title: Butrepyrazinone, a new pyrazinone with an unusual methylation pattern from a Ghanaian Verrucosispora sp. K51G.
abstract: We report the structural characterization of a new pyrazinone analogue; butrepyrazinone, which was isolated from a new actinomycete strain Verrucosispora sp. K51G recovered from Ghanaian mangrove river sediment. Spectroscopy-guided fractionation led to the isolation of a compound from the fermentation culture and a combination of NMR spectroscopy, high-resolution mass spectrometry and computer-aided calculations revealed that butrepyrazinone (10) possesses an unusual methylation pattern on the pyrazinone ring. Butrepyrazinone (10), however, displayed no antibacterial activity against Gram-positive S. aureus ATCC 25923, the Gram-negative E. coli ATCC 25922 and a panel of clinical isolates of methicillin-resistant S. aureus (MRSA) strains, suggesting that 10 may act as a signal molecule for this strain. Although the same molecule has been synthesized previously, this is the first report to disclose the discovery of butrepyrazinone (10) from nature.
authors.affiliation: Marine and Plant Laboratory of Ghana, Department of Chemistry, University of Ghana, Accra, P.O. Box LG 56, Ghana. kkyeremeh@ug.edu.gh.
authors.forename: Kwaku
authors.initials: K
authors.lastname: Kyeremeh
authors.affiliation: Marine and Plant Laboratory of Ghana, Department of Chemistry, University of Ghana, Accra, P.O. Box LG 56, Ghana. ksaquah@yahoo.com.
authors.forename: Kojo Sekyi
authors.initials: KS
authors.lastname: Acquah
authors.affiliation: Department of Bioengineering, Faculty of Engineering, Tunceli University, 62000 Tunceli, Turkey. mustafacamas@gmail.com.
authors.forename: Mustafa
authors.initials: M
authors.lastname: Camas
authors.affiliation: Marine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Old Aberdeen, AB24 3UE, Scotland, UK. j.tabudravu@abdn.ac.uk.
authors.forename: Jioji
authors.initials: J
authors.lastname: Tabudravu
authors.affiliation: Marine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Old Aberdeen, AB24 3UE, Scotland, UK. w.houssen@abdn.ac.uk.
authors.forename: Wael
authors.initials: W
authors.lastname: Houssen
authors.affiliation: Marine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Old Aberdeen, AB24 3UE, Scotland, UK. h.deng@abdn.ac.uk.
authors.forename: Hai
authors.initials: H
authors.lastname: Deng
authors.affiliation: Marine Biodiscovery Centre, Department of Chemistry, University of Aberdeen, Old Aberdeen, AB24 3UE, Scotland, UK. m.jaspars@abdn.ac.uk.
authors.forename: Marcel
authors.initials: M
authors.lastname: Jaspars
mesh_terms: D039903:Actinobacteria / Q000737:chemistry*; D000192:Actinomycetales / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology; D004926:Escherichia coli / Q000187:drug effects; D019015:Geologic Sediments / Q000382:microbiology; D005869:Ghana; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects; D008745:Methylation / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D011719:Pyrazines / Q000737:chemistry*; D045483:Rivers / Q000382:microbiology
chemical_list: D000900:Anti-Bacterial Agents; D011719:Pyrazines