p-Sulfooxyphenylpyruvic acid from the red macro alga Ceratodictyon spongiosum and its sponge symbiont Haliclona cymaeformis

Phytochemistry. 2002 Jun;60(4):361-3. doi: 10.1016/s0031-9422(02)00098-5.

Abstract

Investigation of a Philippine specimen of the red alga Ceratodictyon spongiosum and its sponge symbiont Haliclona cymaeformis led to the isolation of p-sulfooxyphenylpyruvic acid, whose structure was elucidated using spectroscopic methods, with the Z-enol geometry determined through analysis of (3)J(C,H) coupling constants. The metabolite was tested for tyrosine kinase inhibition using a (3)H-thymidine incorporation assay, but was found inactive.

Publication types

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

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Carcinoma, Squamous Cell / enzymology
  • Carcinoma, Squamous Cell / metabolism
  • Cephamycins / pharmacology
  • Chromatography / methods
  • Dapsone / analogs & derivatives*
  • Dapsone / chemistry*
  • Dapsone / isolation & purification
  • Dapsone / pharmacology
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Phenylpyruvic Acids / chemistry*
  • Phenylpyruvic Acids / isolation & purification
  • Phenylpyruvic Acids / metabolism
  • Phenylpyruvic Acids / pharmacology
  • Philippines
  • Porifera / chemistry*
  • Protein-Tyrosine Kinases / antagonists & inhibitors
  • Rhodophyta / chemistry*
  • Rhodophyta / metabolism
  • Spectrometry, Mass, Electrospray Ionization
  • Tumor Cells, Cultured / drug effects

Substances

  • Antineoplastic Agents
  • Cephamycins
  • Enzyme Inhibitors
  • Phenylpyruvic Acids
  • sulfooxyphenylpyruvic acid
  • sulfoxone
  • Dapsone
  • Protein-Tyrosine Kinases
  • phenylpyruvic acid