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- Title
Isolation, Biosynthesis and Chemical Modifications of Rubterolones A-F: Rare Tropolone Alkaloids from Actinomadura sp. 5-2.
- Authors
Guo, Huijuan; Benndorf, René; Leichnitz, Daniel; Klassen, Jonathan L.; Vollmers, John; Görls, Helmar; Steinacker, Matthias; Weigel, Christiane; Dahse, Hans‐Martin; Kaster, Anne‐Kristin; de Beer, Z. Wilhelm; Poulsen, Michael; Beemelmanns, Christine
- Abstract
The 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.
- Subjects
BIOSYNTHESIS; TROPOLONE; ALKALOIDS; ACTINOMADURA; NUCLEAR magnetic resonance spectroscopy
- Publication
Chemistry - A European Journal, 2017, Vol 23, Issue 39, p9338
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201701005