Purpuroines A-J, halogenated alkaloids from the sponge Iotrochota purpurea with antibiotic activity and regulation of tyrosine kinases

Bioorg Med Chem. 2012 Dec 15;20(24):6924-8. doi: 10.1016/j.bmc.2012.10.014. Epub 2012 Oct 23.

Abstract

Ten new halogenated alkaloids named purpuroines A-J (1-10), and a known analogue (11), were isolated from the marine sponge Iotrochota purpurea. Their structures were elucidated by extensive spectroscopic (IR, MS, 1D and 2D NMR) data analyses. The inhibitory activity of some compounds against a panel of human disease related fungi and bacteria are evaluated. Bioassay for the regulation of tyrosine kinases revealed compounds 1 and 4 possessing selective inhibition against the kinase LCK. Primary structure-activity relationship is discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / pharmacology*
  • Animals
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Hydrocarbons, Halogenated / chemistry
  • Hydrocarbons, Halogenated / pharmacology
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Porifera / chemistry
  • Protein Kinase Inhibitors / chemistry*
  • Protein Kinase Inhibitors / pharmacology*
  • Protein-Tyrosine Kinases / antagonists & inhibitors*
  • Protein-Tyrosine Kinases / metabolism
  • Structure-Activity Relationship

Substances

  • Alkaloids
  • Anti-Bacterial Agents
  • Hydrocarbons, Halogenated
  • Protein Kinase Inhibitors
  • Protein-Tyrosine Kinases