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Expanding the Myxochelin Natural Product Family by Nicotinic Acid Containing Congeners
Authors:Nicolas A Frank  Mri Szles  Sergi H Akone  Sari Rasheed  Stephan Hüttel  Simon Frewert  Mostafa M Hamed  Jennifer Herrmann  Sren M M Schuler  Anna K H Hirsch  Rolf Müller
Abstract:Myxobacteria represent a viable source of chemically diverse and biologically active secondary metabolites. The myxochelins are a well-studied family of catecholate-type siderophores produced by various myxobacterial strains. Here, we report the discovery, isolation, and structure elucidation of three new myxochelins N1–N3 from the terrestrial myxobacterium Corallococcus sp. MCy9049, featuring an unusual nicotinic acid moiety. Precursor-directed biosynthesis (PDB) experiments and total synthesis were performed in order to confirm structures, improve access to pure compounds for bioactivity testing, and to devise a biosynthesis proposal. The combined evaluation of metabolome and genome data covering myxobacteria supports the notion that the new myxochelin congeners reported here are in fact frequent side products of the known myxochelin A biosynthetic pathway in myxobacteria.
Keywords:myxobacteria  myxochelin  nicotinic acid  secondary metabolites  natural product discovery  precursor-directed biosynthesis  total synthesis
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