MDN-0104, an antiplasmodial betaine lipid from Heterospora chenopodii

J Nat Prod. 2014 Sep 26;77(9):2118-23. doi: 10.1021/np500577v. Epub 2014 Sep 12.


Bioassay-guided fractionation of the crude fermentation extract of Heterospora chenopodii led to the isolation of a novel monoacylglyceryltrimethylhomoserine (1). The structure of this new betaine lipid was elucidated by detailed spectroscopic analysis using one- and two-dimensional NMR experiments and high-resolution mass spectrometry. Compound 1 displayed moderate in vitro antimalarial activity against Plasmodium falciparum, with an IC50 value of 7 μM. This betaine lipid is the first monoacylglyceryltrimethylhomoserine ever reported in the Fungi, and its acyl moiety also represents a novel natural 3-keto fatty acid. The new compound was isolated during a drug discovery program aimed at the identification of new antimalarial leads from a natural product library of microbial extracts. Interestingly, the related fungus Heterospora dimorphospora was also found to produce compound 1, suggesting that species of this genus may be a promising source of monoacylglyceryltrimethylhomoserines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antimalarials* / chemistry
  • Antimalarials* / isolation & purification
  • Antimalarials* / pharmacology
  • Betaine* / analogs & derivatives
  • Betaine* / chemistry
  • Betaine* / isolation & purification
  • Betaine* / pharmacology
  • Humans
  • Malaria / drug therapy
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Extracts / chemistry
  • Plasmodium falciparum / drug effects*
  • Triglycerides* / chemistry
  • Triglycerides* / isolation & purification
  • Triglycerides* / pharmacology


  • Antimalarials
  • MDN-0104
  • Plant Extracts
  • Triglycerides
  • Betaine