title: Discovery and Synthesis of Boletopsins 13 and 14, Brominated Fungal Metabolites of Terrestrial Origin.
abstract: Here we report the discovery and synthesis of complex polybrominated p-terphenyl ethers isolated from a mushroom (Boletopsis sp.) used as a traditional medicine by the Kiovi people in the highlands of Papua New Guinea. Boletopsins 13 and 14 represent the first report of polybrominated fungal metabolites to be produced by a terrestrial fungus. The synthetic method employs 2,4,4,6-tetrabromo-2,5-cyclohexadienone to achieve selective polybromination of the extended aromatic system in a selective and sequential manner.
authors.affiliation: Research School of Chemistry, Australian National University , Canberra, ACT 2601, Australia.
authors.forename: Andrew M
authors.initials: AM
authors.lastname: Beekman
authors.affiliation: Research School of Chemistry, Australian National University , Canberra, ACT 2601, Australia.|University of Goroka , Eastern Highlands Province, Goroka, 441, Papua New Guinea.
authors.forename: Stewart W
authors.initials: SW
authors.lastname: Wossa
authors.affiliation: Kiovi Village , Lufa District, Eastern Highlands Province, Papua New Guinea.
authors.forename: Oromo
authors.initials: O
authors.lastname: Kevo
authors.affiliation: Research School of Chemistry, Australian National University , Canberra, ACT 2601, Australia.
authors.forename: Paul
authors.initials: P
authors.lastname: Ma
authors.affiliation: Research School of Chemistry, Australian National University , Canberra, ACT 2601, Australia.|University of Goroka , Eastern Highlands Province, Goroka, 441, Papua New Guinea.
authors.forename: Russell A
authors.initials: RA
authors.lastname: Barrow
mesh_terms: D000363:Agaricales / Q000737:chemistry*; D001487:Basidiomycota; D004926:Escherichia coli / Q000187:drug effects; D006842:Hydrocarbons, Brominated / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010219:Papua New Guinea; D013212:Staphylococcus epidermidis / Q000187:drug effects; D013730:Terphenyl Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
chemical_list: D006842:Hydrocarbons, Brominated; D013730:Terphenyl Compounds