Somocystinamide A, a novel cytotoxic disulfide dimer from a Fijian marine cyanobacterial mixed assemblage

Org Lett. 2002 Apr 4;4(7):1095-8. doi: 10.1021/ol017275j.

Abstract

[reaction: see text] Bioassay-guided investigation of the extract from a Lyngbya majuscula/Schizothrix sp. assemblage of marine cyanobacteria led to the discovery of somocystinamide A (1), an extraordinary disulfide dimer of mixed PKS/NRPS biosynthetic origin. Somocystinamide A (1) was highly acid-sensitive, rapidly and completely converting to a characterizable derivative (2). Compound 1 exhibits significant cytotoxicity against mouse neuro-2a neuroblastoma cells (IC50 = 1.4 microg/mL), whereas 2 has no activity.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Antibiotics, Antineoplastic / chemistry*
  • Antibiotics, Antineoplastic / pharmacology
  • Chromatography, High Pressure Liquid
  • Cyanobacteria / chemistry*
  • Disulfides / chemistry*
  • Disulfides / pharmacology
  • Fiji
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Mice
  • Spectrometry, Mass, Fast Atom Bombardment
  • Tumor Cells, Cultured

Substances

  • Antibiotics, Antineoplastic
  • Disulfides
  • Indicators and Reagents
  • Somocystinamide A