title: Purification, identification and activity of phomodione, a furandione from an endophytic Phoma species.
abstract: Phomodione, [(4aS(*),9bR(*))-2,6-diacetyl-7-hydroxy-4a,9-dimethoxy-8,9b-dimethyl-4a.9b-dihydrodibenzo[b,d]furan-1,3(2H,4H)-dione], an usnic acid derivative, was isolated from culture broth of a Phoma species, discovered as an endophyte on a Guinea plant (Saurauia scaberrinae). It was identified using NMR, X-ray crystallography, high resolution mass spectrometry, as well as infrared and Raman spectroscopy. In addition to phomodione, usnic acid and cercosporamide, known compounds with antibiotic activity, were also found in the culture medium. Phomodione exhibited a minimum inhibitory concentration of 1.6 microg/mL against Staphylococcus aureus using the disk diffusion assay, and was active against a representative oomycete, ascomycete and basidiomycete at between three and eight micro-grams per mL.
authors: Department of Chemistry, University of Portland, Portland, OR 97203, USA. hoffman@up.edu
authors: Angela M
authors: AM
authors: Hoffman
authors: Steven G
authors: SG
authors: Mayer
authors: Gary A
authors: GA
authors: Strobel
authors: Wilford M
authors: WM
authors: Hess
authors: G Wayne
authors: GW
authors: Sovocool
authors: Andrew H
authors: AH
authors: Grange
authors: James K
authors: JK
authors: Harper
authors: Atta M
authors: AM
authors: Arif
authors: David M
authors: DM
authors: Grant
authors: Elizabeth G
authors: EG
authors: Kelley-Swift
mesh_terms: D029041:Actinidiaceae / Q000382:microbiology*; D001203:Ascomycota / Q000737:chemistry* / Q000648:ultrastructure; D001487:Basidiomycota / Q000187:drug effects; D001572:Benzofurans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D008855:Microscopy, Electron, Scanning; D015394:Molecular Structure; D009868:Oomycetes / Q000187:drug effects; D013210:Staphylococcus / Q000187:drug effects
chemical_list: D001572:Benzofurans; C530256:phomodione; C073339:usnic acid; C085452:cercosporamide