2. Academic Validation
  3. Identification, library synthesis and anti-vibriosis activity of 2-benzyl-4-chlorophenol from cultures of the marine bacterium Shewanella halifaxensis

Identification, library synthesis and anti-vibriosis activity of 2-benzyl-4-chlorophenol from cultures of the marine bacterium Shewanella halifaxensis

  • Bioorg Med Chem Lett. 2016 Jul 1;26(13):3086-3088. doi: 10.1016/j.bmcl.2016.05.002.
Sarah L Moore 1,  Lucile Berthomier 1,  Chriselle D Braganza 1,  Joanna K MacKichan 2,  Jason L Ryan 3,  Gabriel Visnovsky 4,  Robert A Keyzers 5
Affiliations

Affiliations

  • 1 Center for Biodiscovery, and School of Chemical and Physical Sciences, Victoria University of Wellington, PO BOX 600, Kelburn, Wellington 6140, New Zealand.
  • 2 Center for Biodiscovery, and School of Biological Sciences, Victoria University of Wellington, PO BOX 600, Kelburn, Wellington 6140, New Zealand.
  • 3 Integrated Bioactive Technologies Group, Callaghan Innovation, Gracefield, PO Box 31310, Lower Hutt 5040, New Zealand.
  • 4 Chemical and Process Engineering, University of Canterbury, Private Bag 4800, Christchurch 8140, New Zealand.
  • 5 Center for Biodiscovery, and School of Chemical and Physical Sciences, Victoria University of Wellington, PO BOX 600, Kelburn, Wellington 6140, New Zealand. Electronic address: rob.keyzers@vuw.ac.nz.
PMID: 27185331 DOI: 10.1016/j.bmcl.2016.05.002
Abstract

Summer Gut Syndrome (SGS) is caused by various Vibrio Bacterial species and can have negative effects on aquaculture farms worldwide. In New Zealand, SGS is caused by Vibrio harveyii infecting King Salmon (Oncorhynchus tshawytscha). To find leads for the prevention of SGS, we screened the inhibitory effects of 16 strains of Shewanella upon V. harveyii growth in competitive solid phase cultures. The detailed investigation of Shewanella halifaxensis IRL548 revealed 2-benzyl-4-chlorophenol (1), a known, commercially available Antibacterial agent, as the major bioactive component. Synthesis of a small library of congeners to confirm the natural product identity and to provide a structure-activity relationship for the observed activity was also completed. Compound 1 exhibits moderate activity against two pathogenic Microorganisms.

Keywords

Chlorophene; Chlorophenol; New Zealand; Probiotic; Shewanella.

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