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Mar. Drugs 2013, 11(12), 5051-5062; doi:10.3390/md11125051

Identification of Four New agr Quorum Sensing-Interfering Cyclodepsipeptides from a Marine Photobacterium

1
Department of Chemistry, Technical University of Denmark, DK-2800 Kgs. Lyngby, Denmark
2
Department of Veterinary Disease Biology, Faculty of Health and Medical Sciences, University of Copenhagen, DK-1870 Frederiksberg C, Denmark
3
Department of Systems Biology, Technical University of Denmark, DK-2800 Kgs. Lyngby, Denmark
*
Authors to whom correspondence should be addressed.
Received: 8 October 2013 / Revised: 21 November 2013 / Accepted: 2 December 2013 / Published: 12 December 2013
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Abstract

During our search for new natural products from the marine environment, we discovered a wide range of cyclic peptides from a marine Photobacterium, closely related to P. halotolerans. The chemical fingerprint of the bacterium showed primarily non-ribosomal peptide synthetase (NRPS)-like compounds, including the known pyrrothine antibiotic holomycin and a wide range of peptides, from diketopiperazines to cyclodepsipeptides of 500–900 Da. Purification of components from the pellet fraction led to the isolation and structure elucidation of four new cyclodepsipeptides, ngercheumicin F, G, H, and I. The ngercheumicins interfered with expression of virulence genes known to be controlled by the agr quorum sensing system of Staphylococcus aureus, although to a lesser extent than the previously described solonamides from the same strain of Photobacterium.
Keywords: Photobacterium; depsipeptide; structure elucidation; quorum sensing; antivirulence; agr Photobacterium; depsipeptide; structure elucidation; quorum sensing; antivirulence; agr
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MDPI and ACS Style

Kjaerulff, L.; Nielsen, A.; Mansson, M.; Gram, L.; Larsen, T.O.; Ingmer, H.; Gotfredsen, C.H. Identification of Four New agr Quorum Sensing-Interfering Cyclodepsipeptides from a Marine Photobacterium. Mar. Drugs 2013, 11, 5051-5062.

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