title: Evariquinone, isoemericellin, and stromemycin from a sponge derived strain of the fungus Emericella variecolor.
abstract: From a strain of the fungus Emericella variecolor derived from the marine sponge Haliclona valliculata, two new natural products, evariquinone and isoemericellin, were isolated after HPLC-UV, -MS, and -NMR studies of the extract and their structures were elucidated by mass spectrometry and NMR experiments. Evariquinone showed antiproliferative activity towards KB and NCI-H460 cells at a concentration of 3.16 microg/ml. Furthermore, the fungus was found to produce the known metabolites stromemycin, shamixanthone, and 7-hydroxyemodin. Chemical degradation, NMR decoupling experiments, and spin-system simulation provided evidence for the double bonds in stromemycin to be all E-configured. ROESY experiments established the monosaccharide moiety to be glucose.
authors.affiliation: Institut für Organische Chemie der Universität, Am Hubland, D-97074 Würzburg, Germany. bringmann@chemie.uni-wuerzburg.de
authors.forename: Gerhard
authors.initials: G
authors.lastname: Bringmann
authors.forename: Gerhard
authors.initials: G
authors.lastname: Lang
authors.forename: Stefan
authors.initials: S
authors.lastname: Steffens
authors.forename: Eckhard
authors.initials: E
authors.lastname: Günther
authors.forename: Karsten
authors.initials: K
authors.lastname: Schaumann
mesh_terms: D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D016227:Benzoquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001592:Benzyl Alcohols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D032842:Emericella / Q000737:chemistry* / Q000378:metabolism; D006801:Humans; D007536:Isomerism; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000382:microbiology; D014407:Tumor Cells, Cultured
chemical_list: D000903:Antibiotics, Antineoplastic; D016227:Benzoquinones; D001592:Benzyl Alcohols