes of the synthetized metabolites, mainly for human health applications. In addition, we discuss applications for bio-flocculation and bioremediation. Finally, we point out the necessity of further investigating microalgae-fungi chemical interactions because it is a field still less explored compared to microalga–bacteria communication and, considering the promising results obtained until now, it is worthy of further research for scientific advancement in both ecology and biotechnology fields. [ABSTRACT FROM AUTHOR]

The eastern larch beetle (Dendroctonus simplex LeConte) is the only tree-killing bark beetle that colonizes tamarack, or eastern larch, (Larix laricina (Du Roi) K. Koch) in the Great Lakes region. Historically, outbreaks have been intermittent and of short duration, frequently following predisposing factors such as drought or defoliation. However, over the past two decades, this insect has been in a perpetual state of outbreak in parts of the U.S. Great Lakes region, a deviation from historic norms. From 2001–2021, the insect impacted 300,000 ha, or 60% of the tamarack forests in Minnesota. This activity has prompted renewed interest in the beetle's chemical ecology, including aspects of host semiochemistry. While foliar chemistry has been well documented in L. laricina, characterization of the monoterpene composition of the phloem has been lacking. We collected phloem samples from 56 tamarack trees across 14 locations in Wisconsin and Minnesota and assessed the relative abundances of the major monoterpenes present using gas chromatography-flame ionization detector (GC-FID). Individual terpenoid components identified included α-pinene (39.4%) and ∆-3-carene (30.0%) followed by several other components in small (<8%) amounts. This knowledge provides a basis for future testing of monoterpene synergists or antagonists in pheromone lures targeting eastern larch beetle and/or its natural enemies. [ABSTRACT FROM AUTHOR]

Anthocyanidins are found in nature mainly as pelargonidin, cyanidin, peonidin, delphinidin, petunidin, and malvidin derivatives. These compounds are found free or as glycoside derivatives which are responsible for the color (red, blue, and violet) of some foods and are responsible for attracting seed dispersers. They are grouped into 3-hydroxyanthocyanidins, 3-deoxyanthocyanidins (3D-anth), and O-methylated anthocyanidins. A new method was developed and validated to quantify 3D-anth in plant-rich extracts. To test the new method, Arrabidaea chica Verlot was selected as it is widely used in folk medicine, and it is rich in 3D-anth. The new method was developed by HPLC-DAD and expressed 3D-anth as carajurin content. Carajurin was chosen as the reference standard due to its role as a biological marker for the antileishmanial activity for A. chica. The selected method used a silica-based phenyl column, a mobile phase composed of potassium dihydrogen phosphate buffer, acetonitrile, and methanol, in a gradient elution mode and detection at 480 nm. The method reliability was confirmed by verifying selectivity, linearity, precision, recovery, and robustness. This method contributes to quality control and development of a possible active pharmaceutical ingredient from A. chica as well as it can be used to evaluate 3D-anth in plant extracts with chemical ecology interest. [ABSTRACT FROM AUTHOR]

Forests play a crucial role in providing various services, such as supporting livelihoods, housing terrestrial species, and combating climate change. Pest management in forest ecosystems is more complex than in agricultural ecosystems due to their ecological variability. Insects are an important component of forest ecosystems, impacting tree growth and interacting with other organisms. Globalization and climate change have led to the expansion of insect pests, posing threats to forest health. Chemical ecology, which studies chemically mediated interactions, offers potential for biorational pest management in forests. This special issue focuses on recent research in semiochemical biology/ecology and the application of synthetic semiochemicals in pest management. The issue includes papers from various countries, covering topics such as the Western Pine Beetle, Dendroctonus Bark Beetles, and the Pentatomidae. [Extracted from the article]

The standard approach to exploring prebiotic chemistry is to use a small number of highly purified reactants and to attempt to optimize the conditions required to produce a particular end product. However, purified reactants do not exist in nature. We have previously proposed that what drives prebiotic evolution are complex chemical ecologies. Therefore, we have begun to explore what happens if one substitutes "sea water", with its complex mix of minerals and salts, for distilled water in the classic Miller experiment. We have also adapted the apparatus to permit it to be regassed at regular intervals so as to maintain a relatively constant supply of methane, hydrogen, and ammonia. The "sea water" used in the experiments was created from Mediterranean Sea salt with the addition of calcium phosphate and magnesium sulfate. Tests included several types of mass spectrometry, an ATP-monitoring device capable of measuring femtomoles of ATP, and a high-sensitivity cAMP enzyme-linked immunoadsorption assay. As expected, amino acids appeared within a few days of the start of the experiment and accumulated thereafter. Sugars, including glucose and ribose, followed as did long-chain fatty acids (up to C20). At three-to-five weeks after starting the experiment, ATP was repeatedly detected. Thus, we have shown that it is possible to produce a "one-pot synthesis" of most of the key chemical prerequisites for living systems within weeks by mimicking more closely the complexity of real-world chemical ecologies. [ABSTRACT FROM AUTHOR]

Simple Summary: The South American fruit fly, Anastrepha fraterculus, is an important fruit pest. Males of this species are sexually stimulated by odors released by one of their main hosts, Psidium guajava (guava) fruit. Stimulated males release more pheromone and perform sexual displays more frequently than males that did not perceive fruit odors. This phenomenon was documented only for guava, a native host, whereas odors from other, exotic host species, such as mango, grapefruit and orange, do not trigger any stimulation in males. This might indicate that the male response is only triggered by native hosts, with which they have a common evolutionary history. Here we studied the effect of odors released by fruits of other four native host species of A. fraterculus sp. 1, namely Eugenia myrcianthes, Juglans australis, Psidium cattleianum, and Acca sellowiana, using guava as a positive control. Sexual displays and mating success were only affected by guava (as expected) and P. cattleianum. Interestingly, the two species belong to the same plant genus, which suggests a strong evolutionary relationship between A. fraterculus sp. 1 and, possibly plants of this genus. The present findings could help improving the sterile insect technique, an efficient pest control method widely used against fruit flies. Anastrepha fraterculus sp.1 males are sexually stimulated by the aroma of fruit of its native host Psidium guajava (guava). Other hosts, which are exotic to A. fraterculus, do not enhance male sexual behavior. Here we evaluate the effects of fruit volatile exposure on male A. fraterculus sp. 1 sexual performance using other native hosts, under the hypothesis that male improvement derives from a common evolutionary history between A. fraterculus sp. 1 and its native hosts. Four species were evaluated: Eugenia myrcianthes, Juglans australis, Psidium cattleianum, and Acca sellowiana. Guava was used as a positive control. Males were exposed to fruit from 12:00 pm to 4:00 pm, from day 8 to day 11 post-emergence. On day 12, we evaluated their calling behavior and mating success. Both guava and P. cattleianum enhanced calling behavior. Mating success was enhanced only by guava and a trend was found for P. cattleianum. Interestingly, the two hosts belong to the Psidium genus. A volatile analysis is planned to identify the compounds responsible for this phenomenon. The other native fruits did not improve the sexual behavior of males. Implications of our findings in the management of A. fraterculus sp. 1 are discussed. [ABSTRACT FROM AUTHOR]

Simple Summary: The brown marmorated stink bug, Halyomorpha halys, is an invasive pest of agricultural crops, ornamentals, and human structures. In its native range, populations are suppressed primarily by parasitoid wasps that attack the egg stage. A promising adventive parasitoid, the samurai wasp, Trissolcus japonicus, has become established in the U.S., including Utah. According to ecological models, Utah is marginally suitable for the samurai wasp and poses unique challenges to its establishment from extreme climates and high elevation. Biological control enhancement efforts, such as deploying stink bug kairomones to attract parasitoids, may lead to the enhanced suppression of the brown marmorated stink bug. To evaluate the efficacy of this approach, experimental lures loaded with varying blends and release rates of stink bug kairomones were tested in field and mesocosm trials. This study found low parasitism in the field, while mesocosm trials demonstrated the efficacy of a single- and dual-compound blend at the 10 mg load rate for the attraction of the samurai wasp. These results support the validity of using rubber septa as a release device for kairomones of stink bugs and provide a baseline for future work on attracting samurai wasps with lures in a field environment. In its native range, Halyomorpha halys (Stål) is suppressed by parasitoids in the genus Trissolcus (Hymenoptera: Scelionidae). Trissolcus native to Utah have demonstrated low parasitism of H. halys, while adventive Trissolcus japonicus (Ashmead) have shown parasitism of up to 20%. Custom rubber septa lures containing stink bug kairomones, n-tridecane (attractant), and (E)-2-decenal (repellent), at 100%, 90%, and 80% levels of attractant (10 mg load rate), were placed adjacent to sentinel H. halys egg masses in northern Utah field trials. Egg masses were evaluated for the presence and intensity (proportion of parasitized eggs) of parasitism. Parasitism by T. japonicus and T. euschisti (Ashmead) was low; however, the 100% lure showed double the parasitism of the control and more than three times that of the 90% and 80%. Two-way choice mesocosm trials in the laboratory evaluated previous lures and a lower load rate of 5 mg—100% attractant treatment. Lures of 10 mg at 100% and 80% were more attractive to T. japonicus than the control, while 5 mg at 100% and 10 mg at 90% showed no significant attraction. Our results support a proof-of-concept of rubber septa as release devices for kairomones to attract T. japonicus and provide a baseline for future field-based studies. [ABSTRACT FROM AUTHOR]

Simple Summary: The leaf beetle Labidostomis lusitanica (Germar) (Coleoptera: Chrysomelidae) is a voracious defoliator beetle regarded as a threat for pistachio (Pistacia vera) crops in Spain. During late April–early June, field aggregates containing both sexes are commonly found in pistachio leaves. Males collected from these aggregates release a sex-specific compound, namely 2-isobutyl-3-methoxypyrazine, that elicits both a strong electrophysiological response and positive chemotactic behavior in males and females. Altogether, our findings suggest that 2-isobutyl-3-methoxypyrazine may act as an aggregative cue, although further field assays are required to address the true role of the compound in natural conditions. In spite of its incidence on pistachio trees, the chemical ecology of Labidostomis lusitanica (Germar) (Coleoptera: Chrysomelidae) has been neglected so far. In this work, we provide the first evidence of a biologically active male-specific compound that may be promoting field aggregation. Headspace collections through solid-phase microextraction from feral males and females reported the presence of 2-isobutyl-3-methoxypyrazine exclusively in males. Electroantennographic recordings revealed that males and females responded in a dose-dependent manner to increasing stimuli of 2-isobutyl-3-methoxypyrazine, with females overall displaying a higher response than males. In dual-choice tests, both males and females showed a significant preference for the compound in comparison to a pure air stimulus. In light of these results, the possible role of 2-isobutyl-3-methoxypyrazine as an aggregation cue in L. lusitanica is discussed. [ABSTRACT FROM AUTHOR]

Bryophytes are prolific producers of unique, specialized metabolites that are not found in other plants. As many of these unique natural products are potentially interesting, for example, pharmacological use, variations in the production regarding ecological or environmental conditions have not often been investigated. Here, we investigate metabolic shifts in the epiphytic Radula complanata L. (Dumort) with regard to different environmental conditions and the type of phorophyte (host tree). Plant material was harvested from three different locations in Sweden, Germany, and Canada and subjected to untargeted liquid chromatography high-resolution mass-spectrometry (UPLC/ESI-QTOF-MS) and data-dependent acquisition (DDA-MS). Using multivariate statistics, variable selection methods, in silico compound identification, and compound classification, a large amount of variation (39%) in the metabolite profiles was attributed to the type of host tree and 25% to differences in environmental conditions. We identified 55 compounds to vary significantly depending on the host tree (36 on the family level) and 23 compounds to characterize R. complanata in different environments. Taken together, we found metabolic shifts mainly in primary metabolites that were associated with the drought response to different humidity levels. The metabolic shifts were highly specific to the host tree, including mostly specialized metabolites suggesting high levels of ecological interaction. As R. complanata is a widely distributed generalist species, we found it to flexibly adapt its metabolome according to different conditions. We found metabolic composition to also mirror the constitution of the habitat, which makes it interesting for conservation measures. [ABSTRACT FROM AUTHOR]

In this article, we propose to explore the chemical interaction between Pseudosphinx tetrio L. and Allamanda cathartica L. using different analytical methods, including an innovative electrochemical approach (called electrochemical ecology) and multivariate analysis, and we investigate the potential antimicrobial effects (antibacterial and antifungal activities) of this interaction in order to gain a better understanding of their specific interaction. The analytical study presents a similar chemical profile between the leaves of healthy and herbivorous A. cathartica and the excretions of the caterpillars. The similar analytical profile of the leaves of A. cathartica and the excretions of P. tetrio, and the difference with the caterpillar bodies, suggests a selective excretion of compounds by the caterpillar. The measured antimicrobial activities support the physicochemical tests. The natural products found selectively in the excretions (rather than in the body) could explain the ability of P. tetrio to feed on this toxic Apocynaceae species. [ABSTRACT FROM AUTHOR]

Rice dwarf virus (RDV) is transmitted by insect vectors Nephotettix virescens and Nephotettix cincticeps (Hemiptera: Cicadellidae) that threatens rice yield and results in substantial economic losses. RDV induces two volatiles ((E)-β-caryophyllene (EBC) and 2-heptanol) to emit from RDV-infected rice plants. However, the effects of the two volatiles on the olfactory behavior of both non-viruliferous and viruliferous N. virescens are unknown, and whether the two volatiles could facilitate the spread and dispersal of RDV remains elusive. Combining the methods of insect behavior, chemical ecology, and molecular biology, we found that EBC and 2-heptanol influenced the olfactory behavior of non-viruliferous and viruliferous N. virescens, independently. EBC attracted non-viruliferous N. virescens towards RDV-infected rice plants, promoting virus acquisition by non-viruliferous vectors. The effect was confirmed by using oscas1 mutant rice plants (repressed EBC synthesis), but EBC had no effects on viruliferous N. virescens. 2-heptanol did not attract or repel non-viruliferous N. virescens. However, spraying experiments showed that 2-heptanol repelled viruliferous N. virescens to prefer RDV-free rice plants, which would be conducive to the transmission of the virus. These novel results reveal that rice plant volatiles modify the behavior of N. virescens vectors to promote RDV acquisition and transmission. They will provide new insights into virus–vector–plant interactions, and promote the development of new prevention and control strategies for disease management. [ABSTRACT FROM AUTHOR]

Simple Summary: Arbuscular mycorrhizal fungi (AMF), as well as ultraviolet-B radiation (UV-B), could act as key factors affecting plant–insect interactions. The stress related to one of these two factors could be balanced by the positive effects of the other. In the present work, the feeding preferences of Myzus persicae aphids for lettuce plants exposed to two abiotic factors, i.e., AMF and UV-B, singly or in combination, was evaluated. Results showed that lettuce plants treated with UV-B increased in callose and oxidative stress indicators, signalling an alteration in the volatile organic compounds (VOCs) emitted. On the other hand, the negative effects of UV-B were partially mitigated in lettuces inoculated with AMF. Differently treated lettuces did not affect the feeding preferences of the M. persicae aphid population. Overall, this study shed light on how UV-B and AMF impact lettuce VOCs emission and defence mechanisms, but not the feeding behaviour of a polyphagous aphid species. Arbuscular mycorrhizal fungi (AMF) and ultraviolet-B radiation (UV-B) play important roles in plant–insect interactions by altering plant physiology and histology. We hypothesized that UV-B-induced oxidative stress was mitigated by AMF symbiosis. In this study, we conducted a multifactorial experiment to explore lettuce plant response to AMF inoculation and UV-B exposure (0.4 W m−2; 16 h d−1; 2 weeks), either together or individually, as well as the interaction with the polyphagous insect pest Myzus persicae (Sulzer). Lettuce plants subjected to UV-B radiation showed an increase in callose and oxidative stress indicators, as well as a decrease in stomatal density. Mycorrhizal colonization cancelled out the effect of UV-B on stomatal density, while the symbiosis was not affected by UV-B treatment. The plant volatile emission was significantly altered by UV-B treatment. Specifically, the non-terpene 1-undecene abundance (+M/+UVB: 48.0 ± 7.78%; −M/+UVB: 56.6 ± 14.90%) was increased, whereas the content of the non-terpene aldehydes decanal (+M/+UVB: 8.50 ± 3.90%; −M/+UVB: 8.0 ± 4.87%) and undecanal (+M/+UVB: 2.1 ± 0.65%; −M/+UVB: 1.20 ± 1.18%) and the sesquiterpene hydrocarbons (+M/+UVB: 18.0 ± 9.62 %; −M/+UVB: 19.2 ± 5.90%) was decreased. Mycorrhization, on the other hand, had no significant effect on the plant volatilome, regardless of UV-B treatment. Aphid population was unaffected by any of the treatments, implying a neutral plant response. Overall, this study provides new insights about the interactions among plants, UV-B, and AMF, outlining their limited impact on a polyphagous insect pest. [ABSTRACT FROM AUTHOR]

Simple Summary: Like many aphids, the sorghum aphid (SA) Melanaphis sorghi produces honeydew, a waste product that can increase parasitoid retention and elicit foraging behaviors on plants. We determined the potential of SA honeydew to retain a common aphid parasitoid, Aphelinus nigritus, to assess the practicality of SA biological control on grain sorghum, Sorghum bicolor. Since SAs also feed on Johnson grass, Sorghum halepense, an alternative plant host, we characterized the composition of honeydew from aphids feeding on either grain sorghum or Johnson grass and evaluated A. nigritus preference for honeydew produced on either plant species. Our study found that A. nigritus often remained on honeydew produced by SAs feeding on both grain sorghum and Johnson grass. However, despite sharing similar sugar, amino acid, and organic acid profiles, honeydew produced on Johnson grass was preferred by A. nigritus over honeydew produced on grain sorghum. Our results suggest that SA honeydew could facilitate A. nigritus parasitoid retention on Johnson grass to lower SA populations before the grain sorghum growing season. How aphid parasitoids of recent invasive species interact with their hosts can affect the feasibility of biological control. In this study, we focus on a recent invasive pest of US grain sorghum, Sorghum bicolor, the sorghum aphid (SA), Melanaphis sorghi. Understanding this pest's ecology in the grain sorghum agroecosystem is critical to develop effective control strategies. As parasitoids often use aphid honeydew as a sugar resource, and honeydew is known to mediate parasitoid–aphid interactions, we investigated the ability of SA honeydew to retain the parasitoid Aphelinus nigritus. Since SAs in the US have multiple plant hosts, and host–plant diet can modulate parasitoid retention (a major component in host foraging), we measured SA honeydew sugar, organic acid, and amino acid profiles, then assessed via retention time A. nigritus preference for honeydew produced on grain sorghum or Johnson grass, Sorghum halepense. Compared to a water control, A. nigritus spent more time on SA honeydew produced on either host plant. Despite similar honeydew profiles from both plant species, A. nigritus preferred honeydew produced on Johnson grass. Our results suggest the potential for SA honeydew to facilitate augmentation strategies aimed at maintaining A. nigritus on Johnson grass to suppress SAs before grain sorghum is planted. [ABSTRACT FROM AUTHOR]

Plants produce and emit a large variety of volatiles that have multiple defense-related functions in response to abiotic or biotic stresses. In comparison with studies on plant volatile–herbivore interactions, little research has been carried out on plant volatile–microbe interactions. In the present paper, tea volatile–Colletotrichum camelliae interactions were studied. The results of emitted volatiles following infection with C. camelliae in "Baiye No. 1" showed that healthy tea plants contained 68 kinds of volatiles, while infected tea plants contained 76 kinds of volatiles. Five volatiles, namely, geraniol, linalool, methyl salicylate, (E)-3-hexen-1-ol, and α-farnesene, were found to have a relatively large content variation in infected tea plants, with increments of 7.903%, −2.247%, 2.770%, −6.728%, and 3.848%, respectively. The fungicidal activity results of the five volatiles against C. camelliae showed that geraniol had the best activity, with MIC and MBC values of 0.5 and 1 mg·mL−1, respectively. Thus, geraniol was selected for subsequent studies. The effects of geraniol on the mycelia and cell structures of C. camelliae were investigated by scanning electron microscopy (SEM) and transmission electron microscope (TEM). The results showed that the mycelia were significantly disrupted, and the cell structures were damaged. The effects of geraniol on the related enzymes of C. camelliae were assessed. The results showed that cellulase activity increased, malondialdehyde content increased, and the activity of defense enzymes was inhibited, thereby inhibiting the growth of pathogens. This study provides the first evidence that geraniol is a defense-related function volatile of "Baiye No. 1" in response to C. camelliae stress. It also provides valuable information and enriches the chemical ecology of tea plant diseases for the research field on defensive substances of microbe-induced plant volatiles. [ABSTRACT FROM AUTHOR]

The aim of this study was to monitor the volatile chemical composition from leaves and reproductive organs of Piper mollicomum Kunth (PM), in its reproduction period, as well as register inflorescence visitors, microclimate and phenological information. The essential oils (EOs) obtained from the different fresh organs by hydrodistillation were identified and quantified by Gas Chromatography/Mass Spectrometry (GC/MS) and by GC coupled to a Flame Ionization Detector (GC/FID), respectively. The cercentage content of some volatiles present in reproductive organs, such as limonene, 1,8-cineole, linalool and eupatoriochromene, increased during the maturation period of the inflorescences, and decreased during the fruiting period, suggesting a defense/attraction activities. Furtermore, a biosynthetic dichotomy between 1,8-cineole (leaves) and linalool (reproductive organs) was recorded. A high frequency of bee visits was registered weekly, and some correlations showed a positive relationship between this variable and terpenes. Microclimate has an impact on this species' phenological cycles and insect visiting behavior. All correlations between volatiles, insects, phenology and microclimate allowed us to present important data about the complex information network in PM. These results are extremely relevant for the understanding of the mechanisms of chemical–ecological plant–insect interactions in Piperaceae, a basal angiosperm. [ABSTRACT FROM AUTHOR]

Simple Summary: Dioryctria abietella (Lepidoptera: Pyralidae) is a destructive forest pest that feeds on the shoots and cones of Pinaceae plants. The reception of host volatiles and toxic compounds can be mediated via odorant binding proteins (OBPs) expressed in olfactory organs. Here, a number of DabiOBPs may be involved in reproduction, as indicated by the expression profiles. Further, DabiOBP5 and DabiOBP14 enriched in adult antennae could strongly interact with two plant volatiles and four insecticides. Of these, β-ionone derived from plant flowers possibly served as an feeding attractant of female moths, while a pear ester ethyl-(2E,4Z)-decadienoate identified as a non-host volatile may repel D. abietella. In addition, two DabiOBPs were possibly associated with insecticide resistance. Molecular simulations identified several key residues involved in ligand-binding, revealing different binding mechanisms of DabiOBP5 and/or DabiOBP14 with the best ligands. These findings provide potentially active compounds for the control of D. abietella and characterize the interaction mechanisms of two antennal DabiOBPs with plant odorants and insecticides. The management of forest pests has become a significant challenge, particularly for wood borers, because they spend most of the time in the trunks or cones. The coneworm, Dioryctria abietella, is a representative of cone borers as its larvae feed on the cones of Pinaceae plants. The molecular mechanisms underlying the interactions between this species and host plants or habitats can assist in developing strategies for pest control. In this study, we extended the expression profiles of 32 odorant binding proteins (OBPs) in the reproductive tissues of D. abietella, revealing the detectable transcription of 29 genes. Using two DabiOBPs highly expressed in antennae (DabiOBP5 and DabiOBP14) as targets, six compounds with high affinities (dissociation constants < 13 μM) were identified through a reverse chemical ecology strategy, including insecticides widely used for the control of lepidopteran pests. Of these compounds, a floral volatile β-ionone and a pear-produced ester ethyl-(2E,4Z)-decadienoate may serve as behaviorally active compounds in D. abietella. The strong binding of DabiOBPs to insecticides suggested their involvement in insecticide resistance, reflecting sophisticated detoxification mechanisms of this moth. In the molecular simulations, DabiOBP14 possessed stronger interactions with the six ligands compared to DabiOBP5, in which a few key residues within the binding pockets were involved in the formation of hydrogen bonds. This study provides some valuable reference active compounds for the development of lures or repellents in D. abietella and unravels the putative roles of two antenna-dominant DabiOBPs in the perception of plant-derived odorants and insecticides. [ABSTRACT FROM AUTHOR]

Grapevine trunk diseases (GTDs), caused by fungal pathogens, are a serious threat to vineyards worldwide, causing significant yield and economic loss. To date, curative methods are not available for GTDs, and the relationship between the pathogen and symptom expression is poorly understood. Several plant pathologists, molecular biologists, and chemists have been investigating different aspects of the pathogenicity, biochemistry, and chemical ecology of the fungal species involved in GTDs. Many studies have been conducted to investigate virulence factors, including the chemical characterization of phytotoxic metabolites (PMs) that assist fungi in invading and colonizing crops such as grapevines. Moreover, multidisciplinary studies on their role in pathogenicity, symptom development, and plant-pathogen interactions have also been carried out. The aim of the present review is to provide an illustrative overview of the biological and chemical characterization of PMs produced by fungi involved in Eutypa dieback, Esca complex, and Botryosphaeria dieback. Moreover, multidisciplinary investigations on host-pathogen interactions, including those using cutting-edge Omics techniques, will also be reviewed and discussed. Finally, challenges and opportunities in the role of PMs for reliable field diagnosis and control of GTDs in vineyards will also be explored. [ABSTRACT FROM AUTHOR]

Plants and herbivorous insects, as well as their natural enemies such as predatory and parasitoid insects, are united by intricate relationships. Additionally, insect mouthpart mechanics are adapted to certain mechanical properties of the plant surface, which, in combination, may influence insect-plant interactions. The chemical basis of insect-plant interactions has been established, and in many examples the feeding and oviposition site selection of phytophagous insects are dependent on plant secondary metabolites. [Extracted from the article]

The rice stink bug, Oebalus pugnax F. (Hemiptera: Pentatomidae), is a key pest of heading rice in the southern United States. Chemical insecticide application is currently the primary method of control of O. pugnax, warranting an improved management program for this species. The potential other management tactics for O. pugnax include eco-friendly measures such as host-plant resistance, silicon application, and the use of semiochemicals. In this study, the feeding preference and performance of O. puganx on cultivated and non-cultivated rice varieties were examined. Choice tests showed that the rice varieties Cheniere and Kaybonnet were most and least preferred by O. pugnax for feeding, respectively. The results of a no-choice experiment showed that the number of nymphs surviving to the adult stage did not differ among rice varieties, although the percent survival was low on the varieties Kaybonnet and Jazzman. Here, we also showed for the first time that silicon application had a significant negative impact on O. pugnax performance, increasing the nymph development time and reducing survival by almost 40% relative to the control. Based on these results, it could be suggested that silicon amendment is a promising management strategy for this pest. Further research is needed to examine whether silicon application also reduces the feeding damage caused by O. puganx. In addition, the chemical compositions of the metathoracic gland and dorsal abdominal gland extracts were also characterized for the first time in this study, and their biological roles and potential use in pest management are discussed. [ABSTRACT FROM AUTHOR]

Although I X. glabratus i is still regarded as the most efficient vector, I H. lauricola i has been recovered from nine additional ambrosia beetle species in Florida, including I Ambrosiodmus lecontei i Hopkins, I Xyleborinus andrewesi i (Blandford), I Xyleborinus gracilis i (Eichhoff), I Xyleborinus saxesenii i (Ratzeburg), I Xyleborus affinis i Eichhoff, I Xyleborus bispinatus i Eichhoff, I Xyleborus ferrugineus i (Fabricius), I Xyleborus volvulus i (Fabricius), and I Xylosandrus crassiusculus i (Motschulsky) [[44], [46], [52]]. However, species like I X. andrewesi i , I X. affinis i , I X. volvulus i , and I X. crassiusculus i were most attracted when ethanol and cubeb oil were presented in tandem. Keywords: chemical ecology; essential oil lures; ethanol lures; Euwallacea perbrevis; invasive species; kairomones; Persea americana; Persea palustris; pest monitoring; Xyleborus glabratus EN chemical ecology essential oil lures ethanol lures Euwallacea perbrevis invasive species kairomones Persea americana Persea palustris pest monitoring Xyleborus glabratus 971 15 11/17/22 20221101 NES 221101 1. Additionally, the beetle assemblages captured in this study provide evidence that the best lure combination for I X. andrewesi, X affinis, X. volvulus i , and I X. crassiusculus i is a combination of cubeb + ethanol; and that ethanol alone is sufficient for attracting and capturing I X. saxesenii i . 5. [Extracted from the article]

Allelopathy between phytoplankton organisms is promoted by substances released into the marine environment that limit the presence of the dominating species. We evaluated the allelopathic effects and response of cell-free media of Chattonella marina var. marina and Gymnodinium impudicum in the toxic dinoflagellate Gymnodinium catenatum. Additionally, single- and four-cell chains of G. catenatum isolated from media with allelochemicals were cultured to evaluate the effects of post exposure on growth and cell viability. Cell diagnosis showed growth limitation and an increase in cell volume, which reduced mobility and led to cell lysis. When G. catenatum was exposed to cell-free media of C. marina and G. impudicum, temporary cysts and an increased concentration of paralytic shellfish toxins were observed. After exposure to allelochemicals, the toxin profile of G. catenatum cells in the allelopathy experiments was composed of gonyautoxins 2/3 (GTX2/3), decarcarbamoyl (dcSTX, dcGTX2/3), and the sulfocarbamoyl toxins (B1 and C1/2). A difference in toxicity (pg STXeq cell−1) was observed between G. catenatum cells in the control and those exposed to the filtrates of C. marina var. marina and G. impudicum. Single cells of G. catenatum had a lower growth rate, whereas chain-forming cells had a higher growth rate. We suggest that a low number of G. catenatum cells can survive the allelopathic effect. We hypothesize that the survival strategy of G. catenatum is migration through the chemical cloud, encystment, and increased toxicity. [ABSTRACT FROM AUTHOR]

Plant polyphenols have many potential applications, for example, in the fields of chemical ecology and human and animal health and nutrition. These biological benefits are related to their bioavailability, bioaccessibility and interactions with other biomolecules, such as proteins, lipids, fibers and amino acids. Polyphenol–protein interactions are well-studied, but less is known about their interactions with lipids and cell membranes. However, the affinity of polyphenols for lipid bilayers partially determines their biological activity and is also important from the usability perspective. The polyphenol–lipid interactions can be studied with several chemical tools including, among others, partition coefficient measurements, calorimetric methods, spectroscopic techniques and molecular dynamics simulation. Polyphenols can variably interact with and penetrate lipid bilayers depending on the structures and concentrations of the polyphenols, the compositions of the lipids and the ambient conditions and factors. Polyphenol penetrating the lipid bilayer can perturb and cause changes in its structure and biophysical properties. The current studies have used structurally different polyphenols, diverse model lipids and various measuring techniques. This approach provides detailed information on polyphenol–lipid interactions, but there is much variability, and the results may even be contradictory, for example, in relation to the locations and orientations of the polyphenols in the lipid bilayers. Nevertheless, by using well-characterized model polyphenols and lipids systematically and combining the results obtained with several techniques within a study, it is possible to create a good overall picture of these fascinating interactions. [ABSTRACT FROM AUTHOR]

Multidimensional gas chromatography is, presently, an established and powerful analytical tool, due to higher resolving power than the classical 1D chromatographic approaches. Applied to multiple areas, it allows to isolate, detect and identify a larger number of compounds present in complex matrices, even in trace amounts. Research was conducted to determine which compounds, emitted by host plants of the eucalyptus weevil, Gonipterus platensis, might mediate host selection behavior. The identification of a pheromone blend of G. platensis is presented, revealing to be more attractive to weevils of both sexes, than the individual compounds. The volatile organic compounds (VOCs) were collected by headspace solid phase microextraction (HS-SPME), MonoTrapTM disks, and simultaneous distillation-extraction (SDE). Combining one dimensional (1D) and two-dimensional (2D) chromatographic systems—comprehensive and heart-cut two-dimensional gas chromatography (GC×GC and H/C-MD-GC, respectively) with mass spectrometry (MS) and electroantennographic (EAD) detection, enabled the selection and identification of pertinent semiochemicals which were detected by the insect antennal olfactory system. The behavioral effect of a selected blend of compounds was assessed in a two-arm olfactometer with ten parallel walking chambers, coupled to video tracking and data analysis software. An active blend, composed by cis and trans-verbenol, verbenene, myrtenol and trans-pinocarveol was achieved. [ABSTRACT FROM AUTHOR]

Simple Summary: Postharvest loss has become a crucial issue for the grain supply chain. Storage of grain without losses in quality is a critically important aspect of global food security. The monitoring and detection of insect infestations in stored grain is essential to inform pest management decisions. Insect olfaction is a principal sensory modality for sensing semiochemicals from their external environment and regulates their behaviors. Some semiochemicals function as attractants or repellents, which could be used for insect surveillance and pest control. In this study, the granary weevil Sitophilus granarius (L.), was used as an example to evaluate volatile compounds released from the weevils' and their initiated electrophysiological and behavioral responses. An improved understanding of S.granarius chemical ecology will lead to developing more efficient and environmentally friendly pest control strategies and technologies. The granary weevil Sitophilus granarius (L.) is one of the most serious primary insect pests of stored products. When S. granarius present in grains, various volatile organic compounds are released as chemical signals which can be used to detect the insects. In this study, volatile chemical compounds released from S. granarius were analyzed using the headspace solid phase micro-extraction (HS-SPME) coupled with gas chromatography (GC)–mass spectrometry (MS) techniques. Two key compounds, 3-hydroxy-2-butanone and 1-pentadecene, were identified from mixed gender of S. granarius adults at high density. Moreover, both male and female adults showed dose-dependent electroantennography (EAG) responses to 3-hydroxy-2-butanone. In behavioral assays, S. granarius was attracted to 3-hydroxy-2-butanone at 0.001 µg/10 µL but repelled at 10 µg/10 µL or higher. S. granarius was consistently repelled by 1-pentadecene at concentrations at 0.001 and 1000 µg/10 µL. 3-hydroxy-2-butanone and 1-pentadecene have considerable potential to offer in the development of new approaches for the monitoring and management of this destructive stored grain insect pest. [ABSTRACT FROM AUTHOR]

Entomopathogenic fungi such as Beauveria bassiana are extensively used for the control of insect pests worldwide. They infect mostly by adhesion to the insect surface and penetration through the cuticle. However, some insects, such as the red flour beetle Tribolium castaneum (Herbst), have evolved resistance by embedding their cuticle with antifungal compounds. Thus, they avoid fungal germination on the cuticle, which result in low susceptibility to entomopathogenic fungi. In adult T. castaneum, these antifungals are the well-known defensive compounds methyl-1,4- and ethyl-1,4-benzoquinone. In this study, we added B. bassiana conidia on the diet of adult beetles to study the effect of the entomopathogen on the secretion and detection of the beetle volatile blend containing both benzoquinones. The compounds were analyzed by solid phase microextraction coupled to gas chromatography–flame ionization detection, and were detected by electroantennography. In addition, we measured the expression level of four genes encoding for two odorant-binding proteins (OBP), one chemosensory protein (CSP), and one odorant receptor (OR) in both healthy and fungus-treated insects. Significant alterations in the secretion of both benzoquinones, as well as in the perception of methyl-1,4-benzoquinone, were found in fungus-treated insects. TcOBP7D, TcOBP0A and TcCSP3A genes were down-regulated in insects fed conidia for 12 and 48 h, and the latter gene was up-regulated in 72 h samples. TcOR1 expression was not altered at the feeding times studied. We conclude that fungus-treated insects alter both secretion and perception of benzoquinones, but additional functional and genetic studies are needed to fully understand the effects of fungal infection on the insect chemical ecology. [ABSTRACT FROM AUTHOR]

Methicillin-resistant Staphylococcus aureus (MRSA), a WHO high-priority pathogen that can cause great harm to living beings, is a primary cause of death from antibiotic-resistant infections. In the present study, six new compounds, including fumindoline A–C (1–3), 12β, 13β-hydroxy-asperfumigatin (4), 2-epi-tryptoquivaline F (17) and penibenzophenone E (37), and thirty-nine known ones were isolated from the marine-derived fungus Aspergillus fumigatus H22. The structures and the absolute configurations of the new compounds were unambiguously assigned by spectroscopic data, mass spectrometry (MS), electronic circular dichroism (ECD) spectroscopic analyses, quantum NMR and ECD calculations, and chemical derivatizations. Bioactivity screening indicated that nearly half of the compounds exhibit antibacterial activity, especially compounds 8 and 11, and 33–38 showed excellent antimicrobial activities against MRSA, with minimum inhibitory concentration (MIC) values ranging from 1.25 to 2.5 μM. In addition, compound 8 showed moderate inhibitory activity against Mycobacterium bovis (MIC: 25 μM), compound 10 showed moderate inhibitory activity against Candida albicans (MIC: 50 μM), and compound 13 showed strong inhibitory activity against the hatching of a Caenorhabditis elegans egg (IC50: 2.5 μM). [ABSTRACT FROM AUTHOR]

Simple Summary: Insects use olfaction, i.e., their sense of smell, to detect odors that elicit behavioral responses, with structurally similar compounds eliciting different responses. The roles of specific recognition proteins, i.e., odorant-binding proteins (OBPs) and odorant receptors (ORs), located in insect antennae, in discriminating between structurally similar compounds are not fully understood. Here, we explore current research in understanding the role of OBPs and ORs in discriminating between enantiomers—mirror image structures—in insect chemical ecology and chemoperception. Olfaction is a complex recognition process that is critical for chemical communication in insects. Though some insect species are capable of discrimination between compounds that are structurally similar, little is understood about how this high level of discrimination arises. Some insects rely on discriminating between enantiomers of a compound, demonstrating an ability for highly selective recognition. The role of two major peripheral olfactory proteins in insect olfaction, i.e., odorant-binding proteins (OBPs) and odorant receptors (ORs) has been extensively studied. OBPs and ORs have variable discrimination capabilities, with some found to display highly specialized binding capability, whilst others exhibit promiscuous binding activity. A deeper understanding of how odorant-protein interactions induce a response in an insect relies on further analysis such as structural studies. In this review, we explore the potential role of OBPs and ORs in highly specific recognition, specifically enantiomeric discrimination. We summarize the state of research into OBP and OR function and focus on reported examples in the literature of clear enantiomeric discrimination by these proteins. [ABSTRACT FROM AUTHOR]

Simple Summary: Rosinweed is a novel perennial crop being developed for oilseed and biofuel in the midwestern US. A primary pest is the Giant Eucosma Moth (GEM). Little is known about the chemical ecology or flight behavior of adults, but many attractants have been identified from other closely related species. The goals of this study were to evaluate whether any of these compounds could improve the capture of GEMs on sticky cards in the field and determine whether the most attractive volatiles might affect flight behavior in the laboratory. We found that there was significant attraction to (E)-8-dodecenyl acetate, which may possibly be a component in the pheromone blend for GEM. Exposure to these compounds in the laboratory reduced flight capacity. Our results suggest these two compounds could be included in monitoring or management programs for the Giant Eucosma moth. Silphium integrifolium is a novel perennial crop being developed for oilseed and biofuel in the midwestern US. One of the primary pests in this system is Eucosma giganteana (Lepidoptera: Tortricidae). Little is known about the chemical ecology or flight behavior of E. giganteana, but many semiochemicals have been identified from other closely related Eucosma species. Some of these compounds include: (Z)- and (E)-8-dodecenyl acetate, (E)-9-dodecenyl acetate, (Z)-8-dodecenol, (E,E)-8,10-dodecadienyl acetate, and (Z,E)-9,12-tetradecadienyl acetate. The goals of this study were to evaluate whether any of these compounds could improve capture of E. giganteana on clear sticky cards in the field, and the most attractive volatiles might affect flight behavior on a computer-automated flight mill assay. We found that there was significant attraction to (E)-8-dodecenyl acetate in two years in the field, which may possibly be a component in the pheromone blend for E. giganteana. On flight mills, E. giganteana flew an average of 23 km in a 24 h period. The presence of attractive stimuli (e.g., (E)-8-dodecenyl acetate) had arresting properties and decreasing flight distance on the mill by 78 to 80%. The longest flight distances were registered in the morning (4:00–12:00) and were 1.8-fold greater than flight distances and durations at night (20:00–4:00). (E)-8-dodecenyl acetate may be useful in behaviorally based monitoring and management strategies for E. giganteana. Overall, our research expands the knowledge on the chemical ecology of adult E. giganteana. [ABSTRACT FROM AUTHOR]

Lichens are slow-growing organisms supposed to synthetize specialized metabolites to protect themselves against diverse grazers. As predicted by the optimal defense theory (ODT), lichens are expected to invest specialized metabolites in higher levels in reproductive tissues compared to thallus. We investigated whether Laser Desorption Ionization coupled to Mass Spectrometry Imaging (LDI-MSI) could be a relevant tool for chemical ecology issues such as ODT. In the present study, this method was applied to cross-sections of thalli and reproductive tissues of the lichen Pseudocyphellaria crocata. Spatial mapping revealed phenolic families of metabolites. A quantification of these metabolites was carried out in addition to spatial imaging. By this method, accumulation of specialized metabolites was observed in both reproductive parts (apothecia and soralia) of P. crocata, but their nature depended on the lichen organs: apothecia concentrated norstictic acid, tenuiorin, and pulvinic acid derivatives, whereas soralia mainly contained tenuiorin and pulvinic acid. Stictic acid, tenuiorin and calycin, tested in no-choices feeding experiments, were deterrent for N. hookeri while entire thalli were consumed by the snail. To improve better knowledge in relationships between grazed and grazing organisms, LDI-MSI appears to be a complementary tool in ecological studies [ABSTRACT FROM AUTHOR]

Coumarin (1,2-benzopyrone) is a natural compound whose metabolism in humans was established in the 1970s. However, a new metabolite was recently identified in human plasma, indicating that the metabolism of coumarin has not been completely elucidated. To complement the knowledge of its metabolism, a rapid and sensitive method using UPLC-QTOF-MS was developed. A total of 12 metabolites was identified using MetaboLynxTM software, including eight metabolites not previously reported in human urine. The identified biotransformation included hydroxylation, glucuronidation, sulfation, methylation, and conjugation with N-acetylcysteine. The present work demonstrates that the metabolism study of coumarin was incomplete, possibly due to limitations of old techniques. The identification of eight inedited metabolites of such a simple molecule suggests that the information regarding the metabolism of other drugs may also be incomplete, and therefore, new investigations are necessary. [ABSTRACT FROM AUTHOR]

The principal aim of this paper is to show the influence of soil characteristics on the quantitative variability of secondary metabolites. Analysis of phenolic content, flavonoid concentrations, and the antioxidant activity was performed using the ethanol and ethyl acetate plant extracts of the species Cichorium intybus L. (Asteraceae). The samples were collected from one saline habitat and two non-saline habitats. The values of phenolic content from the samples taken from the saline habitat ranged from 119.83 to 120.83 mg GA/g and from non-saline habitats from 92.44 to 115.10 mg GA/g. The amount of flavonoids in the samples from the saline locality varied between 144.36 and 317.62 mg Ru/g and from non-saline localities between 86.03 and 273.07 mg Ru/g. The IC50 values of antioxidant activity in the samples from the saline habitat ranged from 87.64 to 117.73 μg/mL and from 101.44 to 125.76 μg/mL in the samples from non-saline habitats. The results confirmed that soil types represent a significant influence on the quantitative content of secondary metabolites. The greatest concentrations of phenols and flavonoids and the highest level of antioxidant activity were found in the samples from saline soil. This further corroborates the importance of saline soil as an ecological factor, as it is proven to give rise to increased biosynthesis of secondary metabolites and related antioxidant activity. [ABSTRACT FROM AUTHOR]

The atmospheric corrosion of carbon steel is an extensive topic that has been studied over the years by many researchers. However, until relatively recently, surprisingly little attention has been paid to the action of marine chlorides. Corrosion in coastal regions is a particularly relevant issue due the latter's great importance to human society. About half of the world's population lives in coastal regions and the industrialisation of developing countries tends to concentrate production plants close to the sea. Until the start of the 21st century, research on the basic mechanisms of rust formation in Cl--rich atmospheres was limited to just a small number of studies. However, in recent years, scientific understanding of marine atmospheric corrosion has advanced greatly, and in the authors' opinion a sufficient body of knowledge has been built up in published scientific papers to warrant an up-to-date review of the current state-of-the-art and to assess what issues still need to be addressed. That is the purpose of the present review. After a preliminary section devoted to basic concepts on atmospheric corrosion, the marine atmosphere, and experimentation on marine atmospheric corrosion, the paper addresses key aspects such as the most significant corrosion products, the characteristics of the rust layers formed, and the mechanisms of steel corrosion in marine atmospheres. Special attention is then paid to important matters such as coastal-industrial atmospheres and long-term behaviour of carbon steel exposed to marine atmospheres. The work ends with a section dedicated to issues pending, noting a series of questions in relation with which greater research efforts would seem to be necessary. [ABSTRACT FROM AUTHOR]

Notodiscus hookeri is the only representative of terrestrial gastropods on Possession Island and exclusively feeds on lichens. The known toxicity of various lichen metabolites to plant-eating invertebrates led us to propose that N. hookeri evolved means to protect itself from their adverse effects. To validate this assumption, the current study focused on the consumption of two lichen species: Usnea taylorii and Pseudocyphellaria crocata. A controlled feeding experiment was designed to understand how the snail copes with the unpalatable and/or toxic compounds produced by these lichen species. The occurrence of two snail ecophenotypes, represented by a mineral shell and an organic shell, led to address the question of a metabolic response specific to the phenotype. Snails were fed for two months with one of these lichens and the chemical profiles of biological samples of N. hookeri (i.e., crop, digestive gland, intestine, and feces) were established by HPLC-DAD-MS and compared to that of the lichens. N. hookeri appears as a generalist lichen feeder able to consume toxic metabolite-containing lichens, independently of the ecophenotype. The digestive gland did not sequester lichen metabolites. The snail metabolism might be based on four non-exclusive processes according to the concerned metabolites (avoidance, passive transport, hydrolysis, and excretion). [ABSTRACT FROM AUTHOR]