Marchantin A, a macrocyclic bisbibenzyl ether, isolated from the liverwort Marchantia polymorpha, inhibits protozoal growth in vitro

Phytomedicine. 2012 Oct 15;19(13):1191-5. doi: 10.1016/j.phymed.2012.07.011. Epub 2012 Aug 27.

Abstract

In vitro anti-plasmodial activity-guided fractionation of a diethyl ether extract of the liverwort species Marchantia polymorpha, collected in Iceland, led to isolation of the bisbibenzyl ether, marchantin A. The structure of marchantin A (1) was confirmed by NMR and HREIMS. Marchantin A inhibited proliferation of the Plasmodium falciparum strains, NF54 (IC(50)=3.41μM) and K1 (IC(50)=2.02μM) and showed activity against other protozoan species Trypanosoma brucei rhodesiense, T. cruzi and Leishmania donovani with IC(50) values 2.09, 14.90 and 1.59μM, respectively. Marchantin A was tested against three recombinant enzymes (PfFabI, PfFabG and PfFabZ) of the PfFAS-II pathway of P. falciparum for malaria prophylactic potential and showed moderate inhibitory activity against PfFabZ (IC(50)=18.18μM). In addition the cytotoxic effect of marchantin A was evaluated. This is the first report describing the inhibitory effects of the liverwort metabolite marchantin A against these parasites in vitro.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiprotozoal Agents / isolation & purification*
  • Bibenzyls / isolation & purification*
  • Bibenzyls / pharmacology
  • Cell Line
  • Enzyme Inhibitors / isolation & purification*
  • Ethers, Cyclic / isolation & purification*
  • Ethers, Cyclic / pharmacology
  • Marchantia / chemistry*
  • Parasitic Sensitivity Tests
  • Plasmodium falciparum / drug effects*
  • Plasmodium falciparum / enzymology
  • Rats
  • Toxicity Tests

Substances

  • Antiprotozoal Agents
  • Bibenzyls
  • Enzyme Inhibitors
  • Ethers, Cyclic
  • marchantin A