Title: | Volatiles from the fungal microbiome of the marine sponge Callyspongia cf. flammea |
Author(s): | Barra L; Barac P; Konig GM; Crusemann M; Dickschat JS; |
Address: | "Kekule-Institute for Organic Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk-Strasse 1, D-53121 Bonn, Germany. dickschat@uni-bonn.de" |
ISSN/ISBN: | 1477-0539 (Electronic) 1477-0520 (Linking) |
Abstract: | "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" |
Keywords: | Animals Callyspongia/metabolism/*microbiology Molecular Structure *Mycobiome Volatile Organic Compounds/*chemistry/metabolism; |
Notes: | "MedlineBarra, Lena Barac, Paul Konig, Gabriele M Crusemann, Max Dickschat, Jeroen S eng England 2017/09/06 Org Biomol Chem. 2017 Sep 13; 15(35):7411-7421. doi: 10.1039/c7ob01837a" |