Microcystin analogues comprised only of Adda and a single additional amino acid retain moderate activity as PP1/PP2A inhibitors

Bioorg Med Chem Lett. 2003 Sep 1;13(17):2907-11. doi: 10.1016/s0960-894x(03)00588-2.

Abstract

A series of greatly simplified microcystin analogues comprised only of Adda (the beta-amino acid common to the microcystins, nodularins, and motuporin,) and a single additional amino acid residue was synthesized and screened for inhibition of the protein phosphatases 1 and 2A. Several of the analogues were shown to be mid-nanomolar inhibitors of the enzymes.

Publication types

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

MeSH terms

  • Amino Acids / chemistry*
  • Bacterial Toxins
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology
  • Inhibitory Concentration 50
  • Isoenzymes / antagonists & inhibitors
  • Marine Toxins
  • Microcystins
  • Peptides, Cyclic / chemistry*
  • Peptides, Cyclic / pharmacology*
  • Phosphoprotein Phosphatases / antagonists & inhibitors*
  • Structure-Activity Relationship

Substances

  • Amino Acids
  • Bacterial Toxins
  • Enzyme Inhibitors
  • Isoenzymes
  • Marine Toxins
  • Microcystins
  • Peptides, Cyclic
  • microcystin
  • Phosphoprotein Phosphatases
  • cyanoginosin LR