title: Viridicatumtoxins: Expanding on a Rare Tetracycline Antibiotic Scaffold.
abstract: Viridicatumtoxins, which belong to a rare class of fungal tetracycline-like mycotoxins, were subjected to comprehensive spectroscopic and chemical analysis, leading to reassignment/assignment of absolute configurations and characterization of a remarkably acid-stable antibiotic scaffold. Structure activity relationship studies revealed exceptional growth inhibitory activity against vancomycin-resistant Enterococci (IC50 40 nM), >270-fold more potent than the commercial antibiotic oxytetracycline.
authors.affiliation: Institute for Molecular Bioscience and ‡School of Chemistry and Molecular Biosciences, The University of Queensland , St. Lucia, Queensland 4072, Australia.
authors.forename: Zhuo
authors.initials: Z
authors.lastname: Shang
authors.affiliation: Institute for Molecular Bioscience and ‡School of Chemistry and Molecular Biosciences, The University of Queensland , St. Lucia, Queensland 4072, Australia.
authors.forename: Angela A
authors.initials: AA
authors.lastname: Salim
authors.affiliation: Institute for Molecular Bioscience and ‡School of Chemistry and Molecular Biosciences, The University of Queensland , St. Lucia, Queensland 4072, Australia.
authors.forename: Zeinab
authors.initials: Z
authors.lastname: Khalil
authors.affiliation: Institute for Molecular Bioscience and ‡School of Chemistry and Molecular Biosciences, The University of Queensland , St. Lucia, Queensland 4072, Australia.
authors.forename: Michelle
authors.initials: M
authors.lastname: Quezada
authors.affiliation: Institute for Molecular Bioscience and ‡School of Chemistry and Molecular Biosciences, The University of Queensland , St. Lucia, Queensland 4072, Australia.
authors.forename: Paul V
authors.initials: PV
authors.lastname: Bernhardt
authors.affiliation: Institute for Molecular Bioscience and ‡School of Chemistry and Molecular Biosciences, The University of Queensland , St. Lucia, Queensland 4072, Australia.
authors.forename: Robert J
authors.initials: RJ
authors.lastname: Capon
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D016983:Enterococcus / Q000187:drug effects*; D000090023:Metallothionein 3; D008826:Microbial Sensitivity Tests; D009183:Mycotoxins / Q000032:analysis* / Q000737:chemistry*; D009419:Nerve Tissue Proteins / Q000737:chemistry / Q000494:pharmacology*; D010118:Oxytetracycline / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013753:Tetracycline Resistance / Q000187:drug effects*; D013754:Tetracyclines / Q000737:chemistry* / Q000494:pharmacology*; D020713:Vancomycin Resistance / Q000187:drug effects*
chemical_list: D000900:Anti-Bacterial Agents; D000090023:Metallothionein 3; D009183:Mycotoxins; D009419:Nerve Tissue Proteins; D013754:Tetracyclines; C042170:viridicatumtoxin; D010118:Oxytetracycline