Biologically active metabolites from Xenorhabdus spp., part 1. dithiolopyrrolone derivatives with antibiotic activity

Bernie V. Mcinerney*, Richard P. Gregson, Michael J. Lacey, Raymond J. Akhurst, Graham R. Lyons, Stuart H. Rhodes, Donald R. J. Smith, Lutz M. Engelhardt, Allan H. White

*Corresponding author for this work

Research output: Contribution to journalArticle

122 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)774-784
Number of pages11
JournalJournal of Natural Products
Volume54
Issue number3
DOIs
Publication statusPublished - 1 May 1991
Externally publishedYes

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