Magnetic Nanoparticles with Dual Surface Functions-Efficient Carriers for Metalloporphyrin-Catalyzed Drug Metabolite Synthesis in Batch and Continuous-Flow Reactors

Diána Balogh-Weiser; Balázs Decsi; Réka Krammer; Gergő Dargó; Ferenc Ender; János Mizsei; Róbert Berkecz; Benjámin Gyarmati; András Szilágyi; Róbert Tőtős; Csaba Paizs; László Poppe; György T Balogh

doi:10.3390/nano10122329

Magnetic Nanoparticles with Dual Surface Functions-Efficient Carriers for Metalloporphyrin-Catalyzed Drug Metabolite Synthesis in Batch and Continuous-Flow Reactors

Nanomaterials (Basel). 2020 Nov 24;10(12):2329. doi: 10.3390/nano10122329.

Authors

Diána Balogh-Weiser^{1

2}, Balázs Decsi¹, Réka Krammer¹, Gergő Dargó³, Ferenc Ender^{4

5}, János Mizsei⁴, Róbert Berkecz⁶, Benjámin Gyarmati², András Szilágyi², Róbert Tőtős⁷, Csaba Paizs⁷, László Poppe^{1

7}, György T Balogh^{3

8}

Affiliations

¹ Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, Hungary.
² Department of Physical Chemistry and Materials Science, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, Hungary.
³ Department of Chemical and Environmental Process Engineering, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, Hungary.
⁴ Department of Electron Devices, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-111 Budapest, Hungary.
⁵ SpinSplit Llc., Vend u. 17, H-1025 Budapest, Hungary.
⁶ Institute of Pharmaceutical Analysis, Faculty of Pharmacy, University of Szeged, Somogyi utca 4., H-6720 Szeged, Hungary.
⁷ Biocatalysis and Biotransformation Research Center, Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University of Cluj-Napoca, Arany János str. 11, 400028 Cluj-Napoca, Romania.
⁸ Institute of Pharmacodynamics and Biopharmacy, Faculty of Pharmacy, University of Szeged, Eötvös u. 6, H-6720 Szeged, Hungary.

Abstract

The dual functionalization of magnetic nanoparticles with inert (methyl) and reactive (aminopropyl) groups enables efficient immobilization of synthetic metalloporphyrins (such as 5,10,15,20-tetrakis(2,3,4,5,6-pentafluorophenyl)iron(II) porphyrin and 5,10,15,20-tetrakis-(4-sulfonatophenyl)iron(II) porphyrin) via covalent or ionic interactions. The proportion of reactive function on the surface has significant effect on the biomimetic activity of metalloporphyrins. The optimized magnetic nanocatalyst containing porphyrin was successfully applied for biomimetic oxidation of antihypertensive drug Amlodipine in batch and continuous-flow reactors as well.

Keywords: biomimetic oxidation; drug metabolism; magnetic nanoparticles; metalloporphyrin; microfluidic chip reactor.

Abstract

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