title: Structure and biosynthetic assembly of gulmirecins, macrolide antibiotics from the predatory bacterium Pyxidicoccus fallax.
abstract: The gulmirecins constitute a new class of glycosylated macrolides that were isolated from the predatory bacterium Pyxidicoccus fallax HKI 727. Their structures were solved by a combination of NMR spectroscopic experiments and chemical derivatization. Analysis of the annotated gulmirecin gene cluster complemented the configurational assignment and provided insights into the stereochemical course of the biosynthetic assembly. The gulmirecins exhibit strong activity against staphylococci, including methicillin-resistant Staphylococcus aureus, but no cytotoxic effects on human cells.
authors.affiliation: Junior Research Group, "Secondary Metabolism of Predatory Bacteria", Leibniz Institute for Natural Product Research and Infection Biology, Hans-Knöll-Institute, Adolf-Reichwein-Str. 23, 07745 Jena (Germany), Fax: (+49) 3641-5320811.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Schieferdecker
authors.forename: Stefanie
authors.initials: S
authors.lastname: König
authors.forename: Christiane
authors.initials: C
authors.lastname: Weigel
authors.forename: Hans-Martin
authors.initials: HM
authors.lastname: Dahse
authors.forename: Oliver
authors.initials: O
authors.lastname: Werz
authors.forename: Markus
authors.initials: M
authors.lastname: Nett
mesh_terms: D000900:Anti-Bacterial Agents / Q000096:biosynthesis* / Q000737:chemistry* / Q000494:pharmacology; D001430:Bacteriocins / Q000096:biosynthesis* / Q000737:chemistry* / Q000494:pharmacology; D001688:Biological Products / Q000737:chemistry*; D006801:Humans; D018942:Macrolides / Q000737:chemistry* / Q000378:metabolism* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D008969:Molecular Sequence Data; D015394:Molecular Structure; D005810:Multigene Family; D061065:Polyketides / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D001430:Bacteriocins; D001688:Biological Products; D018942:Macrolides; D061065:Polyketides; C017724:staphylococcin
keywords: NMR spectroscopy; antibiotics; natural products; polyketides; structure elucidation