Fourier transform infrared investigation of non-heme Fe(III) and Fe(II) decomposition of artemisinin and of a simplified trioxane alcohol.

摘要: Fourier transform infrared spectra are reported for the Fe(III)- and Fe(II)-mediated activation of antimalarial agents artemisinin 1 its simplified synthetic analogue, trioxane alcohol 2. By monitoring frequencies newly established marker lines in FTIR spectra, products Fe(II) Fe(III) reactions have been characterized. In both reactions, is activated giving a product mixture ring-contracted tetrahydrofuran acetatal 3, C4-hydroxy deoxyartemisinin 4, 5. These data illustrate that oxidation state iron places no restrictions on endoperoxide reduction mechanism. The difference (light − dark) indicate moiety photolabile resulted same vibrational characteristics as those observed with Fe(III). use 18O-18O enriched 2 has allowed us to identify two oxygen sensitive modes with...