title: Biologically active metabolites from Xenorhabdus spp., Part 1. Dithiolopyrrolone derivatives with antibiotic activity.
abstract: Five related antibiotic compounds, named xenorhabdins, were isolated from cultures of Xenorhabdus spp., bacteria symbiotically associated with insect-pathogenic nematodes. Their chemical structures were elucidated by X-ray crystallography, nmr, and mass spectral analyses to be N-acyl derivatives of either 6-amino-4,5-dihydro-5-oxo-1,2-dithiolo [4,3-b] pyrrole (compounds 1-3) or 6-amino-4,5-dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-b] pyrrole (compounds 4 and 5). They are previously unreported members of the pyrrothine family of antibiotics. Antimicrobial and insectidical activities were found. These metabolites are specific to phase one Xenorhabdus.
authors.affiliation: Biotech Australia Pty. Ltd., Roseville, NSW, Australia.
authors.forename: B V
authors.initials: BV
authors.lastname: McInerney
authors.forename: R P
authors.initials: RP
authors.lastname: Gregson
authors.forename: M J
authors.initials: MJ
authors.lastname: Lacey
authors.forename: R J
authors.initials: RJ
authors.lastname: Akhurst
authors.forename: G R
authors.initials: GR
authors.lastname: Lyons
authors.forename: S H
authors.initials: SH
authors.lastname: Rhodes
authors.forename: D R
authors.initials: DR
authors.lastname: Smith
authors.forename: L M
authors.initials: LM
authors.lastname: Engelhardt
authors.forename: A H
authors.initials: AH
authors.lastname: White
mesh_terms: D000900:Anti-Bacterial Agents / Q000302:isolation & purification*; D004755:Enterobacteriaceae / Q000302:isolation & purification*; D005285:Fermentation; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011760:Pyrrolidinones / Q000302:isolation & purification / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D011760:Pyrrolidinones