Role of Testosterone in Stimulating Seasonal Changes in a Potential Avian Chemosignal

Songbird preen oil contains volatile and semivolatile compounds that may contain information about species, sex, individual identity, and season. We examined the relationship between testosterone (T) and the amounts of preen oil volatile and semivolatile compounds in wild and captive dark-eyed juncos (Junco hyemalis). In wild males and females, we observed an increase in volatile compound relative concentration early in the breeding season. This increase mirrored previously described seasonal elevation in T levels in wild males and females, suggesting a positive relationship between hormone levels and preen gland secretions, and a possible role for these secretions in signaling receptivity. In females, the greatest relative concentrations of most compounds were observed close to egg laying, a time when steroid hormones are high and also the only time that females respond to an injection of gonadotropin-releasing hormone with a short-term increase in T. In a study of captive juncos held on short days, we asked whether the seasonal increases observed in the wild could be induced with experimental elevation of T alone. We found that exogenous T stimulated the production of some volatile compounds in non-breeding individuals of both sexes. However, of the 15 compounds known to increase during the breeding season, only four showed an increase in relative concentration in birds that received T implants. Our results suggest that testosterone levels likely interact with other seasonally induced physiological changes to affect volatile compound amounts in preen oil.     

Seasonal Variation in Volatile Compound Profiles of Preen Gland Secretions of the Dark-eyed Junco (<Emphasis Type="Italic">Junco hyemalis</Emphasis>)

Quantitative stir bar sorptive extraction methodology, followed by gas chromatography-mass spectrometry (GC-MS) and element-specific atomic emission detection (AED) were utilized to analyze seasonal changes in volatile components of preen oil secretions in Junco hyemalis. Juncos were held in long days to simulate breeding conditions, or short days to simulate nonbreeding conditions. Linear alcohols (C₁₀–C₁₈) were the major volatile compounds found in preen oil, and in both sexes their levels were higher when birds were housed on long as opposed to short days. Methylketones were found at lower levels, but were enhanced in both sexes during long days. Levels of 2-tridecanone, 2-tetradecanone, and 2-pentadecanone were also greater on long days, but only in males. Among carboxylic acids (C₁₂, C₁₄, and C₁₆), linear but not branched acids showed some differences between the breeding and nonbreeding conditions, although the individual variation for acidic compounds was large. Qualitatively, more sulfur-containing compounds were found in males than females during the breeding season. Functionally, the large increase in linear alcohols in male and female preen oil during the breeding season may be an indication of altered lipid biosynthesis, which might signal reproductive readiness. Linear alcohols might also facilitate junco odor blending with plant volatiles in the habitat to distract mammalian predators. Some of the volatile compounds from preen oil, including linear alcohols, were also found on the wing feather surface, along with additional compounds that could have been of either metabolic or environmental origin.     

Volatile and Semivolatile Compounds in Gray Catbird Uropygial Secretions Vary with Age and Between Breeding and Wintering Grounds

The uropygial secretions of some bird species contain volatile and semivolatile compounds that are hypothesized to serve as chemical signals. The abundance of secretion components varies with age and season, although these effects have not been investigated in many species. We used solid-phase microextraction headspace sampling and solvent extraction coupled with gas chromatography–mass spectrometry to detect and identify volatile and semivolatile chemical compounds in uropygial secretions of gray catbirds (Dumetella carolinensis). We identified linear and branched saturated carboxylic acids from acetic (C2) through hexacosanoic (C26); linear alcohols from decanol (C10) through docosanol (C22); one aromatic aldehyde; one monounsaturated carboxylic acid; two methyl ketones; and a C28 ester. We tested for the effect of age on signal strength and found that juvenile birds produced greater amounts of volatile C4 through C7 acids and semivolatile C20 through C26 acids, although the variation among individuals was large. Adult birds displayed small concentrations and minimal individual variation among volatile compounds, but produced significantly higher levels of long-chain linear alcohols than juvenile birds. We tested for the effects of season/location by sampling adult catbirds at their Ohio breeding grounds and at their Florida wintering grounds and found that the heaviest carboxylic acids are significantly more abundant in secretions from birds sampled during winter at the Florida site, whereas methyl ketones are more abundant in birds sampled during summer on the Ohio breeding grounds. We observed no effect of sex on semivolatile compounds, but we found a significant effect of sex on levels of carboxylic acids (C4 through C7) for juvenile birds only.     

Evolutionary Interactions Between Visual and Chemical Signals: Chemosignals Compensate for the Loss of a Visual Signal in Male <Emphasis Type="Italic">Sceloporus</Emphasis> Lizards

Animals rely on multimodal signals to obtain information from conspecifics through alternative sensory systems, and the evolutionary loss of a signal in one modality may lead to compensation through increased use of signals in an alternative modality. We investigated associations between chemical signaling and evolutionary loss of abdominal color patches in males of four species (two plain-bellied and two colorful-bellied) of Sceloporus lizards. We conducted field trials to compare behavioral responses of male lizards to swabs with femoral gland (FG) secretions from conspecific males and control swabs (clean paper). We also analyzed the volatile organic compound (VOC) composition of male FG secretions by stir bar extraction and gas chromatography-mass spectrometry (GC-MS) to test the hypothesis that loss of the visual signal is associated with elaboration of the chemical signal. Males of plain-bellied, but not colorful-bellied species exhibited different rates of visual displays when exposed to swabs of conspecific FG secretions relative to control swabs. The VOC composition of male Sceloporus FG secretions was similar across all four species, and no clear association between relative abundances of VOCs and evolutionary loss of abdominal color patches was observed. The emerging pattern is that behavioral responses to conspecific chemical signals are species- and context-specific in male Sceloporus, and compensatory changes in receivers, but not signalers may be involved in mediating increased responsiveness to chemical signals in males of plain-bellied species.     

Differences in Defensive Volatiles of the Forked Fungus Beetle, Bolitotherus cornutus, Living on Two Species of Fungus

Forked fungus beetles, Bolitotherus cornutus, feed, mate, and live on the brackets of several species of shelf fungus that grow on decaying logs. In response to the specific threat stimulus of mammalian breath, B. cornutus beetles produce a volatile defensive secretion. We tested beetles collected from different host fungi to determine whether defensive secretion blends varied with host type. Using solid phase microextraction and gas chromatography-mass spectrometry, we detected large amounts of the alkylated benzoquinones, methyl-p-benzoquinone (toluquinone) and ethyl-p-benzoquinone, and smaller quantities of p-benzoquinone, 3-methylphenol (m-cresol), 3-ethylphenol, 2-methylhydroquinone, and 2-ethylhydroquinone in secretions. Volatile composition did not differ between male and female beetles. Secretions did differ between beetles collected from two species of fungus, Ganoderma applanatum and Fomes fomentarius, with the relative amount of p-benzoquinone secreted being the most important factor. Other relationships among the volatile components are discussed.     

Species-specific natural products of adult male leaf-footed bugs (Hemiptera: Heteroptera)

The 7–8th ventral abdominal gland secretions from 6 adult male leaf-footed bugs,Leptoglossus spp., and a related species,Euthochtha galeator, were chemically analyzed by GC-MS. Of the 11 volatile compounds identified, all but one of the compounds (n-octanol) were aromatic, including compounds with the familiar odors of cherries, vanilla, cinnamon, and roses. The preponderance of aromatics in the adult male ventral abdominal gland secretions contrasts sharply with the aliphatic compounds which comprise the metathoracic gland defensive secretions of adult males and females. Also, the male-specific secretions are species-specific, both qualitatively and quantitatively, whereas the metathoracic gland secretions of Coreoidea are only distinctive at the generic level. It is proposed that males were favored as the emitters of attractive signals by sexual selection, whereas the specificity of the signal is the result of natural selection against hybridization.     

Season-Long Volatile Emissions from Peach and Pear Trees In Situ, Overlapping Profiles, and Olfactory Attraction of an Oligophagous Fruit Moth in the Laboratory

Insect herbivores that have more than one generation per year and reproduce on different host plants are confronted with substantial seasonal variation in the volatile blends emitted by their hosts. One way to deal with such variation is to respond to a specific set of compounds common to all host plants. The oriental fruit moth Cydia (=Grapholita) molesta is a highly damaging invasive pest. The stone fruit peach (Prunus persica) is its primary host, whereas pome fruits such as pear (Pyrus communis) are considered secondary hosts. In some parts of their geographic range, moth populations switch from stone to pome fruit orchards during the growing season. Here, we tested whether this temporal switch is facilitated by female responses to plant volatiles. We collected volatiles from peach and pear trees in situ and characterized their seasonal dynamics by gas chromatography–mass spectrometry. We also assessed the effects of the natural volatile blends released by the two plant species on female attraction by using Y-tube olfactometry. Finally, we related variations in volatile emissions to female olfactory responses. Our results indicate that the seasonal host switch from peach to pear is facilitated by the changing olfactory effect of the natural volatile blends being emitted. Peach volatiles were only attractive early and mid season, whereas pear volatiles were attractive from mid to late season. Blends from the various attractive stages shared a common set of five aldehydes, which are suggested to play an essential role in female attraction to host plants. Particular attention should be given to these aldehydes when designing candidate attractants for oriental fruit moth females.     

Anal sac secretion of the red fox,Vulpes vulpes; volatile fatty acids and diamines: Implications for a fermentation hypothesis of chemical recognition

Putrescine (1,4-diaminobutane) and cadaverine (1,5-di-aminopentane) were identified in the anal sac secretions of the red fox,Vulpes vulpes, and of the lion, Panthera leo. Anal sac secretion samples obtained over a period of 10 weeks by sampling from within each sac of each of 6 captive foxes were analyzed and putrescine, cadaverine, and volatile fatty acid compositions and secretion pH values recorded. A significant (P < 0.001) negative correlation of pH (range 6.5–9.4) with total volatile fatty acid concentration was observed. Secretion compositions are discussed in the context of a fermentation hypothesis of chemical recognition. Secretion samples could not be unambiguously assigned to particular foxes on the basis of simple comparisons of volatile fatty acid profiles alone. Composition differences were noted between secretions obtained at a given time from corresponding right and left sacs.     

Behavioral and Electrophysiological Responses of <Emphasis Type="BoldItalic">Triatoma brasiliensis</Emphasis> Males to Volatiles Produced in the Metasternal Glands of Females

In many insects, mate finding is mediated by volatile sex pheromones, but evidence for this phenomenon in triatomines (Heteroptera: Reduviidae) is still fragmentary. Recently, it was shown that metasternal glands (MGs) are involved in producing signals related to the sexual communication of Triatoma infestans and Rhodnius prolixus. Based on this, we tested whether MG volatiles could be involved in the sexual communication of Triatoma brasiliensis. Odor-mediated orientation responses were studied by using a T-tube olfactometer. These tests showed that males exhibit positive anemotaxis when confronted with adult odor-laden air currents. Moreover, females that had their metasternal glands occluded did not elicit significant orientation by males. Compounds produced by the MGs of T. brasiliensis females were identified by means of SPME, GC-FID, and GC-MS, with achiral and chiral columns. All substances identified were ketones and alcohols, and similar compound profiles were found in the secretions produced by both sexes. The most abundant compounds identified were 3-pentanone, followed by (4R)-methyl-1-heptanol, 3-pentanol, and (2S)-methyl-1-butanol. In addition, GC-EAD recordings showed that the antennae of males responded to several of the main components of female MG secretions. Our results showed that compounds produced by the MGs of T. brasiliensis females are involved in the sexual communication of this species.     

Perception of Host Plant Volatiles in Hyalesthes obsoletus: Behavior, Morphology, and Electrophysiology

The Palearctic planthopper Hyalesthes obsoletus is the natural vector of the grapevine yellow disease Bois noir. Grapevine is an occasional host plant of this polyphagous planthopper. To deepen our knowledge of the role of plant volatile organic compounds for H. obsoletus host plant searching, we carried out behavioral, morphological, and electrophysiological studies. We tested the attraction of H. obsoletus to nettle, field bindweed, hedge bindweed, chaste tree, and grapevine by using a Y-shaped olfactometer. The results showed a significant attraction of male H. obsoletus to chaste tree, and of the females to nettle. Male H. obsoletus were repelled by odor from hedge bindweed. Ultrastructural studies of the antennae showed at least two types of olfactory sensilla at the antennal pedicel: plaque organs and trichoid sensilla. Volatile organic compounds from nettle and chaste tree were collected, and the extracts were analyzed by coupling gas-chromatography to both mass-spectrometry and electroantennography. The volatile organic compounds that elicited electrophysiological responses in male and female antennae were identified. These findings are discussed with respect to behavior of H. obsoletus males and females in the field.     

Reliable Signaling By Chemical Cues Of Male Traits And Health State In Male Lizards, Lacerta monticola

In spite of the importance of chemoreception in social organization and sexual selection of lizards, there is a lack of general knowledge on how the characteristics of chemical signals mediate these behaviors. Moreover, it is unknown which are the mechanisms that might confer honesty to the information provided by chemical signals. We analyzed here whether characteristics of the lipophilic fraction of femoral gland secretions of Lacerta monticola male lizards can be related to the morphology, physical condition, and health state of the sender. Our results indicated that some male traits, such as body size, number of blue spots, and number of femoral pores and their level of fluctuating asymmetry, were related to variability in the relative proportions of some lipophilic chemical compounds found in secretions. Thus, conspecifics could obtain reliable information on the producer of a scent mark based on chemicals alone, and this might be the basis of female choice observed in this lizard. Moreover, only males with a greater T-cell immune response had higher proportions of two steroids (ergosterol and dehydrocholesterol) in their femoral secretions, which might suggest that the signal is honest and costly to produce. We suggest that only high-quality males could divert these compounds from metabolism to secretions in order to produce an exaggerated and honest “chemical ornament.”     

Ozone Differentially Affects Perception of Plant Volatiles in Western Honey Bees

Floral scents play a key role in mediating plant-pollinator interactions. Volatile organic compounds (VOCs) emitted by flowers are used by flower visitors as olfactory cues to locate flowers, both from a distance and at close range. More recently it has been demonstrated that reactive molecules such as ozone can modify or degrade VOCs, and this may impair the communication between plants and their pollinators. However, it is not known whether such reactive molecules also may affect the olfactory system of pollinators, and thus not only influence signal transmission but perception of the signal. In this study, we used electroantennographic measurements to determine the effect of increased levels of ozone on antennal responses in western honey bees (Apis mellifera L.). Linalool and 2-phenylethanol, both known to be involved in location of flowers by the bees, and (Z)-3-hexenyl acetate, a widespread green leaf volatile also detected by bees, were used. The results showed that ozone affected antennal responses to the different substances differently. Ozone decreased antennal responses to (Z)-3-hexenyl acetate, whereas responses to linalool and 2-phenylethanol were not influenced by ozone. Overall, the study does not provide evidence that pollination by honey bees is impaired by damage in the olfactory system of the bees caused by increased levels of ozone, at least when linalool and 2-phenylethanol are the attractive signals. However, the results also suggest that ozone can change the overall perception of an odor blend. This might have negative effects in pollination systems and other organismic interactions mediated by specific ratios of compounds.     

The use of Odors at Different Spatial Scales: Comparing Birds with Fish

Salmon travel hundreds of kilometers of open ocean and meandering rivers to return to their natal stream to spawn; procellariiform seabirds soar over thousands of kilometers of the ocean's surface searching for foraging opportunities and accurately return to their nesting islands. These large-scale olfactory-guided behaviors are among the most dramatic examples of animal navigation ever described. At much closer ranges, the sense of smell can be used for behaviors as diverse as tracking prey, nest location, and mate selection. Both fish and birds face similar problems interpreting olfactory information in fluid mediums where odors are dispersed as filamentous patches. Similar to insects, which have served as model organisms for investigating olfactory related behaviors, the few fish and bird species that have been studied tend to use olfactory information in conjunction with other sensory modalities. Similar to insects, fish and birds also employ oscillatory or cross-stream movement as sampling mechanisms. This review compares and contrasts the use of odors by fish and birds over a range of spatial scales that span from thousands of kilometers to less than a meter. In so doing, we identify behavioral similarities and new questions that need to be addressed regarding the olfactory ecology of these diverse groups of organisms.     

Volatile compounds produced during deodorization of soybean oil and their flavor significance

Freshly deodorized soybean oil has a characteristic nutty flavor but often yields no detectable headspace volatiles. The cause of this flavor was investigated by deodorizing soybean oil in an apparatus with a double cold trap that allowed the volatile compounds formed from the initial decomposition of hydroperoxides to be collected separately from those produced during the normal deodorization process. The chief volatile components from the normal deodorization process were hydrocarbons, which contributed little to no odor to the oil. The compounds with the greatest odor were carbonyls, especially heptanal and cis-4-heptenal. Although these components should accumulate at some steady-state concentration in an oil during its deodorization, none seemed to account for the flavor of the deodorized oil. By using a particle detector, it was shown that small particles could be generated in the human mouth that could provide a mechanism to bring oil with nonvolatile flavor components into contact with the olfactory organ. Attempts to separate possible nonvolatile flavors in deodorized oil from triacylglycerides by chromatography on alumina or reaction with 2,4-dinitrophenylhydrazine were unsuccessful. Possibly, the flavor is caused by the glycerol esters themselves.     

Volatile compounds produced during deodorization of soybean oil and their flavor significance

Freshly deodorized soybean oil has a characteristic nutty flavor but often yields no detectable headspace volatiles. The cause of this flavor was investigated by deodorizing soybean oil in an apparatus with a double cold trap that allowed the volatile compounds formed from the initial decomposition of hydroperoxides to be collected separately from those produced during the normal deodorization process. The chief volatile components from the normal deodorization process were hydrocarbons, which contributed little to no odor to the oil. The compounds with the greatest odor were carbonyls, especially heptanal and cis-4-heptenal. Although these comonpents should accumulate at some steady-state concentration in an oil during its deodorization, none seemed to account for the flavor of the deodorized oil. By using a particle detector, it was shown that small particles could be generated in the human mouth that could provide a mechanism to bring oil with nonvolatile flavor components into contact with the olfactory organ. Attempts to separate possible nonvolatile flavors in deodorized oil from triacylglycerides by chromatography on alumina or reaction with 2,4-dinitrophenylhydrazine were unsuccessful. Possibly, the flavor is caused by the glycerol esters themselves.     

Shifts in Life-History Traits as a Response to Cannibalism in Larval Long-Toed Salamanders (Ambystoma macrodactylum)

We examined the potential influence of cannibalism on life-history characteristics of larval long-toed salamanders (Ambystoma macrodactylum). Using a 2 × 2 factorial design, crossing morphology with diet, we exposed typical morph larvae to one of four types of stimulus animals: cannibal morphs fed a conspecific diet, cannibal morphs fed a heterospecific diet (i.e., Tubifex), typical morphs fed a conspecific diet, and typical morphs fed a heterospecific diet. Test larvae exposed to stimulus animals fed a conspecific diet exhibited a slower growth rate and an increase in the time taken to reach metamorphosis. These changes in life history likely represent a cost of antipredator behavior.     

Differences in Oxidative Stability,Sensory Properties,and Volatile Compounds of Pepper Aromatized Sunflower Oils Prepared by Different Methods during Accelerated Storage

The study aims to compare the differences in the oxidative stability, sensory properties, and volatile compounds during accelerated storage of pepper aromatized sunflower oil (PASO) samples prepared by maceration method (PASO-M), co-pressing method (PASO-C), and direct addition method (PASO-A), respectively. The results exhibit that their oxidative stability is in the relative order: PASO-A > PASO-C > PASO-M. Meanwhile, the PASO-A sample is the most preferable aromatized sunflower oil by consumers according to sensory analysis. In addition, a total of 83 volatile compounds are identified in the three PASO samples during the storage, and the principal component analysis (PCA) shows that their volatile compounds are quite different at the initial stage of the storage. Still, they are similar among each other from the middle of storage period. As consequence, the aromatized sunflower oil sample prepared by the direct-addition method during the storage possesses better oxidative stability and sensory attributes, and there is not much difference among their volatile compounds, indicating that the aromatized sunflower oil prepared by direct-addition method can be developed as promising aromatized sunflower oil. Practical applications: This study shows that aromatization increases oxidative stability and sensory properties of sunflower oil. By this way some sunflower oils with special sensory properties are obtained: special smell and taste, special color, etc. These peppers aromatized sunflower oils can be used to increase taste and smell in some dishes. For example, they can be used in some salads and some roast meats to give more taste and color.     

Isolation and identification of volatiles in the foliage of potato,Solanum tuberosum,a host plant of the colorado beetle,Leptinotarsa decemlineata

The volatile compounds ofSolanum tuberosum L., a host plant of the Colorado beetle,Leptinotarsa decemlineata Say, were isolated by successive vacuum steam distillation, freeze concentration, and extraction. The main components aretrans-2-hexen-1-ol, 1-hexanol,cis-3-hexen-1-ol,trans-2-hexenal, and linalool. The distribution of these compounds in a variety of plant families and their biosyntheses are reviewed. These leaf volatiles constitute a general green leaf volatile complex, being active in the olfactory orientation of the Colorado beetle and as such are probably of importance to various phytophagous insects.     

Identification and Field Evaluation of Fermentation Volatiles from Wine and Vinegar that Mediate Attraction of Spotted Wing Drosophila, Drosophila suzukii

Previous studies suggest that olfactory cues from damaged and fermented fruits play important roles in resource recognition of polyphagous spotted wing Drosophila flies (SWD), Drosophila suzukii (Matsumura) (Diptera: Drosophilidae). They are attracted to fermented sweet materials, such as decomposing fruits but also wines and vinegars, and to ubiquitous fermentation volatiles, such as acetic acid and ethanol. Gas chromatography coupled with electroantennographic detection (GC-EAD), gas chromatography-mass spectrometry (GC-MS), two-choice laboratory bioassays, and field trapping experiments were used to identify volatile compounds from wine and vinegar that are involved in SWD attraction. In addition to acetic acid and ethanol, consistent EAD responses were obtained for 13 volatile wine compounds and seven volatile vinegar compounds, with all of the vinegar EAD-active compounds also present in wine. In a field trapping experiment, the 9-component vinegar blend and 15-component wine blend were similarly attractive when compared to an acetic acid plus ethanol mixture, but were not as attractive as the wine plus vinegar mixture. In two-choice laboratory bioassays, 7 EAD-active compounds (ethyl acetate, ethyl butyrate, ethyl lactate, 1-hexanol, isoamyl acetate, 2-methylbutyl acetate, and ethyl sorbate), when added singly to the mixture at the same concentrations tested in the field, decreased the attraction of SWD to the mixture of acetic acid and ethanol. The blends composed of the remaining EAD-active chemicals, an 8-component wine blend [acetic acid + ethanol + acetoin + grape butyrate + methionol + isoamyl lactate + 2-phenylethanol + diethyl succinate] and a 5-component vinegar blend [acetic acid + ethanol + acetoin + grape butyrate + 2-phenylethanol] were more attractive than the acetic acid plus ethanol mixture, and as attractive as the wine plus vinegar mixture in both laboratory assays and the field trapping experiment. These results indicate that these volatiles in wine and vinegar are crucial for SWD attraction to fermented materials on which they feed as adults.     

Melissa officinalis: Composition,Pharmacological Effects and Derived Release Systems—A Review

Melissa officinalis is a medicinal plant rich in biologically active compounds which is used worldwide for its therapeutic effects. Chemical studies on its composition have shown that it contains mainly flavonoids, terpenoids, phenolic acids, tannins, and essential oil. The main active constituents of Melissa officinalis are volatile compounds (geranial, neral, citronellal and geraniol), triterpenes (ursolic acid and oleanolic acid), phenolic acids (rosmarinic acid, caffeic acid and chlorogenic acid), and flavonoids (quercetin, rhamnocitrin, and luteolin). According to the biological studies, the essential oil and extracts of Melissa officinalis have active compounds that determine many pharmacological effects with potential medical uses. A new field of research has led to the development of controlled release systems with active substances from plants. Therefore, the essential oil or extract of Melissa officinalis has become a major target to be incorporated into various controlled release systems which allow a sustained delivery.