Heronamides D-F, polyketide macrolactams from the deep-sea-derived Streptomyces sp. SCSIO 03032

J Nat Prod. 2014 Feb 28;77(2):388-91. doi: 10.1021/np400665a. Epub 2014 Feb 18.

Abstract

Three new macrolactams, heronamides D-F (1-3), were isolated from the deep-sea-derived Streptomyces sp. SCSIO 03032 upon changing cultivation conditions. The planar structures of heronamides D-F (1-3) were elucidated by extensive MS and NMR spectroscopic analyses and comparisons with the closely related heronamides A-C. The relative configurations of 1-3 were deduced by detailed analysis of (3)JHH values and NOESY data. The absolute configurations of 1 and 2 were determined by chemical modifications and application of the modified Mosher's method. None of the compounds exhibited obvious antimicrobial or cytotoxic activities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents
  • Bacillus / drug effects
  • Candida albicans / drug effects
  • Drug Screening Assays, Antitumor
  • Escherichia coli / drug effects
  • Humans
  • Lactams, Macrocyclic / chemistry
  • Lactams, Macrocyclic / isolation & purification*
  • Lactams, Macrocyclic / pharmacology
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oceans and Seas
  • Polylysine / chemistry
  • Polylysine / isolation & purification*
  • Polylysine / pharmacology
  • Staphylococcus aureus / drug effects
  • Streptomyces / chemistry*

Substances

  • Anti-Infective Agents
  • Lactams, Macrocyclic
  • heronamide D
  • heronamide E
  • heronamide F
  • Polylysine