Fijimycins A-C, three antibacterial etamycin-class depsipeptides from a marine-derived Streptomyces sp.

Peng Sun, Katherine N. Maloney, Sang Jip Nam, Nina M. Haste, Ritesh Raju, William Aalbersberg, Paul R. Jensen, Victor Nizet, Mary E. Hensler, William Fenical

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Abstract

Three new depsipeptides, fijimycins A-C (1-3), together with the known etamycin A (4), were isolated and identified from the fermentation broth of strain CNS-575, a Streptomyces sp. cultured from a marine sediment sample collected off Nasese, Fiji. The planar structures of the new fijimycins were assigned by combined interpretation of NMR and MS/MS spectroscopic data. These assignments were complicated by the fact that 1-3 occurred as complex amide conformational mixtures. The absolute configurations of the component amino acids were established using the Marfey's method. Fijimycins A-C, and etamycin A, were shown to possess significant in vitro antibacterial activity against three methicillin-resistant Staphylococcus aureus (MRSA) strains with MIC 100 values between 4 and 16 μg mL -1.

Original languageEnglish
Pages (from-to)6557-6562
Number of pages6
JournalBioorganic and Medicinal Chemistry
Volume19
Issue number22
DOIs
StatePublished - 15 Nov 2011

Keywords

  • Antibacterial depsipeptides
  • Etamycin class antibacterials
  • MRSA activity

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