Evaluating Nitrogen-Containing Biosynthetic Products Produced by Saltwater Culturing of Several California Littoral Zone Gram-Negative Bacteria

The biosynthetic potential of marine-sediment-derived Gram-negative bacteria is poorly understood. Sampling of California near-shore marine environments afforded isolation of numerous Gram-negative bacteria in the Proteobacteria and Bacteriodetes phyla, which were grown in the laboratory to provide...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2017-08, Vol.80 (8), p.2304-2310
Main Authors: Lorig-Roach, Nicholas, Still, Patrick C, Coppage, David, Compton, Jennifer E, Crews, Mitchell S, Navarro, Gabriel, Tenney, Karen, Crews, Phillip
Format: Article
Language:English
Subjects:
Aquatic Organisms
California
Carbolines - chemistry
Carbolines - metabolism
Chromatography, Liquid
Geologic Sediments - chemistry
Gram-Negative Bacteria - chemistry
Molecular Structure
Nitrogen - analysis
Nitrogen - chemistry
Nitrogen - metabolism
Proteobacteria - chemistry
Salts - chemistry
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Summary:The biosynthetic potential of marine-sediment-derived Gram-negative bacteria is poorly understood. Sampling of California near-shore marine environments afforded isolation of numerous Gram-negative bacteria in the Proteobacteria and Bacteriodetes phyla, which were grown in the laboratory to provide extracts whose metabolites were identified by comparative analyses of LC-mass spectrometry and MS n data. Overall, we developed an assemblage of seven bacterial strains grown in five different media types designed to coax out unique secondary metabolite production as a function of varying culture conditions. The changes in metabolite production patterns were tracked using the GNPS MS2 fragmentation pattern analysis tool. A variety of nitrogen-rich metabolites were visualized from the different strains grown in different media, and strikingly, all of the strains examined produced the same new, proton-atom-deficient compound, 1-methyl-4-methylthio-β-carboline (1), C13H12N2S. Scale-up liquid culture of Achromobacter spanius (order: Burkholderiales; class: Betaproteobacteria) provided material for the final structure elucidation. The methods successfully combined in this work should stimulate future studies of molecules from marine-derived Gram-negative bacteria.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.7b00302