Structure of Flavoglaucin and Auroglaucin

Quilico, A.; Panizzi, L.; Mugnaini, E

doi:10.1038/164026a0

Cited by 23 publications

(17 citation statements)

References 4 publications

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“…2014 A. cristatus Kotanins Desmethylkotanin, kotanin Büchi et al. 1971 A. glaucus Auroglaucins Auroglaucin, flavoglaucin, dihydroauroglaucin, isodihydroauroglaucin, isotetrahydroauroglaucin (= dihydroflavoglaucin), chaetopyranin, 2-(2′,3-epoxy-1′,3-heptadienyl)-6-hydroxy-5-(3-methyl-2-butenyl)benzaldehyde, tetrahydroauroglaucin, (E)-2-(hept-1-enyl)-3-(hydroxymethyl)-5-(3-methylbut-2-enyl)benzene-1,4-diol, (E)-4-(hept-1-enyl)-7-(3-methylbut-2-enyl)-2,3-dihydrobenzofuran-2,5-diol, eurotirumin, 2-(2′,3-epoxy-1′-heptenyl)-6-hydroxy-5-(3″-methyl-2″-butenyl)benaldehyde, (E)-6-hydroxy-7-(3-methyl-2-butenyl)-2-(3-oxobut-1-enyl)chroman-5-carbaldehyde, 2-(1′,5′-heptadienyl)3,6-dihydroxy-5-(3″-methyl-2″butenyl)benzaldehyde, aspergentisyl A, B, aspergin Gould and Raistrick, 1934 , Ashley et al., 1939 , Quilico et al., 1949 , Birch, 1958 , Inoue et al., 1977c , Hamasaki et al., 1980 , Hamasaki et al., 1981 , Ishikawa et al., 1984 , Ishikawa et al., 1985 , Li et al., 2006 , Wang et al., 2006 (as Chaetomium globosum ), Li et al., 2008a , Li et al., 2008b , Miyake et al., 2009 , Slack et al., 2009 , Almeida et al., 2010 , Miyake et al., 2010a , Miyake et al., 2010b , Gao et al., 2011 , Gao et al., 2012a , Gao et al., 2012b , Gao et al., 2013 (misidentified as A. effusus ), Sun et al., 2013 , Wu et al., 2013 , Miyake et al., 2014 , Visagie et al., 2017 A. brunneus , A. glaucus , A. glaucus ? (as Microsporum sp.…”

Section: Resultsmentioning

confidence: 99%

Polyphasic taxonomy of Aspergillus section Aspergillus (formerly Eurotium), and its occurrence in indoor environments and food

Chen¹,

Hubka²,

Frisvad³

et al. 2017

Studies in Mycology

123

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Aspergillus section Aspergillus (formerly the genus Eurotium) includes xerophilic species with uniseriate conidiophores, globose to subglobose vesicles, green conidia and yellow, thin walled eurotium-like ascomata with hyaline, lenticular ascospores. In the present study, a polyphasic approach using morphological characters, extrolites, physiological characters and phylogeny was applied to investigate the taxonomy of this section. Over 500 strains from various culture collections and new isolates obtained from indoor environments and a wide range of substrates all over the world were identified using calmodulin gene sequencing. Of these, 163 isolates were subjected to molecular phylogenetic analyses using sequences of ITS rDNA, partial β-tubulin (BenA), calmodulin (CaM) and RNA polymerase II second largest subunit (RPB2) genes. Colony characteristics were documented on eight cultivation media, growth parameters at three incubation temperatures were recorded and micromorphology was examined using light microscopy as well as scanning electron microscopy to illustrate and characterize each species. Many specific extrolites were extracted and identified from cultures, including echinulins, epiheveadrides, auroglaucins and anthraquinone bisanthrons, and to be consistent in strains of nearly all species. Other extrolites are species-specific, and thus valuable for identification. Several extrolites show antioxidant effects, which may be nutritionally beneficial in food and beverages. Important mycotoxins in the strict sense, such as sterigmatocystin, aflatoxins, ochratoxins, citrinin were not detected despite previous reports on their production in this section. Adopting a polyphasic approach, 31 species are recognized, including nine new species. ITS is highly conserved in this section and does not distinguish species. All species can be differentiated using CaM or RPB2 sequences. For BenA, Aspergillus brunneus and A. niveoglaucus share identical sequences. Ascospores and conidia morphology, growth rates at different temperatures are most useful characters for phenotypic species identification.

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Section: Resultsmentioning

confidence: 99%

Polyphasic taxonomy of Aspergillus section Aspergillus (formerly Eurotium), and its occurrence in indoor environments and food

Chen¹,

Hubka²,

Frisvad³

et al. 2017

Studies in Mycology

123

View full text Add to dashboard Cite

show abstract

“…On the other hand, by using different secondary amines, namely, piperidine, morpholine, and piperazine, the resulting enaminones 22a , 22b , 22c underwent hydrolysis followed by decarbonylation to give 6‐methoxy‐2,2‐dimethylchroman‐4‐one ( 23 ) (Scheme ). In order to provide additional evidence in favor of the structure, compound 23 was synthesized unambiguously by an alternative procedure involving methylation compound 1 by methylation (Scheme ) . These products were identical in all aspects (mp, and spectral analyses).…”

Section: Resultsmentioning

confidence: 99%

Domino Reactions of 3‐Vinylchromone Leading to Different Heterocyclic Compounds

El‐Desoky

Abozeid

Kandeel

et al. 2014

Journal of Heterocyclic Chem

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“…Siderin is related to kotanins produced by some black Aspergilli and A. clavatus (Samson et al 2007, Varga et al 2007), and is also produced by A. panamensis, A. anthodesmis, A. conjunctus and by an A. haitiensis isolate (NRRL 4569). Auraglaucin production is shared by A. biplanus , A. conjunctus and A. diversus , and is also produced by some Eurotium species (Gould & Raistrick 1934, Quilico et al 1949). Aspergillus implicatus (Fig.…”

Section: Resultsmentioning

confidence: 99%

Polyphasic taxonomy of Aspergillus section Sparsi

2010

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Aspergillus section Sparsi includes species which have large globose conidial heads with colours ranging from light grey to olive-buff. In this study, we examined isolates of species tentatively assigned to section Sparsi using a polyphasic approach. The characters examined include sequence analysis of partial β-tubulin, calmodulin and ITS sequences of the isolates, morphological and physiological tests, and examination of the extrolite profiles. Our data indicate that the revised section Sparsi includes 10 species: A. anthodesmis, A. biplanus, A. conjunctus, A. diversus, A. funiculosus, A. implicatus, A. panamensis, A. quitensis, A. sparsus, and the new taxon A. haitiensis. The recently described A. quitensis and A. ecuadorensis are synonyms of A. amazonicus based on both molecular and physiological data. The white-spored species A. implicatus has also been found to belong to this section. Aspergillus haitiensis sp. nov. is characterised by whitish colonies becoming reddish brown due to the production of conidial heads, and dark coloured smooth stipes. The taxon produces gregatins, siderin and several unknown but characteristic metabolites.

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Structure of Flavoglaucin and Auroglaucin

Cited by 23 publications

References 4 publications

Polyphasic taxonomy of Aspergillus section Aspergillus (formerly Eurotium), and its occurrence in indoor environments and food

Polyphasic taxonomy of Aspergillus section Aspergillus (formerly Eurotium), and its occurrence in indoor environments and food

Domino Reactions of 3‐Vinylchromone Leading to Different Heterocyclic Compounds

Polyphasic taxonomy of Aspergillus section Sparsi

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