Publikation:

Volatiles from the fungal microbiome of the marine sponge Callyspongia cf. flammea

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2017

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Barac, Paul
König, Gabriele M.
Crüsemann, Max
Dickschat, Jeroen S.

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http://nbn-resolving.de/urn:nbn:de:bsz:352-2-6k0baxh3k6sh3
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https://doi.org/10.1039/c7ob01837a
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Organic & Biomolecular Chemistry. Royal Society of Chemistry (RSC). 2017, 15(35), pp. 7411-7421. ISSN 1477-0520. eISSN 1477-0539. Available under: doi: 10.1039/c7ob01837a

Zusammenfassung

The volatiles emitted by five fungal strains previously isolated from the marine sponge Callyspongia cf. flammea were captured with a closed-loop stripping apparatus (CLSA) and analyzed by GC-MS. Besides several widespread compounds, a series of metabolites with interesting bioactivities were found, including the quorum sensing inhibitor protoanemonin, the fungal phytotoxin 3,4-dimethylpentan-4-olide, and the insect attractant 1,2,4-trimethoxybenzene. In addition, the aromatic polyketides isotorquatone and chartabomone that are both known from Eucalyptus and a new O-desmethyl derivative were identified. The biosynthesis of isotorquatone was studied by feeding experiments with isotopically labeled precursors and its absolute configuration was determined by enantioselective synthesis of a reference compound. Bioactivity testings showed algicidal activity for some of the identified compounds, suggesting a potential ecological function in sponge defence.

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540 Chemie

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ISO 690BARRA, Lena, Paul BARAC, Gabriele M. KÖNIG, Max CRÜSEMANN, Jeroen S. DICKSCHAT, 2017. Volatiles from the fungal microbiome of the marine sponge Callyspongia cf. flammea. In: Organic & Biomolecular Chemistry. Royal Society of Chemistry (RSC). 2017, 15(35), pp. 7411-7421. ISSN 1477-0520. eISSN 1477-0539. Available under: doi: 10.1039/c7ob01837a
BibTex
@article{Barra2017Volat-57554,
  year={2017},
  doi={10.1039/c7ob01837a},
  title={Volatiles from the fungal microbiome of the marine sponge Callyspongia cf. flammea},
  number={35},
  volume={15},
  issn={1477-0520},
  journal={Organic & Biomolecular Chemistry},
  pages={7411--7421},
  author={Barra, Lena and Barac, Paul and König, Gabriele M. and Crüsemann, Max and Dickschat, Jeroen S.}
}
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