Terrosamycins A and B, Bioactive Polyether Ionophores from <i>Streptomyces</i> sp. RKND004 from Prince Edward Island Sediment

Abstract

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.

Keywords

• <i>Streptomyces</i>
• polycyclic polyether
• marine sediment
• X-ray diffraction
• antibiotic
• metabolomics