Halichoblelide D, a New Elaiophylin Derivative with Potent Cytotoxic Activity from Mangrove-Derived Streptomyces sp. 219807

Molecules. 2016 Jul 25;21(8):970. doi: 10.3390/molecules21080970.

Abstract

During our search for interesting bioactive secondary metabolites from mangrove actinomycetes, the strain Streptomyces sp. 219807 which produced a high elaiophylin yield of 4486 mg/L was obtained. A new elaiophylin derivative, halichoblelide D (1), along with seven known analogues 2-8 was isolated and identified from the culture broth. Their chemical structures were determined by detailed analysis of 1D and 2D NMR and HRMS data. The absolute configuration of halichoblelide D (1) was confirmed by comparing the CD spectrum with those of the reported analogues. Compounds 1-7 exhibited potent cytotoxic activities against HeLa and MCF-7 cells with IC50 values ranging from 0.19 to 2.12 μM.

Keywords: Streptomyces sp. 219807; cytotoxic; elaiophylin; mangrove actinomycetes.

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Circular Dichroism
  • Drug Screening Assays, Antitumor
  • HeLa Cells
  • Humans
  • MCF-7 Cells
  • Macrolides / chemistry*
  • Macrolides / isolation & purification
  • Macrolides / pharmacology*
  • Molecular Structure
  • Secondary Metabolism
  • Streptomyces / chemistry*
  • Streptomyces / isolation & purification
  • Wetlands

Substances

  • Antineoplastic Agents
  • Macrolides
  • elaiophylin