title: Antibacterial spirobisnaphthalenes from the North American cup fungus Urnula craterium.
abstract: Urnucratins A-C (1-3), which possess an unusual bisnaphthospiroether skeleton with one oxygen bridge and one C-C bridge and represent a new subclass of bisnaphthalenes, were isolated from the North American cup fungus Urnula craterium. Their structures, including absolute configurations, were determined by means of HRMS, NMR, and quantum chemical CD calculations. Urnucratin A (1) was found to be active against methicillin-resistant Staphylococcus aureus, vancomycin-resistant Enterococcus faecium, and Streptococcus pyogenes with MIC values of 2, 1, and 0.5 μg/mL, respectively.
authors.affiliation: Chinese Academy of Sciences Key Laboratory of Pathogenic Microbiology and Immunology, Institute of Microbiology, Chinese Academy of Sciences , Beijing 100190, People's Republic of China.
authors.forename: Xue-Ting
authors.initials: XT
authors.lastname: Liu
authors.forename: William R
authors.initials: WR
authors.lastname: Schwan
authors.forename: Thomas J
authors.initials: TJ
authors.lastname: Volk
authors.forename: Marc
authors.initials: M
authors.lastname: Rott
authors.forename: Miaomiao
authors.initials: M
authors.lastname: Liu
authors.forename: Pei
authors.initials: P
authors.lastname: Huang
authors.forename: Zhong
authors.initials: Z
authors.lastname: Liu
authors.forename: Ying
authors.initials: Y
authors.lastname: Wang
authors.forename: Nicholas C
authors.initials: NC
authors.lastname: Zitomer
authors.forename: Cassandra
authors.initials: C
authors.lastname: Sleger
authors.forename: Scott
authors.initials: S
authors.lastname: Hartsel
authors.forename: Aaron
authors.initials: A
authors.lastname: Monte
authors.forename: Lixin
authors.initials: L
authors.lastname: Zhang
mesh_terms: D000900:Anti-Bacterial Agents; D001203:Ascomycota / Q000737:chemistry*; D024881:Drug Resistance, Bacterial / Q000187:drug effects; D016984:Enterococcus faecium / Q000187:drug effects*; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D019906:Nuclear Magnetic Resonance, Biomolecular; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013297:Streptococcus pyogenes / Q000187:drug effects*
chemical_list: D000900:Anti-Bacterial Agents; D009281:Naphthalenes; D013141:Spiro Compounds; C576971:urnucratin A; C576973:urnucratin B; C576972:urnucratin C