title: Helicusin E, isochromophilone X and isochromophilone XI: new chloroazaphilones produced by the fungus Bartalinia robillardoides strain LF550.
abstract: Microbial studies of the Mediterranean sponge Tethya aurantium led to the isolation of the fungus Bartalinia robillardoides strain LF550. The strain produced a number of secondary metabolites belonging to the chloroazaphilones. This is the first report on the isolation of chloroazaphilones of a fungal strain belonging to the genus Bartalinia. Besides some known compounds (helicusin A (1) and deacetylsclerotiorin (2)), three new chloroazaphilones (helicusin E (3); isochromophilone X (4) and isochromophilone XI (5)) and one new pentaketide (bartanolide (6)) were isolated. The structure elucidations were based on spectroscopic analyses. All isolated compounds revealed different biological activity spectra against a test panel of four bacteria: three fungi; two tumor cell lines and two enzymes.
authors.affiliation: Kiel Centre for Marine Natural Products at the Helmholtz Centre for Ocean Research (GEOMAR), Kiel 24106, Germany. jimhoff@geomar.de
authors.forename: Nils
authors.initials: N
authors.lastname: Jansen
authors.forename: Birgit
authors.initials: B
authors.lastname: Ohlendorf
authors.forename: Arlette
authors.initials: A
authors.lastname: Erhard
authors.forename: Torsten
authors.initials: T
authors.lastname: Bruhn
authors.forename: Gerhard
authors.initials: G
authors.lastname: Bringmann
authors.forename: Johannes F
authors.initials: JF
authors.lastname: Imhoff
mesh_terms: D000818:Animals; D000890:Anti-Infective Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D045744:Cell Line, Tumor; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects; D005977:Glutarates / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D007546:Isoquinolines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D019083:Mediterranean Region; D009369:Neoplasms / Q000188:drug therapy / Q000473:pathology; D011161:Porifera / Q000382:microbiology*; D011728:Pyridones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013057:Spectrum Analysis; D013098:Xylariales / Q000737:chemistry*
chemical_list: D000890:Anti-Infective Agents; D000970:Antineoplastic Agents; D001578:Benzopyrans; D004791:Enzyme Inhibitors; D005977:Glutarates; D007546:Isoquinolines; D011728:Pyridones; C501949:chloroazaphilone; C585413:isochromophilone XI