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Comprehensive analysis of the volatilome of Scytinostroma portentosum

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Abstract

Fruiting bodies of the corticoid fungus Scytinostroma portentosum, known as mothball crust, have been sampled from a dead branch of sallow. Volatile organic compounds of the samples were extracted by means of liquid/liquid extraction and purified by solvent assisted flavour evaporation. In addition, solid-phase microextraction was applied on one fruiting body sample. The odour active compounds were identified by gas chromatography-mass spectrometry and olfactometry on two columns of different polarity and described by sensory detection. Furthermore, an aroma extract dilution analysis was performed to identify the main flavour compounds. The main odour compounds of S. portentosum with an FD factors ≥16 were 3-chloroindole responsible for the typical mothball odour, the mushroom odours oct-1-en-3-ol and oct-1-en-3-one, methyl p-anisate having an anise-like smell, the bloomy and sweet smelling terpenes linalool and nerolidol, as well as benzylacetone and methyl hexadecanoate. Herewith, a comprehensive aroma active volatilome of S. portentosum is presented.

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... The VOC profile of individual fungal species or strain varies depending on the cultivation medium, type of nutrients, incubation time temperature as well as other environmental parameters (Morath et al., 2012). The source of knowledge about VOCs comes from a variety of disciplines, see Fig. 2. Ruhl et al. (2018) presented comprehensive aroma active volatilome of the corticoid fungus Scytinostroma portentosum; as main odor compounds 3-chloroindole, oct-1-en-3-ol, oct-1-en-3-one, methyl 4-methoxybenzoate, linalool, nerolidol, benzylacetone and methyl hexadecanoate were estimated. Eight fungal VOCs including acetoin, ethyl acetate, cisgrandisol, 3-methylbutan-1-ol, 2-methyl-propan-1-ol, 2-methylbutan-1-ol, 2-phenylethyl acetate, and 2-phenylethanol produced by two ophiostomatoid fungi, Grosmannia clavigera and Ophiostoma ips, were identified. ...
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... In der heutigen Forschung geht dies bis hin zum "Volatilome", also der Gesamtheit der VOCs einer Art, die deren spezifischen Geruch ausmachen (z. B. Rühl et al. 2018). ...
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Quasiconcha reticulata is reported from roots of two species of conifers. Agar cultures from single ascospores produced a dark mycelium bearing chlamydospores. An anamorph similar to the form-genus Chalara developed only on sterile twigs and leaves of Pinus halapensis. Because the fungus was associated with the pine wood nematode on one occasion it was tested in culture as a food organism for the nematode and found to support growth and reproduction of the nematode at 20 and 24 C.
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Three new chlorinated sesquiterpenes, named lepistatins A–C, were isolated from the culture broth of Basidiomycete Lepista sordida. The structures were determined by the analysis of spectroscopic data including HREIMS and 1D and 2D NMR. The absolute configuration of lepistatin B was determined by comparing the specific rotation and circular dichroism spectrum with those of known structurally related compounds bearing the same chiral carbon. The structures of lepistatins A–C feature the indanone core structure, but differ from other indanone-containing sesquiterpenes of fungal origin by the alkyl substitution pattern. This indicates that lepistatins A–C probably possess a new sesquiterpene scaffold derived from the common precursor, trans-humulyl cation, by an alternative cyclization.
Article
The family Gloniaceae is represented by the genera Glonium (plant saprobes) and Cenococcum (ectomycorrhizae). This work adds to the knowledge of the family, by introducing a new taxon from dead scales of pine cones collected on the ground in Chiang Mai Province, Thailand. Analysis of a combined LSU, SSU, RPB2 and TEF1 sequence dataset matrix placed it in Gloniaceae and Purpurepithecium murisporum gen. et sp. nov. is introduced to accommodate the new taxon. The genus is characterized by erumpent to superficial, navicular hysterothecia, with a prominent longitudinal slit, branched pseudoparaphyses in a gel matrix, with a purple pigmented epithecium, hyaline to dark brown muriform ascospores and a Psiloglonium stygium-like asexual morph which is produced in culture. The new taxon is illustrated and compared with similar genera.
Article
Covering: up to January 2017 This review gives a comprehensive overview of the production of fungal volatiles, including the history of the discovery of the first compounds and their distribution in the various investigated strains, species and genera, as unravelled by modern analytical methods. Biosynthetic aspects and the accumulated knowledge about the bioactivity and biological functions of fungal volatiles are also covered. A total number of 325 compounds is presented in this review, with 247 cited references.
Article
Species of Coleophoma have been reported as plant pathogenic, saprobic or endophytic on a wide host range. The genus is characterised by having pycnidial conidiomata, phialidic conidiogenous cells intermingled among paraphyses, and cylindrical conidia. Coleophoma has had a confusing taxonomic history with numerous synonyms, and its phylogeny has remained unresolved. The aim of the present study was to use a polyphasic approach incorporating morphology, ecology and molecular data of the partial large subunit nrDNA (LSU), the internal transcribed spacer region with intervening 5.8S nrDNA (ITS), partial β-tubulin (tub2), and translation elongation factor 1-alpha (tef1) gene sequences to resolve its taxonomy and phylogeny. Based on these results the genus was found to be polyphyletic, with taxa tentatively identified as Coleophoma clustering in Dothideomycetes and Leotiomycetes. Species corresponding to the concept of Coleophoma s.str. (Dermateaceae, Helotiales, Leotiomycetes) were found to form a distinct clade, with five new species. Furthermore, Coleophoma was found to be linked to the newly established sexual genus, Parafabraea, which is reduced to synonymy. Isolates occurring on Ilex aquifolium in the Netherlands also clustered in Dermateaceae, representing a novel genus, Hawksworthomyces. In the Dothideomycetes, several taxa clustered in Dothiora (Dothioraceae, Dothideales), which is shown to have Dothichiza and hormonema-like asexual morphs, with four new species. Furthermore, Pseudocamaropycnis is introduced as a new genus (Mytilinidiaceae, Mytilinidiales), along with Briansuttonomyces (Didymellaceae, Pleosporales) and Dimorphosporicola (Pleosporaceae, Pleosporales).
Article
Button mushroom slices were dehydrated using freeze drying (FD) or combined with microwave vacuum drying (FMVD), and the changes in volatile composition were investigated and compared by using headspace GC–MS and electronic nose (E-nose). The results showed that the content of C8 compounds decreased during FD/FMVD process, while more alkanes and heterocyclic compounds were generated in the latter drying periods. The content of original thermal volatile compounds in FMVD products were significantly lower compared to FD, and the same trent was observed on alkanes and heterocyclic compounds. Moreover, the volatile compounds of FMVD products were more similar with fresh ones according to cluster analysis, and the critical point of change of volatile compounds might be at the end of sublimation period. In addition, E-nose could clearly discriminate button mushroom samples subject to different drying periods, the result obtained by E-nose showed good identity compared with GC–MS.
Article
During a north–south latitudinal survey of aquatic fungi on submerged wood and herbaceous material in streams in the Asian region, we collected several hyphomycetous taxa. This paper is part of a series where we provide illustrated accounts of these taxa and place them in a natural classification in the fungi. DNA sequence based phylogenies in recent literature have shown that Dendryphion, Sporidesmium and Torula-like species are polyphyletic in the phylum Ascomycota and their taxonomyhas been problematic due to a lack of understanding of the importance of morphological characters used to delimit taxa, as well as the lack of ex-type or reference strains. Based on multi-locus phylogenies together with morphology, we propose the novel family Distoseptisporaceae (Sordariomycetes) and three novel genera Neotorula (Pleosporales, Dothideomycetes), Distoseptispora (Sordariomycetes) and Pseudosporidesmium (Sordariomycetes). In addition, Dendryphion aquaticum, D. submersum, Distoseptispora fluminicola, D. aquatica, Kirschsteiniothelia submersa, Neotorula aquatica, Sporidesmium aquaticum, S. submersum and S. fluminicola are introduced as new species. Pseudosporidesmium knawiae comb. nov. is proposed to accommodate Sporidesmium knawiae in Sordariomycetes. The polyphyletic nature of Dendryphion, Sporidesmium and Torula-like species are partially resolved, but further sampling with fresh collections and molecular data of species are needed to obtain a natural classification.
Article
Fungal volatile secondary metabolites play important roles in mediating antagonistic and beneficial interactions among organisms. The effects of eight strains of white-rot fungi cultured on potato waste against the mycelial growth of Botrytis cinerea, Fusarium oxysporum and Mucor miehei were investigated using a bi-compartmented Petri dish assay. The chemical composition of volatile organic compounds released from the strain with the highest inhibitory effect was also investigated by headspace solid-phase microextraction and gas chromatography/mass spectrometry analysis. Of the eight white-rot fungi evaluated, Anthracophyllum discolor. Sp4 showed a high inhibitory activity against M. miehei (approximately 76%) and B. cinerea (approximately 20%). F. oxysporum was inhibited to a lesser extent (approximately 10%) by A. discolor and T. versiscolor. The gas chromatography/mass spectrometry analysis showed nine main volatile compounds released from A. discolor Sp4, among them are the sesquiterpenesα-bisabolene and bulnesene, and the chlorinated aromatic compounds 1,5-dichloro-2,3-dimethoxybenzene, 3,5-dichloro-4-methoxybenzaldehyde and 3-chloro-4-methoxybenzaldehyde. Some of which have been reported previously with antimicrobial activity. The antifungal activity and volatile profile of A. discolor have not been previously reported.
Article
The volatilomes of fresh and dried fruiting bodies of Calocybe gambosa were analyzed and compared in this study for the first time. Aroma compounds were extracted by means of liquid/liquid extraction, purified by solvent assisted flavor evaporation (SAFE), and identified by gas chromatography-mass spectrometry and olfactometry. An aroma extract dilution analysis (AEDA) was performed to identify the key flavor compounds, and the main volatiles were quantified by GC flame ionization detection. The key odor compound of fresh fruiting bodies of C. gambosa was (E)-non-2-enal, which, together with (E)-non-2-en-1-ol, was responsible for the characteristic flour- and cucumber-like odor. The aroma profile of commercially available dried fruiting bodies of C. gambosa showed a different pattern. In the dried fruiting bodies, odor compounds like 3-methylbutanoic acid were dominating, and (E)-non-2-enal was not detectable. Thus, the aroma quality of commercially available dried fruiting bodies of C. gambosa differs significantly from that of freshly collected specimens. © 2015, German Mycological Society and Springer-Verlag Berlin Heidelberg.
Article
Young fresh fruiting bodies of wild Lentinus lepideus were harvested from downed old chestnut trees. The volatile compounds were isolated by continuous liquid–liquid extraction (CLLE) and investigated by high resolution gas chromatography-mass spectrometry (HRGC-MS) on two columns of different polarity (DB-5 and ZB-WAX), gas chromatography-atomic emission detector (GC-AED), high resolution-mass spectrometry (HR-MS), and gas chromatography-olfactometry (GC-O). A total of 43 major volatile compounds were identified and semi-quantified. 19 sesquiterpenoids including 11 unknowns were newly found in this fungus. A sulfur-containing sesquiterpenoid mintsulfide was identified for the first time in the fungal kingdom, and a main odorant, 2-vinyl malonic acid methyl propyl mixed ester, was proposed. Five odorous compounds were responsible for the characteristic flavour of the young fruiting bodies: nonanal, (E)-2-nonenal, germacrene-D, 2-vinyl malonic acid methyl ester propyl ester, and nonanoic acid. The results showed that this wild variety of Lentinus lepideus formed a wide diversity of natural sesquiterpenoids, but lacked, in contrast to previous studies, from cinnamic acid derivatives and 1-octen-3-ol.
Article
The aroma compounds of fruiting bodies of C. odorifer were extracted by means of liquid/liquid extraction and purified by solvent assisted flavour evaporation (SAFE). The odour active compounds were identified by gas chromatography-mass spectrometry and olfactometry on two columns of different polarity and described by sensory detection. The volatilom of C. odorifer is reported here for the first time. Additionally, an aroma extract dilution analysis (AEDA) was performed to identify the main flavour compounds. Finally, the volatiles were quantified by GC flame ionization detection (GC-FID). The main odour compound of C. odorifer was methyl p-anisate with an FD factor of 8,192 and a concentration of 120 mg kg-1. Methyl p-anisate was also the compound responsible for the characteristic anise-like odour of C. odorifer. Copyright © 2015 John Wiley & Sons, Ltd.
Article
Despite a significant body of evidence in support of the close phylogenetic relationship of species of Capronia (Herpotrichiellaceae) and black yeasts belonging to or allied with the genus Exophiala questions concerning the taxonomic importance of features furnished by ascospore, stromal and anamorph characters have remained unanswered. In order to address these issues and to elucidate more fully relationships within the family, we have sequenced a portion of the nuclear large ribosomal RNA subunit (28S), the 5.8S gene, and the internal transcribed spacers (ITS1 and ITS2) of 15 species of Capronia and 19 black yeasts assigned to the form genera Cladosporium, Cladophialophora, Exophiala, Fonsecaea, Phaeococcomyces, Phialophora, Ramichloridium and Rhinocladiella. Cladistic analysis of these data confirmed the monophyly of the Herpotrichiellaceae but did not support the division of the genus Capronia on the basis of conidial ontogeny, pattern of ascospore septation, or the degree of stromal development. Homothallic species of Capronia with 8-spored asci, muriform ascospores and Exophiala anamorphs formed a well-supported lineage that included the medically important species Exophiala dermatitidis. Capronia mansonii and Capronia munkii, morphologically similar taxa isolated from the wood of Populus, were inferred as closely related but separate species. The clade comprising members of the Herpotrichiellaceae that possess Cladosporium-like and Phialophora anamorphs was also strongly supported. Available molecular evidence indicates that Dictyotrichiella semiimmersa and Phialophora americana are teleomorph and anamorph states of a single holomorph. Cladistic analysis also confirmed that the genera Cladophialophora and Ramichloridium are polyphyletic. The anamorphs of Capronia nigerrima and Dictyotmchiella semiimmersa are described and illustrated, and the combination Capronia semiimmersa is proposed.
Article
This study is focused on the volatile oils from the fruiting bodies of Pleurotus salmoneostramineus (PS) and P. sajor-caju (PSC), which was extracted by hydrodistillation (HD) and solvent-assisted flavor evaporation (SAFE) methods. The oils are analyzed by gas chromatography-mass spectrometry (GC-MS), GC-olfactometry (GC-O), and aroma extract dilution analysis (AEDA). A total of 31, 31, 45, and 15 components were identified in PS (HD and SAFE) and PSC (HD and SAFE), representing about 80.3%, 92.2%, 88.9%, and 83.0% of the oils, respectively. Regarding the aroma-active components, 13, 12, 13, and 5 components were identified in PS (HD and SAFE) and PSC (HD and SAFE), respectively, by the GC-O analyses. The results of the sniffing test, odor activity value (OAV) and flavor dilution (FD) factor indicate that 1-octen-3-ol and 3-octanone are the main aroma-active components of PS oils. On the other hands, methional and 1-octen-3-ol were estimated as the main aroma-active components of PSC oils.
Article
In this study, the characteristic odorants of the volatile oils from Pleurotus species (P. eryngii var. tuoliensis and P. cystidiosus) were extracted by hydrodistillation and analyzed by gas chromatography-mass spectrometry (GC-MS), gas chromatography-olfactometry (GC-O), and aroma extract dilution analysis (AEDA). A total of 52 and 54 components (P. eryngii var. tuoliensis and P. cystidiosus, respectively) were identified, representing about 98.8% and 85.1% of the volatile oils, respectively. The main components of the P. eryngii var. tuoliensis oil were palmitic acid (82, 38.0%), oleic acid (86, 25.0%) and linoleic acid (85, 9.7%). The main components of the P. cystidiosus oil, palmitic acid (82, 25.8%), indole (54, 9.1%) and myristic acid (77, 5.3%). Regarding the aroma components, 16 and 13 components were identified in the P. eryngii var. tuoliensis and P. cystidiosus oils respectively, by the GC-O analyses. The results of the sniffing test, odor activity value (OAV) and flavor dilution (FD) factor indicate that methional, 1-octen-3-ol and nonanal are the main aroma-active components of P. eryngii var. tuoliensis oil. On the other hands, dimethyl trisulfide and 1-octen-3-ol were estimated as the main aroma-active components of the P. cystidiosus oil.
Article
Nearly 400 generic names and 1000 species names of microfungi, mostly Hyphomycetes, have been checked from the original publications. Access to type or authenticated material of most of them has resulted in some revisions. Seven generic names and 22 species names are shown to be nomina dubia or nomina confusa.
Article
Ascoma morphologies have traditionally been used to classify filamentous ascomycete fungi. Phylogenies generated using DNA sequence data have since shown most of the previously identified groups not to be monophyletic. The relationships of hysterothecia‐bearing ascolocularous fungi have been unsettled for many years. Recent molecular studies have shown this group as currently circumscribed not to constitute natural groupings. This study targeted wide taxon sampling to assess the validity of the current classification in the group. A data set of 40 taxa was assembled including sequence data from nuclear large subunit rDNA and translation elongation factor 1 alpha for each taxon with 68 new sequences being generated for this study and aligned with 62 sequences obtained from GenBank. Parsimony, Bayesian and Maximum Likelihood analyses were performed on the data. Mytilinidiales was recovered as a strongly supported monophyletic clade, while a monophyletic Hysteriales was also recovered but with weak support. Gloniaceae (comprising the genus Glonium s. str. excluding Psiloglonium) was shown not to be monophyletic. This study established a monophyletic hysterothecial clade nested within Pleosporales, for which we proposed a new genus, Anteaglonium gen. nov. including two new species, A. globosum sp. nov. and A. latirostrum sp. nov. that are described. This relationship was strongly supported and most statistical analyses support the placement. The result of this study further indicates that the hysterothecial type of ascomata may have evolved several times within the ascolocularous fungi.
Article
The history of Glyphium Lehmann is briefly reviewed. G. leptothecium (Earle) comb. nov. (≡Lophium leptothecium Earle) from North America, and G. schizosporum (Maire) Zogg from Europe are distinguished mainly by size and septation of fragmented ascospores. Conidial states, referable to Peynnelia Cif. & Frag., are correlated for each species and differences enumerated.
Article
Numerous recent collections permit a clearer view of several British Hysteriales. The genera and species of Farlowiella, Gloniopsis, Hysterium, Hysterographium and Mytilidion are summarized below, and a revised key to British species is appended.
Article
The naphthalene-like smell of Scytinostroma portentosum (Berk. & Curt.) Donk originates predominantly from indole (1) together with 3-chloroindole (3) and to a lesser extent of 1- octen-3-ol (9). Naphthalene (8) itself could not be detected.
Article
Recently, it has been proposed that the type for Dothidea be formally conserved as Sphaeria sambuci Pers. (Dothidea sambuci (Pers.) Fr.:Fr.) and additionally that an epitype specimen be established for that species. A description, illustrations, and DNA sequence data are given based on the epitype. In a search for original or type specimens, a specimen labeled Dothidea sambuci was examined from Fries's Herbarium. It is a mixed collection of a few immature stromata morphologically similar to those of Dothidea sambuci and mature perithecia of Diaporthe spiculosa (Pers.:Fr.) Nitschke, which is described and illustrated with brief remarks on its nomenclature.Key words: Sambucus, Aureobasidium, Hormonema, Dothideomycetes, phylogeny.
Article
Based on own collections, two species of cheirosporous hyphomycetes (anamorphic Pleosporales) have been reexamined by morphology and molecular analysis. Cheiromyces inflatus is a new record for England. Transfers of Ch. inflatus to Dictyosporium and of Cheiromoniliophora elegans to Pseudodictyosporium are proposed.
Article
The components of the volatile oil from wild mushroom (Lactarius hatsudake), used in Japanese traditional food, were analysed and quantified for the first time by capillary GC and GC–MS. Seventy-six components were separated from the oil and of these 71 components were identified. The main components of the oil were oxidized sesquiterpenes [cis-isolongifolanone (624.9 μg/100 g), α-cedrene epoxide (578.7 μg/100 g), humulene epoxide III (453.9 μg/100 g), clovane (425.4 μg/100 g)], aliphatic acids [linoleic acid (585.9 μg/100 g) and palmitoleic acid (333.3 μg/100 g)]. Odour evaluation of the volatile oil from L. hatsudake was also carried out using GC–MS/olfactometry (GC–MS/O) and aroma extract dilution analysis (AEDA), from which it was found that hexanal, 4-dehydroviridiflorol, myliol and phenylacetaldehyde seem to contribute to the green, spicy and sweet odour of L. hatsudake. Copyright © 2010 John Wiley & Sons, Ltd.
Article
The potency of odourants in foods is determined by aroma extract dilution analysis (AEDA) and by the calculation of odour activity values (OAVs). The application of these methods to olive oil, butter, Swiss cheese, heated beef, bread, beer, green tea, dill herb and to the off-flavours formed in lemon oil, soybean oil and boiled trout is reviewed. The results allow the conclusion that only a small fraction of the complex mixture of volatiles causes the characteristic odour of a distinct food.
Article
Three genera of lignicolousHyphomycetes Septonema Corda,Hormiactella Saac. andLylea Morgan-Jones are discussed. Illustrations and determination keys are provided. Five species ofSeptonema—S. fasciculare (Corda) Hughes,S. leptaleum (Ellis & Harkn.) Hughes,S. pinicola Hol.-Jech.,S. secedens Corda andS. laricium Hol.-Jech.—and two species ofHormiactella—H. fusca (Preuss) Sacc. andH. asetosa Hol.-Jech.—have been found in Czechoslovakia. A new speciesS. pseudobinum Hol.-Jech. is described from Romania.Septonema tetracoilum (Corda Hughes is accommodated in the genusLylea Morgan-Jones.
Article
Lophiostoma and Lophiotrema share several morphological and ecological features. They have been regarded as closely related genera within the family Lophiostomataceae, but their morphological circumscriptions have been uncertain. To clarify the generic definitions of Lophiostoma and Lophiotrema, we conducted phylogenetic analyses of 29 isolates of these genera based on the SSU and LSU nrDNA sequences, and also reevaluated several key characters previously used for their generic characterization. Our results clearly confirmed that Lophiostoma and Lophiotrema are distinct genera belonging to different families; the ascus shape, including length of the ascus stipe, is a reliable taxonomic indicator to allow discrimination between the genera. In Lophiostoma species, asci are clavate with relatively long stipes [mostly (10–) 15–30μm in length], whereas in Lophiotrema the asci are cylindrical with short stipes (up to 15μm long). A new family, Lophiotremataceae, is proposed to accommodate species in the Lophiotrema clade that was distantly placed from the Lophiostomataceae within the Pleosporales. Lophiostoma quadrisporum, collected from twigs of Liriodendron tulipifera, is described as a new species with distinctive 4-spored asci. Lophiotrema vitigenum, which has clavate asci with long stipes, is transferred to Lophiostoma. KeywordsAscomycota–Dothideomycetes–Lophiotremataceae–Pleosporales–Systematics