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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.
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Cited by
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Donia, M. S., Cimermancic, P., Schulze, C. J., Wieland Brown, L. C., Martin, J., Mitreva, M., Clardy, J., Linington, R. G., & Fischbach, M. A. (2014) · Cell · doi:10.1016/j.cell.2014.08.032 · Cited by 705
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Metadata
- Authors
- McInerney, B. V., Gregson, R. P., Lacey, M. J., Akhurst, R. J., Lyons, G. R., Rhodes, S. H., Smith, D. R. J., Engelhardt, L. M., & White, A. H.
- Venue
- Journal of Natural Products
- Publisher
- American Chemical Society (ACS)
- Published
- 1991-05
- Volume
- 54
- Issue
- 3
- Pages
- 774-784
- ISSN
- 0163-3864 (ISSN-L)
- 1520-6025
- OpenAlex
- W1989920626
- Cited by
- 158
- References
- 0
- FWCI
- 3.10
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Biologically Active Metabolites from Xenorhabdus Spp., Part 1. Dithiolopyrrolone Derivatives with Antibiotic Activity. https://app.cochat.ai/papers/10.1021/np50075a005
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- McInerney, B. V., Gregson, R. P., Lacey, M. J., Akhurst, R. J., Lyons, G. R., Rhodes, S. H., Smith, D. R. J., Engelhardt, L. M., & White, A. H. (1991). Biologically Active Metabolites from Xenorhabdus Spp., Part 1. Dithiolopyrrolone Derivatives with Antibiotic Activity. Journal of Natural Products. https://doi.org/10.1021/np50075a005
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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