Echinamines A and B, first aminated hydroxynaphthazarins from the sea urchin Scaphechinus mirabilis

J Nat Prod. 2005 Sep;68(9):1390-3. doi: 10.1021/np049585r.

Abstract

Two new spinochromes, echinamines A (1) and B (2), were isolated from the sea urchin Scaphechinus mirabilis. Compounds 1 and 2 represent the first examples of natural polyhydroxynaphthazarins with a primary amine group. The structures of 1 and 2 were established by analysis of spectroscopic data and synthesis of their dimethyl ethers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Biphenyl Compounds
  • Japan
  • Molecular Structure
  • Naphthoquinones / chemistry
  • Naphthoquinones / isolation & purification*
  • Nuclear Magnetic Resonance, Biomolecular
  • Picrates / pharmacology
  • Sea Urchins / chemistry*

Substances

  • Biphenyl Compounds
  • Naphthoquinones
  • Picrates
  • echinamine A
  • echinamine B
  • 1,1-diphenyl-2-picrylhydrazyl