Hemin-catalyzed decomposition of artemisinin (qinghaosu).
Artemisinin (qinghaosu) and its derivatives represent an important new class of antimalarial drugs. Previous work suggests that the antimalarial activity of artemisinin may be mediated by a reaction with intraparasitic hemin. Using cyclic voltammetry, artemisinin and dihydroartemisinin were irreversibly reduced at approximately -1 V. In the presence of concentrations of hemin as low as 50 nM, the reduction took place at much lower potentials (-0.435 to -0.460 V). Both reductions took place after adsorption onto the electrode surface. The shift of the reduction potential to more positive values is indicative of a catalytic process similar to that seen with hydrogen peroxide. The catalytic decomposition of artemisinin may play a role in the antimalarial activity of artemisinin.
Zhang
F
F
Department of Chemistry, City College of New York, NY 10031.
Gosser
D K
DK
Meshnick
S R
SR
D000962:Antimalarials / Q000737:chemistry*; D037621:Artemisinins; D004305:Dose-Response Relationship, Drug; D005290:Ferric Compounds / Q000494:pharmacology; D006427:Hemin / Q000737:chemistry* / Q000494:pharmacology; D010084:Oxidation-Reduction / Q000187:drug effects; D012717:Sesquiterpenes / Q000737:chemistry*
D000962:Antimalarials; D037621:Artemisinins; D005290:Ferric Compounds; D012717:Sesquiterpenes; C024823:ferric sulfate; C039060:artenimol; D006427:Hemin; C031327:artemisinin