Terrosamycins A and B, Bioactive Polyether Ionophores from <i>Streptomyces</i> sp. RKND004 from Prince Edward Island Sediment
Amanda Sproule,
Hebelin Correa,
Andreas Decken,
Bradley Haltli,
Fabrice Berrué,
David P. Overy,
Russell G. Kerr
Affiliations
Amanda Sproule
Department of Chemistry, University of Prince Edward Island, 550 University Avenue, Prince Edward Island, Charlottetown, PE C1A 4P3, Canada
Hebelin Correa
Nautilus Biosciences Croda, 550 University Avenue, Prince Edward Island, Charlottetown, PE C1A 4P3, Canada
Andreas Decken
Department of Chemistry, University of New Brunswick, 30 Dineen Drive, Fredericton, NB E3B 5A3, Canada
Bradley Haltli
Nautilus Biosciences Croda, 550 University Avenue, Prince Edward Island, Charlottetown, PE C1A 4P3, Canada
Fabrice Berrué
Department of Chemistry, University of Prince Edward Island, 550 University Avenue, Prince Edward Island, Charlottetown, PE C1A 4P3, Canada
David P. Overy
Department of Pathology and Microbiology, Atlantic Veterinary College, University of Prince Edward Island, 550 University Avenue, Prince Edward Island, Charlottetown, PE C1A 4P3, Canada
Russell G. Kerr
Department of Chemistry, University of Prince Edward Island, 550 University Avenue, Prince Edward Island, Charlottetown, PE C1A 4P3, Canada
Terrosamycins A (1) and B (2), two polycyclic polyether natural products, were purified from the fermentation broth of Streptomyces sp. RKND004 isolated from Prince Edward Island sediment. The one strain-many compounds (OSMAC) approach coupled with UPLC-HRMS-based metabolomics screening led to the identification of these compounds. The structure of 1 was determined from analysis of NMR, HRMS, and X-ray diffraction data. NMR experiments performed on 2 revealed the presence of two methoxy groups replacing two hydroxy groups in 1. Like other polyether ionophores, 1 and 2 exhibited excellent antibiotic activity against Gram-positive pathogens. Interestingly, the terrosamycins also exhibited activity against two breast cancer cell lines.
