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  • Title: Biomimetic Synthesis of Drug Metabolites in Batch and Continuous-Flow Reactors.
    Author: Fődi T, Ignácz G, Decsi B, Béni Z, Túrós GI, Kupai J, Weiser DB, Greiner I, Huszthy P, Balogh GT.
    Journal: Chemistry; 2018 Jul 02; 24(37):9385-9392. PubMed ID: 29736963.
    Abstract:
    A medium-throughput screening (MTS) of biomimetic drug metabolite synthesis is developed by using an iron porphyrin catalyst. The microplate method, in combination with HPLC-MS analysis, was shown to be a useful tool for process development and parameter optimization in the production of targeted metabolites and/or oxidation products of forty-three different drug substances. In the case of the biomimetic oxidation of amiodarone, the high quantity and purity of the isolated products enabled detailed HRMS and NMR spectroscopic studies. In addition to identification of known metabolites, several new oxidation products of the drug that was studied were characterized. Fast degradation and poor recovery of the catalyst under batch conditions was overcome by immobilization of 5,10,15,20-tetrakis(4-sulfonatophenyl)porphyrin iron(III) chloride (FeTSPP) on the surface of 3-aminopropyl-functionalized silica by electrostatic interaction. The supported catalyst was successfully applied in a packed-bed reactor under continuous-flow reaction conditions for the large-scale synthesis of amiodarone metabolites.
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