Streptoxamine, an unprecedented benzoisoindole-deferoxamine hybrid from the locust-derived Streptomyces sp. HKHCa2

Fitoterapia. 2018 Jun:127:25-28. doi: 10.1016/j.fitote.2018.03.008. Epub 2018 Apr 25.

Abstract

An unusual benzoisoindole-deferoxamine hybrid, streptoxamine (1), has been isolated from the ethyl acetate crude extract of the fermentation broth of a locust-associated actinomycete, Streptomyces sp. HKHCa2, which was isolated from an insect, Oxya chinensis. The structure of this secondary metabolite was elucidated on the basis of its one-dimension, two-dimension NMR, and mass spectroscopic data. This natural product features a hybrid pattern of a benzoisoindole with an "iron carrier" deferoxamine B through C-N linkage. Compound 1 showed weak antibacterial activity against the gram-positive bacteria, Staphylococcus aureus and Mycobacterium smegmatis.

Keywords: Antibacterial activity; Locust; Streptomyces sp. HKHCa2; Streptoxamine.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology
  • Deferoxamine / isolation & purification*
  • Deferoxamine / pharmacology
  • Fermentation
  • Grasshoppers / microbiology*
  • Indoles / isolation & purification*
  • Indoles / pharmacology
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Mycobacterium smegmatis / drug effects
  • Staphylococcus aureus / drug effects
  • Streptomyces / chemistry*

Substances

  • Anti-Bacterial Agents
  • Indoles
  • Deferoxamine