title: Hyaladione, an S-methyl cyclohexadiene-dione from Hyalangium minutum.
abstract: A bioassay-guided fractionation of the crude methanol extract of the myxobacterium Hyalangium minutum, strain NOCB-2(T) (DSM 14724(T)), led to the isolation of hyaladione (1), a novel S-methyl cyclohexadiene-dione. The structure of 1 was established by HRESIMS, NMR, and IR spectroscopy as well as X-ray crystallography. Compound 1 was active against growing mammalian cell lines, with IC(50) values ranging from 1.23 to 3.93 μM, in addition to a broad spectrum of antibacterial and antifungal activities, including inhibition of pathogenic methicillin-resistant Staphylococcus aureus and Pseudomonas aeruginosa with an MIC of 0.83 and 8.5 μg mL(-1), respectively.
authors.affiliation: Work Group Microbial Drugs, Helmholtz Centre for Infection Research, Inhoffenstrasse 7, 38124 Braunschweig, Germany.
authors.forename: Patrick W
authors.initials: PW
authors.lastname: Okanya
authors.forename: Kathrin I
authors.initials: KI
authors.lastname: Mohr
authors.forename: Klaus
authors.initials: K
authors.lastname: Gerth
authors.forename: Heinrich
authors.initials: H
authors.lastname: Steinmetz
authors.forename: Volker
authors.initials: V
authors.lastname: Huch
authors.forename: Rolf
authors.initials: R
authors.lastname: Jansen
authors.forename: Rolf
authors.initials: R
authors.lastname: Müller
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D053138:Cyclohexenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D015394:Molecular Structure; D009231:Myxococcales / Q000737:chemistry*; D019906:Nuclear Magnetic Resonance, Biomolecular; D011550:Pseudomonas aeruginosa / Q000187:drug effects
chemical_list: D000900:Anti-Bacterial Agents; D053138:Cyclohexenes; C573609:hyaladione; C048401:1,4-cyclohexadiene