Fungal Volatiles Research Articles

Fungal allelochemicals in insect pest management

Interactions between insects and fungi are widespread, and important mediators of these interactions are fungal chemicals that can therefore be considered as allelochemicals. Numerous studies suggest that fungal chemicals can affect insects in many different ways. Here, we apply the terminology established by insect-plant ecologists for categorizing the effect of fungal allelochemicals on insects and for evaluating the application potential of these chemicals in insect pest management. Our literature survey shows that fungal volatile and non-volatile chemicals have an enormous potential to influence insect behavior and fitness. Many of them still remain to be discovered, but some recent examples of repellents and toxins could open up new ways for developing safe insect control strategies. However, we also identified shortcomings in our understanding of the chemical ecology of insect-fungus interactions and the way they have been investigated. In particular, the mode-of-action of fungal allelochemicals has often not been appropriately designated or examined, and the way in which induction by insects affects fungal chemical diversity is poorly understood. This review should raise awareness that in-depth ecological studies of insect-fungus interactions can reveal novel allelochemicals of particular benefit for the development of innovative insect pest management strategies.

Microbial Small Talk: Volatiles in Fungal-Bacterial Interactions.

There is increasing evidence that volatile organic compounds (VOCs) play an important role in the interactions between fungi and bacteria, two major groups of soil inhabiting microorganisms. Yet, most of the research has been focused on effects of bacterial volatiles on suppression of plant pathogenic fungi whereas little is known about the responses of bacteria to fungal volatiles. In the current study we performed a metabolomics analysis of volatiles emitted by several fungal and oomycetal soil strains under different nutrient conditions and growth stages. The metabolomics analysis of the tested fungal and oomycetal strains revealed different volatile profiles dependent on the age of the strains and nutrient conditions. Furthermore, we screened the phenotypic responses of soil bacterial strains to volatiles emitted by fungi. Two bacteria, Collimonas pratensis Ter291 and Serratia plymuthica PRI-2C, showed significant changes in their motility, in particular to volatiles emitted by Fusarium culmorum. This fungus produced a unique volatile blend, including several terpenes. Four of these terpenes were selected for further tests to investigate if they influence bacterial motility. Indeed, these terpenes induced or reduced swimming and swarming motility of S. plymuthica PRI-2C and swarming motility of C. pratensis Ter291, partly in a concentration-dependent manner. Overall the results of this work revealed that bacteria are able to sense and respond to fungal volatiles giving further evidence to the suggested importance of volatiles as signaling molecules in fungal–bacterial interactions.

Effect of volatiles versus exudates released by germinating spores of Gigaspora margarita on lateral root formation

Arbuscular mycorrhizal (AM) fungi influence the root system architecture of their hosts; however, the underlying mechanisms have not been fully elucidated. Ectomycorrhizal fungi influence root architecture via volatiles. To determine whether volatiles also play a role in root system changes in response to AM fungi, spores of the AM fungus Gigaspora margarita were inoculated on the same plate as either wild type (WT) Lotus japonicus, the L. japonicus mutant Ljcastor (which lacks the symbiotic cation channel CASTOR, which is required for inducing nuclear calcium spiking, which is necessary for symbiotic partner recognition), or Arabidopsis thaliana, separated by cellophane membranes (fungal exudates experiment), or on different media but with a shared head space (fungal volatiles experiment). Root development was monitored over time. Both germinating spore exudates (GSEs) and geminated-spore-emitted volatile organic compounds (GVCs) significantly promoted lateral root formation (LRF) in WT L. japonicus. LRF in Ljcastor was significantly enhanced in the presence of GVCs. GVCs stimulated LRF in A. thaliana, whereas GSEs showed an inhibitory effect. The expression profile of the genes involved in mycorrhizal establishment and root development were investigated using quantitative reverse transcription-PCR analysis. Only the expression of the LjCCD7 gene, an important component of the strigolactone synthesis pathway, was differentially expressed following exposure to GVCs. We conclude that volatile organic compounds released by the germinating AM fungal spores may stimulate LRF in a symbiosis signaling pathway (SYM)- and host-independent way, whereas GSEs stimulate LRF in a SYM- and host-dependent way.

Volatile-mediated location of mutualist host and toxic non-host microfungi by Drosophila larvae

In analogy to herbivores, fungivorous animals may find suitable host fungi using fungal volatiles as infochemicals and to distinguish between fungi of varying suitability. This study tests the influence of volatiles emitted by micro-fungi, yeast and mould, on the foraging behaviour of facultative fungivorous Drosophila melanogaster larvae. We hypothesised that establishing or avoiding contact with edible yeast (host fungus) and inedible, toxic mould (non-host fungus) is regulated by fungus-specific variation in volatile production. In particular, we expected the non-host fungus to produce specific volatiles that repel fly larvae and thus contribute to signal inedibility. By quantifying innate variation in arrival of individual D. melanogaster larvae at colonies of the mutualist yeast Candida californica or of the antagonistic mould Penicillium expansum, we found the yeast to attract more rapidly a larger number of larvae than the mould did. The developmental stage (young, vegetative vs. old, sporulating) of P. expansum did not affect arrival of larvae at fungal colonies. We used gas chromatography coupled with mass spectrometry (GC–MS) to identify the composition of fungal volatiles. Four compounds appeared to be yeast-specific, twenty to be mould-specific volatiles. Eight volatiles were consistently produced by both young and old P. expansum. Two compounds, 3-methyl-1-butanol and 2-methyl-1-propanol, were released by P. expansum (young and old) as well as C. californica. Time-dependent behavioural response profiles of ~750 D. melanogaster larvae revealed innate attraction to three alcohols produced by yeast and/or moulds and to two yeast-specific organic acids. We found no indication of a repellent effect of mould-specific compounds, including terpenoids like geosmin known to elicit strong avoidance behaviour of adult D. melanogaster in response to harmful microbes. Also, synthetic mould and yeast-specific blends of attractive compounds were equally attractive to the larvae. With respect to the species combinations investigated in this study, we hypothesize that qualitative differences in fungal volatile profiles are of minor relevance in how Drosophila larvae locate and probably discriminate between fungi of varying suitability.

Silver linings: a personal memoir about Hurricane Katrina and fungal volatiles.

In the aftermath of Hurricane Katrina, the levees protecting New Orleans, Louisiana failed. Because approximately 80% of the city was under sea level, widespread flooding ensued. As a resident of New Orleans who had evacuated before the storm and a life-long researcher on filamentous fungi, I had known what to expect. After the hurricane I traveled home with a suitcase full of Petri dishes and sampling equipment so as to study the fungi that were “eating my house.” Not only were surfaces covered with fungal growth, the air itself was full of concentrated mold odor, a smell that was orders of magnitude more funky than any damp, musty basement I had ever encountered. The smell made me feel bad and I had to take regular breaks as I sampled. Being a mycotoxin expert, I knew a fair amount about “sick building syndrome” but believed that it was difficult to get enough respiratory exposure to toxins to cause the array of symptoms associated with the syndrome. So why was I feeling sick? Some Scandinavian experts had hypothesized that mold volatile organic compounds (VOCs) might be the fungal metabolites to blame for sick building syndrome and the time in my smelly, mold infested home made me think they might be right. After securing a new job and establishing a new laboratory, I endeavored to test the hypothesis that some volatile mold metabolites might be toxic. My laboratory at Rutgers University has interrogated the role of VOCs in possible interkingdom toxicity by developing controlled microcosms for exposing simple genetic model organisms to the vapor phase of growing fungi. Both Arabidopsis thaliana and Drosophila melanogaster exhibit a range of toxic symptoms that vary with the species of fungus, the duration of exposure, and other experimental parameters. Moreover, low concentrations of chemical standards of individual fungal VOCs such as 1-octen-3-ol also exhibit varying toxicity and cause neurotoxicity in a Drosophila model. Collectively, these data suggest that fungal VOCs may contribute to some of the adverse health effects reported by people exposed to damp indoor environments and that biogenic gas phase molecules deserve increased attention by the research community.

Fungal volatile organic compounds and their role in ecosystems.

All odorants are volatile organic compounds (VOCs), i.e., low molecular weight compounds that easily evaporate at normal temperatures and pressure. Fungal VOCs are relatively understudied compared to VOCs of bacterial, plant, or synthetic origin. Much of the research to date on fungal VOCs has focused on their food and flavor properties, their use as indirect indicators of fungal growth in agriculture, or their role as semiochemicals for insects. In addition, research into fungal volatiles has also taken place to monitor spoilage, for purposes of chemotaxonomy, for use in biofilters and for biodiesel, to detect plant and animal disease, for "mycofumigation," and with respect to plant health. As methods for the analysis of gas phase molecules have improved, it has become apparent that fungal VOC are more chemically varied and more biologically active than has generally been realized. In particular, there is increasing data that show that fungal VOCs frequently mediate interactions between organisms within and across different ecological niches. The goal of this mini review is to orchestrate data on fungal VOCs obtained from disparate disciplines as well as to draw attention to the ecological importance of fungal VOCs in signaling between different species. Technologies and approaches that are common in one area of research are often unknown in others, and the study of fungal VOCs would benefit from more cross talk between subdisciplines.

Bioprospecting bacterial and fungal volatiles for sustainable agriculture.

Current agricultural practice depends on a wide use of pesticides, bactericides, and fungicides. Increased demand for organic products indicates consumer preference for reduced chemical use. Therefore, there is a need to develop novel sustainable strategies for crop protection and enhancement that do not rely on genetic modification and/or harmful chemicals. An increasing body of evidence indicates that bacterial and fungal microbial volatile organic compounds (MVOCs) might provide an alternative to the use of chemicals to protect plants from pathogens and provide a setting for better crop welfare. It is well known that MVOCs can modulate the physiology of plants and microorganisms and in this Opinion we propose that MVOCs can be exploited as an ecofriendly, cost-effective, and sustainable strategy for agricultural practices.

Behavioural response of the woodwasp Sirex noctilio to volatile emissions of its fungal symbiont

AbstractThe wood‐boring wasp, Sirex noctilio, is a global invasive pest that infects and kills pine trees by inoculating spores of a symbiotic fungus (Amylostereum areolatum) at oviposition. Wasp larvae depend on fungal growth to feed, while the fungus relies on female wasps to initially condition the pine tree by inoculating a phytotoxic venom and for dispersal. Wasp larvae use the fungus as an external gut for the digestion of lignocellulosic compounds resulting in a strong correlation between fungal growth inside the wood and wasp fitness. This study explores the hypothesis that female wasps will use fungal volatiles as a synomone in the process of locating suitable oviposition areas (i.e. trees). Using a Y‐tube olfactometer, adult female wasp behaviour was assessed towards fungal and pine tree volatiles (i.e. positive control). Our results are the first to demonstrate attraction of female S. noctilio towards volatiles of their fungal symbiont. Furthermore, the positive response towards these volatiles seems to be stronger than the response to a known attractant (i.e. pine volatiles). These results could be an important contribution to improving baits for monitoring and control purposes. Further work is needed, mainly oriented towards the identification of the volatiles that trigger the observed attraction response and their possible synergistic effects with tree volatiles.

Semiochemicals from ex situ abiotically stressed cactus tissue: a contributing role of fungal spores?

Semiochemicals play a central role in communication between plants and insects, such as signaling the location of a suitable host. Fungi on host plants can also play an influential role in communicating certain plant vulnerabilities to an insect. The spiroketal conophthorin is an important semiochemical produced by developing fungal spores. Spiroketals are also used as signals for scolytid communication. Plants and fungi are known to emit varying volatile profiles under biotic and abiotic stress. This paper reports distinctive temporal-volatile profiles from three abiotic treatments, room temperature (control), -15 °C (cold), and -15 °C to room temperature (shock), of cactus tissue plugs. Volatiles from the three treatments included monoterpenes from control plugs, compounds of varying classes and origin at later stages for cold plugs, and known semiochemicals, including spiroketals, at later stages for shock plugs. The results highlight several important findings: a unique tissue source of the spiroketals; abiotic cold-shock stress is indicated as the cause of spiroketal production; and, given previous findings of spirogenesis, fungal spore involvement is a probable biosynthetic origin of the spiroketals. These findings suggest an important role of fungal volatiles as signaling plant vulnerability to insects.

Prenyl Ethers: Novel Fungal Volatiles Formed by Penicillium digitatum.

Prenyl ethyl ether (PEE) was previously described as the cause for a solvent-like off-note in ground hazelnuts, but its origin remained unclear. Investigations were carried out by analytical groups of Coop and Givaudan over four years to elucidate this phenomenon. From mouldy citrus fruits a strain of Penicillium digitatum was isolated and found to form PEE. Formation on citrus and other fruits was prominent and contributed to the particular smell of decayed fruits. Several strains of P. digitatum formed PEE, while other fungal species did not. In contrast to citrus fruit, prenyl methyl ether (PME) was formed as dominant prenyl ether on hazelnuts while only small amounts of PEE were found. PME has not been previously described as volatile metabolite of fungi or as a food-taint. Spiking experiments with deuterated ethanol showed that the ethyl group is likely incorporated into PEE via the aldehyde form. On hazelnuts strongly decayed by P. digitatum yet another prenyl ether was tentatively identified: Prenyl isopropyl ether. Prenyl ethers present a novel group of volatile metabolites of P. digitatum. They are likely typical for this species and have not been described before. Prenyl ethers seem to play a significant role in the smell of food decayed by P. digitatum and should be considered in cases of off-notes and taints.

The volatome of Aspergillus fumigatus.

Early detection of invasive aspergillosis is absolutely required for efficient therapy of this fungal infection. The identification of fungal volatiles in patient breath can be an alternative for the detection of Aspergillus fumigatus that still remains problematic. In this work, we investigated the production of volatile organic compounds (VOCs) by A. fumigatus in vitro, and we show that volatile production depends on the nutritional environment. A. fumigatus produces a multiplicity of VOCs, predominantly terpenes and related compounds. The production of sesquiterpenoid compounds was found to be strongly induced by increased iron concentrations and certain drugs, i.e., pravastatin. Terpenes that were always detectable in large amounts were α-pinene, camphene, and limonene, as well as sesquiterpenes, identified as α-bergamotene and β-trans-bergamotene. Other substance classes that were found to be present in the volatome, such as 1-octen-3-ol, 3-octanone, and pyrazines, were found only under specific growth conditions. Drugs that interfere with the terpene biosynthesis pathway influenced the composition of the fungal volatome, and most notably, a block of sesquiterpene biosynthesis by the bisphosphonate alendronate fundamentally changed the VOC composition. Using deletion mutants, we also show that a terpene cyclase and a putative kaurene synthase are essential for the synthesis of volatile terpenes by A. fumigatus. The present analysis of in vitro volatile production by A. fumigatus suggests that VOCs may be used in the diagnosis of infections caused by this fungus.

The effects of fungal volatile organic compounds on bone marrow stromal cells

Evidence has shown that individuals exposed to indoor toxic molds for extended periods of time have elevated risk of developing numerous respiratory illnesses. It is not clear at the cellular level what impact mold exposure has on the immune system. Herein, we show that 2 fungal volatiles (E)-2-octenal and oct-1-en-3-ol have cytotoxic effects on murine bone marrow stromal cells. To further analyze alterations to the cell, we evaluated the impact these volatile organic compounds have on membrane composition and hence fluidity. Both (E)-2-octenal and oct-1-en-3-ol exposure caused a shift to unsaturated fatty acids and lower cholesterol levels in the membrane. This indicates that the volatile organic compounds under investigation increased membrane fluidity. These vast changes to the cell membrane are known to contribute to the breakdown of normal cell function and possibly lead to death. Since bone marrow stromal cells are vital for the appropriate development and activation of immune cells, this study provides the foundation for understanding the mechanism at a cellular level for how mold exposure can lead to immune-related disease conditions.

Seeing the trees for the wood – beech (Fagus sylvatica) decay fungal volatiles influence the structure of saproxylic beetle communities

Abstract Two experiments were conducted to investigate the role of basidiomycetes and volatiles in the ecology of saproxylic Coleoptera. Volatile organic compounds (VOCs) were sampled from beech (Fagus sylvatica) logs experimentally inoculated with the basidiomycetes Stereum hirsutum, Coriolus versicolor, Phanerochaete velutina, Hypholoma fasiculare, Bjerkandera adusta both singly and in various combinations. Volatile emissions were found to be in accordance with amounts detectable to insects suggesting that in a natural decay situation, saproxylic volatiles are readily available as insect semiochemicals. Furthermore, fungal community structure was found to significantly affect the volatile profile of decaying wood, with specific VOCs associated with particular fungal treatments. Thus, volatiles of fungal origin are a strong potential source of semiochemicals for those insects utilising the saproxylic habitat and their natural enemies. Beetles were reared from logs inoculated with the same basidiomycete treatments as described earlier and a total of 604 individuals comprising 84 species were obtained. Eleven species (Cis boleti, C. micans, Dacne bipustulata, Latridius consimilis, Mycetophagus atomarius, M. quadripustulatus, Octotemnus glabriculus, Platystomus albinos, Ptilinus pectinicornis, Stictoleptura scutellata, Tomoxia bucephala) exhibited significant associations with one or more fungal treatments. Explanations are provided for the various beetle–fungus associations observed. The data set is notable for the presence of various wood boring species that tend to be absent in experiments where volatiles from fungi are presented in isolation. Coarse woody debris (CWD) and its interaction with fungi CWD, are shown to give off VOCs of varying degrees of specificity. These VOCs are potential semiochemicals for saproxylic insects and may mediate fungus/CWD‐specific interactions. We conclude that future work in this direction would be profitable.

Acyclic sesquiterpenes released byCandida albicansinhibit growth of dermatophytes

It is unresolved as to whether fungi that share a common skin habitat might in principal interact. In in vitro screening tests with Candida albicans, Trichophytum rubrum and other common dermatophytes, we found C. albicans releases volatile compounds that inhibit growth of the dermatophytes. By applying (enantioselective) gas chromatography combined with mass spectrometry we identified 8 compounds among which stereochemically pure (3R,6E)-2,3-dihydrofarnesol (R-DHF) and (2E,6E)-farnesol (F-ol) were the main components. Synthetic R-DHF and its enantiomer, (3S,6E)-2,3-dihydrofarnesol (S-DHF), as well as F-ol were tested for their capacity to inhibit growth of dermatophytes in microtiter-plate assays over 62 h. All three compounds showed significant and concentration-dependent, to a certain extent even species-specific, inhibitory effects on T. rubrum, T. mentagrophytes, Microsporum canis and Epidermophyton floccosum. In general, S-DHF and F-ol had a pronounced effect on the dermatophytes, similar to or even stronger than that of fluconazole. E. floccosum was completely suppressed by 12.5 μg/ml dihydrofarnesol, as was the inhibition caused by 50 μg/ml fluconazole. Similarly, S-DHF- was more active against T. rubrum than fluconazole. To the best of our knowledge, 2,3-dihydrofarnesol has not yet been described as a volatile generated by microorganisms, and its inhibitory effect on dermatophytes is new to science. However, the relevance of this compound in interfungal interference in situ is unknown. In contrast, farnesol is a well-known semiochemical of C. albicans with intraspecific effects and a clear impact on other microorganisms. Mutual intermicrobial communication based on fungal volatiles therefore appears to be an exciting field for future investigations.

Microbial Volatile Emissions as Insect Semiochemicals

We provide a synthesis of the literature describing biochemical interactions between microorganisms and insects by way of microbial volatile organic compound (MVOC) production. We evaluated the functionality and ecological context of MVOC signals, and explored important metabolic pathways involved in MVOC production. The cosmopolitan distribution of microorganisms creates a context for frequent, and frequently overlooked, insect responses to microbial emissions. There are numerous instances of MVOCs being closely associated with insect feeding behaviors, but some MVOCs are also powerful repellants. Emissions from microorganisms in situ may signal aspects of habitat suitability or potential exposure to entomopathogens. In some ecosystems, bacterial or fungal volatiles can also incite insect aggregations, or MVOCs can resemble sexual pheromones that elicit mating and oviposition behaviors from responding insects. A single microorganism or MVOC can have different effects on insect behaviors, especially across species, ontogenies, and habitats. There appears to be a multipartite basis for insect responses to MVOCs, and complex tritrophic interactions can result from the production of MVOCs. Many biochemical pathways for behaviorally active volatile production by microbial species are conserved across large taxonomic groupings of microorganisms. In addition, there is substantial functional redundancy in MVOCs: fungal tissues commonly produce polyketides and short-chain alcohols, whereas bacterial tissues tend to be more commonly associated with amines and pyrazines. We hypothesize that insect olfactory responses to emissions from microorganisms inhabiting their sensory environment are much more common than currently recognized, and that these signals represent evolutionarily reliable infochemicals. Insect chemoreception of microbial volatiles may contribute to the formation of neutral, beneficial, or even harmful symbioses and provide considerable insight into the evolution of insect behavioral responses to volatile compounds.

Volatile compound-mediated interactions between barley and pathogenic fungi in the soil.

Plants are able to interact with their environment by emitting volatile organic compounds. We investigated the volatile interactions that take place below ground between barley roots and two pathogenic fungi, Cochliobolus sativus and Fusarium culmorum. The volatile molecules emitted by each fungus, by non-infected barley roots and by barley roots infected with one of the fungi or the two of them were extracted by head-space solid phase micro extraction and analyzed by gas chromatography mass spectrometry. The effect of fungal volatiles on barley growth and the effect of barley root volatiles on fungal growth were assessed by cultivating both organisms in a shared atmosphere without any physical contact. The results show that volatile organic compounds, especially terpenes, are newly emitted during the interaction between fungi and barley roots. The volatile molecules released by non-infected barley roots did not significantly affect fungal growth, whereas the volatile molecules released by pathogenic fungi decreased the length of barley roots by 19 to 21.5% and the surface of aerial parts by 15%. The spectrum of the volatiles released by infected barley roots had no significant effect on F. culmorum growth, but decreased C. sativus growth by 13 to 17%. This paper identifies the volatile organic compounds emitted by two pathogenic fungi and shows that pathogenic fungi can modify volatile emission by infected plants. Our results open promising perspectives concerning the biological control of edaphic diseases.

A Survey of Insect Assemblages Responding to Volatiles from a Ubiquitous Fungus in an Agricultural Landscape

We report here a first survey of insect orientation to fungal cultures and fungal volatiles from a community ecology perspective. We tested whether volatiles from a ubiquitous yeast-like fungus (Aureobasidium pullulans) are broadly attractive to insects in an agricultural landscape. We evaluated insect attraction to fungal cultures and synthetic compounds identified in fungal headspace (2-methyl-1-butanol, 3-methyl-1-butanol, 2-phenylethanol) in a spearmint (Mentha spicata L.) plantation. Three findings emerged: (1) 1,315 insects representing seven orders and 39 species oriented to traps, but 65 % of trapped insects were Dipterans, of which 80 % were hoverflies (Diptera: Syrphidae); (2) traps baited with A. pullulans caught 481 % more insects than unbaited control traps on average, and contained more diverse (Shannon's H index) and species rich assemblages than control traps, traps baited with Penicillium expansum, or uninoculated media; and (3) insects oriented in greatest abundance to a 1:1:1 blend of A. pullulans volatiles, but mean diversity scores were highest for traps baited with only 2-phenylethanol or 2-methyl-1-butanol. Our results show that individual components of fungal headspace are not equivalent in terms of the abundance and diversity of insects that orient to them. The low abundance of insects captured with P. expansum suggests that insect assemblages do not haphazardly orient to fungal volatiles. We conclude that volatiles from a common fungal species (A. pullulans) are attractive to a variety of insect taxa in an agricultural system, and that insect orientation to fungal volatiles may be a common ecological phenomenon.

A Diels–Alder/Retro‐Diels–Alder Approach for the Enantioselective Synthesis of Microbial Butenolides

AbstractSeveral volatile lactones have been identified from the endophytic fungus Geniculosporium sp. isolated from the rockrose Cistus monspeliensis, commonly known as Montpelier cistus. The fungal volatiles were collected from agar‐plate cultures by using a closed‐loop stripping apparatus and the headspace extracts were analysed by GC–MS. Structures for these lactones were proposed from their mass spectral data. The suggested structures were verified by synthesis of reference compounds through a Diels–Alder/retro‐Diels–Alder approach. This synthetic method was also successfully applied in the synthesis of butenolides that are signalling molecules from streptomycetes. For the enantioselective synthesis of these butenolides a modified route including an enantioselective Diels–Alder reaction was used.

Endophytic fungi from plums (Prunus domestica) and their antifungal activity against Monilinia fructicola.

Enophytic fungi were isolated from plum (Prunus domestica) leaves, identified with ITS1 and ITS4 primers, and their antagonistic activity was tested against Monilinia fructicola, which causes brown rot, blossom blight, and twig blight of stone fruits, and Colletotrichum gloeosporioides, which causes anthracnose on a variety of fruit crops. The production of antifungal compounds was determined in agar-diffusion and volatile inverted-plate tests. A total of 163 fungi were recovered from 30 plum trees, representing 22 cultivars. Twenty-nine morphotypes were detected, but only 14 species were identified genetically. The most frequently isolated species was Phaeosphaeria nodorum, constituting 86.5% of the total isolates. Four isolates produced inhibitory volatiles to M. fructicola; however, no isolate produced volatiles inhibitory to C. gloeosporioides. The volatiles produced by these fungi were identified as ethyl acetate, 3-methyl-1-butanol, acetic acid, 2-propyn-1-ol, and 2-propenenitrile. The fungal volatiles inhibited growth and reduced width of the hyphae, and caused disintegration of the hyphal content. This is the first study describing fungal endophytes in stone fruits. The P. nodorum strains producing inhibitory volatiles could play a significant role in reduction of M. fructicola expansion in plum tissues. Potential of these strains for biological control of this pathogen on stone fruits warrants further investigation.

Fungal volatiles mediate the orientation response of eusocial wasps

Fungal volatiles mediate the orientation response of eusocial wasps