title: Blanchaquinone: a new anthraquinone from an Australian Streptomyces sp.
abstract: Chemical analysis of an Australian Streptomyces species yielded a range of known anthracyclines and biosynthetically related metabolites, including daunomycin (1), epsilon-rhodomycinone (2), 11-hydroxyauramycinone (3), 11-hydroxysulfurmycinone (4), aklavinone (5), bisanhydro-gamma-rhodomycinone (6), and the anthraquinone 7, as well as the hitherto unreported blanchaquinone (8). The structure assigned to 8 was secured by detailed spectroscopic analysis and correlation to known analogues, such as the anthraquinone 7. This account also represents the first natural occurrence of 3, 4, and 7 and the first spectroscopic characterization of 11-hydroxysulfurmycinone (4).
authors.affiliation: Centre for Molecular Biodiversity, Institute for Molecular Bioscience, University of Queensland, 4072, Australia.
authors.forename: Ben
authors.initials: B
authors.lastname: Clark
authors.forename: Robert J
authors.initials: RJ
authors.lastname: Capon
authors.forename: Michael
authors.initials: M
authors.lastname: Stewart
authors.forename: Ernest
authors.initials: E
authors.lastname: Lacey
authors.forename: Shaun
authors.initials: S
authors.lastname: Tennant
authors.forename: Jennifer H
authors.initials: JH
authors.lastname: Gill
mesh_terms: D018943:Anthracyclines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000880:Anthraquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001412:Bacillus subtilis / Q000187:drug effects; D003630:Daunorubicin / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009279:Naphthacenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D019906:Nuclear Magnetic Resonance, Biomolecular; D013021:South Australia; D013302:Streptomyces / Q000737:chemistry*
chemical_list: D018943:Anthracyclines; D000880:Anthraquinones; D000900:Anti-Bacterial Agents; D009279:Naphthacenes; C493701:blanchaquinone; C027832:aklavinone; C015490:rhodomycinone; D003630:Daunorubicin