Biologically Active Metabolites Produced by the Basidiomycete Quambalaria cyanescens: e0118913

Four strains of the fungus Quambalaria cyanescens (Basidiomycota: Microstromatales), were used for the determination of secondary metabolites production and their antimicrobial and biological activities. A new naphthoquinone named quambalarine A, (S)-(+)-3-(5-ethyl-tetrahydrofuran-2-yliden)-5,7,8-tr...

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Bibliographic Details
Published in:PloS one 2015-02, Vol.10 (2)
Main Authors: Stodulkova, Eva, Cisarova, Ivana, Kolarik, Miroslav, Chudickova, Milada, Novak, Petr, Man, Petr, Kuzma, Marek, Pavlu, Barbora, Cerny, Jan, Flieger, Miroslav
Format: Article
Language:English
Subjects:
Aspergillus fumigatus
Basidiomycetes
Beauveria bassiana
Geosmithia
Microstromatales
Scolytidae
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Summary:Four strains of the fungus Quambalaria cyanescens (Basidiomycota: Microstromatales), were used for the determination of secondary metabolites production and their antimicrobial and biological activities. A new naphthoquinone named quambalarine A, (S)-(+)-3-(5-ethyl-tetrahydrofuran-2-yliden)-5,7,8-trihydroxy-2-ox o -1,4-naphthoquinone(1), together with two known naphthoquinones, 3-hexanoyl-2,5,7,8-tetrahydroxy-1,4-naphthoquinone(named here as quambalarine B, 2) and mompain, 2,5,7,8-tetrahydroxy-1,4-naphthoquinone (3) were isolated. Their structures were determined by single-crystal X-ray diffraction crystallography, NMR and MS spectrometry. Quambalarine A (1) had a broad antifungal and antibacterial activity and is able inhibit growth of human pathogenic fungus Aspergillus fumigatus and fungi co-occurring with Q. cyanescens in bark beetle galleries including insect pathogenic species Beauveria bassiana. Quambalarine B (2) was active against several fungi and mompain mainly against bacteria. The biological activity against human-derived cell lines was selective towards mitochondria (2 and 3); after long-term incubation with 2, mitochondria were undetectable using a mitochondrial probe. A similar effect on mitochondria was observed also for environmental competitors of Q. cyanescens from the genus Geosmithia.
ISSN:1932-6203
DOI:10.1371/journal.pone.0118913