Isolation, biosynthesis and chemical modifications of rubterolones A-F : rare tropolone alkaloids from Actinomadura sp. 5-2

dc.contributor.authorGuo, Huijuan
dc.contributor.authorBenndorf, Rene
dc.contributor.authorLeichnitz, Daniel
dc.contributor.authorKlassen, Jonathan L.
dc.contributor.authorVollmers, John
dc.contributor.authorGoerls, Helmar
dc.contributor.authorSteinacker, Matthias
dc.contributor.authorWeigel, Christiane
dc.contributor.authorDahse, Hans-Martin
dc.contributor.authorKaster, Anne-Kristin
dc.contributor.authorPoulsen, Michael
dc.contributor.authorBeemelmanns, Christine
dc.contributor.upauthorDe Beer, Z. Wilhelm
dc.date.accessioned2017-08-14T08:41:25Z
dc.date.issued2017-07
dc.description.abstractThe discovery of six new, highly substituted tropolone alkaloids, rubterolones A–F, from Actinomadura sp. 5-2, isolated from the gut of the fungus-growing termite Macrotermes natalensis is reported. Rubterolones were identified by using fungus-bacteria challenge assays and a HRMS-based dereplication strategy, and characterised by NMR and HRMS analyses and by X-ray crystallography. Feeding experiments and subsequent chemical derivatisation led to a first library of rubterolone derivatives (A–L). Genome sequencing and comparative analyses revealed their putative biosynthetic pathway, which was supported by feeding experiments. This study highlights how gut microbes can present a prolific source of secondary metabolites.en_ZA
dc.description.departmentForestry and Agricultural Biotechnology Institute (FABI)en_ZA
dc.description.departmentMicrobiology and Plant Pathologyen_ZA
dc.description.embargo2018-07-12
dc.description.librarianhj2017en_ZA
dc.description.sponsorshipThe Daimler Benz foundation to C.B., the Villum Kann Rasmussen Foundation for a Young Investigator Fellowship (VKR10101) to M.P. R.B., the International Leibniz Research School for Microbial and Biomolecular Interactions (ILRS) and School for Microbial Communication (JSMC, DFG).en_ZA
dc.description.urihttp://onlinelibrary.wiley.com/journal/10.1002/(ISSN)1521-3765en_ZA
dc.identifier.citationGuo, H.J., Benndorf, R., Leichnitz, D., Klassen, J.L., Vollmers, J., Gorls, H., Steinacker, M., Weigel, C., Dahse, H.M., Kaster, A.K., De Beer, Z.W., Poulsen, M. & Beemelmanns, C. 2017, 'Isolation, biosynthesis and chemical modifications of rubterolones A-F : rare tropolone alkaloids from Actinomadura sp. 5-2', Chemistry : A European Journal, vol. 23, no. 39, 9338-9345.en_ZA
dc.identifier.issn1521-3765 (online)
dc.identifier.issn0947-6539 (print)
dc.identifier.other10.1002/chem.201701005
dc.identifier.urihttp://hdl.handle.net/2263/61635
dc.language.isoenen_ZA
dc.publisherWileyen_ZA
dc.rights© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the pre-peer reviewed version of the following article : 'Isolation, biosynthesis and chemical modifications of rubterolones A-F : rare tropolone alkaloids from Actinomadura sp. 5-2', Chemistry : A European Journal, vol. 23, no. 39, 9338-9345., 2017, doi : 10.1002/chem.201701005. The definite version is available at : http://onlinelibrary.wiley.comjournal/10.1002/(ISSN)1521-3765.en_ZA
dc.subjectBiosynthesisen_ZA
dc.subjectPolyketidesen_ZA
dc.subjectNatural productsen_ZA
dc.subjectDrug discoveryen_ZA
dc.subjectChemical probesen_ZA
dc.titleIsolation, biosynthesis and chemical modifications of rubterolones A-F : rare tropolone alkaloids from Actinomadura sp. 5-2en_ZA
dc.typePostprint Articleen_ZA

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