Balgacyclamides, antiplasmodial heterocyclic peptides from Microcystis aeruguinosa EAWAG 251

J Nat Prod. 2014 Mar 28;77(3):557-62. doi: 10.1021/np400814w. Epub 2014 Jan 6.

Abstract

The isolation and structural characterization of three new heterocyclic and macrocyclic peptides, balgacyclamides A-C, from Microcystis aeruginosa EAWAG 251 are reported. The constitutions were determined by 2D-NMR methods and mass spectrometry, and the configurations were assigned after ozonolysis and hydrolysis by HPLC-MS methods using Marfey's method as well as GC-MS using authentic standards. Balgacyclamides A and B were active against Plasmodium falciparum K1 in the low micromolar range, while displaying low toxicity to rat myoblasts.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Microcystis / chemistry*
  • Myoblasts / drug effects
  • Nuclear Magnetic Resonance, Biomolecular
  • Parasitic Sensitivity Tests
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / isolation & purification*
  • Plasmodium falciparum / drug effects*
  • Rats
  • Trypanosoma brucei rhodesiense / drug effects

Substances

  • Peptides, Cyclic
  • balgacyclamide A
  • balgacyclamide B
  • balgacyclamide C