Blanchaquinone: a new anthraquinone from an Australian Streptomyces sp.
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).
Clark
Ben
B
Centre for Molecular Biodiversity, Institute for Molecular Bioscience, University of Queensland, 4072, Australia.
Capon
Robert J
RJ
Stewart
Michael
M
Lacey
Ernest
E
Tennant
Shaun
S
Gill
Jennifer H
JH
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*
D018943:Anthracyclines; D000880:Anthraquinones; D000900:Anti-Bacterial Agents; D009279:Naphthacenes; C493701:blanchaquinone; C027832:aklavinone; C015490:rhodomycinone; D003630:Daunorubicin