Antartin, a Cytotoxic Zizaane-Type Sesquiterpenoid from a Streptomyces sp. Isolated from an Antarctic Marine Sediment

Mar Drugs. 2018 Apr 16;16(4):130. doi: 10.3390/md16040130.

Abstract

Antartin (1), a new zizaane-type sesquiterpene, was isolated from Streptomyces sp. SCO736. The chemical structure of 1 was assigned from the interpretation of 1D and 2D NMR in addition to mass spectrometric data. The relative stereochemistry of 1 was determined by analysis of NOE data, while the absolute stereochemistry was decided based on a comparison of experimental and calculated electronic circular dichroism (ECD) spectra. Antartin (1) showed cytotoxicity against A549, H1299, and U87 cancer cell lines by causing cell cycle arrest at the G1 phase.

Keywords: Streptomyces sp.; cold water natural product; marine natural product; zizaane-type sesquiterpenoid.

MeSH terms

  • A549 Cells
  • Antarctic Regions
  • Cell Line, Tumor
  • Circular Dichroism
  • Cytotoxins / chemistry*
  • Cytotoxins / pharmacology
  • G1 Phase / drug effects
  • Geologic Sediments / microbiology
  • Humans
  • Magnetic Resonance Spectroscopy / methods
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / pharmacology
  • Streptomyces / chemistry*

Substances

  • Cytotoxins
  • Sesquiterpenes